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  • The brief
  • Start here
  • Idea portfolio
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  • This week · 7
  • This quarter · 13
  • Big bets · 3
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Generated Nov 10, 2026
  1. Programmable
  2. Playbooks
  3. Robby
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growth playbook · Nov 10, 2026

tryrobby.com (opens in a new tab)

Robby growth playbook

Diagnosis

Robby is a Y Combinator Winter 2026 company with three people and three open founding roles. It has moved from "The AI assistant for HVAC technicians" (documentation) to "Sales and service perfected.", with two products: Pitch Pro for replacement proposals and Service Pro for technicians. The product moves fast: e-signature, 10-year cost of ownership, public proposal links and ServiceTitan sync all shipped this spring.

The website has not caught up. All 11 blog posts still sell automated documentation and "$135K per technician". The homepage figures have no customer name, sample or period behind them. There are no product, integration, case-study or pricing pages, and Pitch Pro, the product a buyer would most want to see, is never shown. This playbook first aligns the site with the products that are actually sold.

It then turns the 12 customer logos and every new rollout into measured proof, uses the operator interviews and the new GTM engineer for pipeline, and adds financing and cross-sell inside the product. Longer term, it builds toward PE-backed platforms and a replacement radar that ties Service Pro findings to Pitch Pro sales.

Growth Score

6/10

Biggest Opportunity

Proof. Robby claims double-digit lifts in close rate, ticket and memberships and has 12 recognisable contractor logos. Turning those into named, measured stories, and showing a real Pitch Pro proposal, would make every demo easier to book.

Biggest Risk

ServiceTitan, PricebookPlus and EasyQuote already offer good-better-best proposals inside contractors' existing tools. If buyers cannot quickly see what Robby adds on top of them, a three-person team ends up selling against free built-in features.

01

Start here

The three moves to make first. Each one is written up in full below.

  1. 1

    Rewrite the blog's demo boxes: 11 posts still sell "automated HVAC documentation" and "$135K per technician" instead of Pitch Pro and Service Pro

    List the 11 posts and tag each as sales (Pitch Pro) or service (Service Pro).

    High impact First result in 2 weeks
  2. 2

    Give Pitch Pro and Service Pro their own pages, so buyers and search engines can find the products

    Write the Pitch Pro page outline from the changelog entries.

    High impact First result in 1 month
  3. 3

    Put a customer, a sample size and a time period next to each homepage figure

    Find the customer data behind the four homepage figures.

    High impact First result in 2 weeks

02

Your idea portfolio

25 ideas, grouped by when to run them. Open any idea for how to run it: the steps, who to approach, copy you can use, and how to measure it.

  • 7 ideas are marked Unexpected: plays you are unlikely to have tried.

    1 of these are things Programmable can build and run for you.

Every idea placed by the effort it takes against the impact it could have. Quick wins sit top left; select a number to open that idea. The filters below narrow the list by status, timing, category and what Programmable can build.

Effort vs impactEach number is an idea. Select one to open it.
Impact →
Quick wins · 4Big bets · 9Fill-ins · 8Reconsider · 4
Effort →

Showing 25 of 25 ideas

This week 7

Quick wins with a clear first action.

  • 01

    Robby's homepage now sells two products: Pitch Pro, for personalized replacement proposals, and Service Pro, for technicians explaining equipment health and memberships. The blog, the site's only content, still runs the old documentation pitch. Each post's demo box says "Ready to automate your HVAC documentation?" and "Join hundreds of HVAC companies using Robby to boost revenue and reduce callbacks", and the sidebar promises Robby "automates documentation and drives $135K in additional revenue per technician". Neither box names Pitch Pro or Service Pro. The $135K post describes software that "listens to and observes service calls" and gives no sample or method. The buttons also send readers to "/#book" on the homepage rather than the Cal.com intro call the header uses. A reader who arrives from an interview is asked to book a demo of a product the homepage no longer describes.

    High impactLow effort First result in 2 weeks Co founder & COO

    First action

    List the 11 posts and tag each as sales (Pitch Pro) or service (Service Pro).

    How to measure it

    Blog-sourced demo bookings (UTM-tagged Cal.com bookings)

    Now
    –
    Target
    3x the current monthly count
    By
    60 days

    Steps

    1. 1

      Tag the posts

      Mark each of the 11 posts as a sales or service topic, and note which use the old documentation copy.

      Co-founder & COO 1 hour

    2. 2

      Write two boxes

      One Pitch Pro box and one Service Pro box, each with a headline, one proof line and a button.

      Co-founder & COO 2 hours

    3. 3

      Fix the links

      Point every blog button straight to the Cal.com intro call with a per-post UTM tag instead of /#book.

      Founding Engineer 2 hours

    4. 4

      Update the $135K post

      Add a dated product note; show the method behind the figure or replace it with sourced homepage figures.

      Co-founder & COO 2 hours

    5. 5

      Remove unbacked claims

      Drop "hundreds of HVAC companies" unless the customer count supports it.

      Co-founder & COO 30 minutes

    6. 6

      Bridge each interview

      Add one sentence to each interview's ending that links the operator's problem to Pitch Pro or Service Pro.

      Co-founder & COO 1 day

    7. 7

      Measure

      Count UTM-tagged bookings per post each week and compare with the month before.

      Founding GTM Engineer weekly

    First result
    2 weeks
    Cost
    $0, about two days of founder and engineer time
    Owner
    Co founder & COO

    Smallest test

    Swap the boxes on the three posts linked from the homepage today and count bookings for two weeks.

    Why it works

    Replace the two blog boxes with product-matched ones. Sales, replacement and pricing topics get a Pitch Pro box ("Show homeowners why the premium option is worth it") with the homepage close-rate and ticket figures once they are sourced (idea 3). Service, maintenance and callback topics get a Service Pro box built around equipment health and memberships. Point every button straight at the Cal.com intro call, with a UTM tag per post, so blog-sourced demos can be counted. Update the $135K post: add a dated note that Robby's product has moved to Pitch Pro and Service Pro, and either show how the figure was measured or replace it with the homepage figures. Remove "hundreds of HVAC companies" unless it can be backed up; the site shows 12 logos. Finally, add one sentence to each interview's closing section linking the operator's problem to the relevant Robby product.

    Readers of a long operator interview are warm, but a box that describes a different product breaks the thread at the moment they are ready to act. Matching the call to action to the post's topic and the current product is the cheapest conversion fix on the site. Unsourced numbers also cost trust with owners who are, as the interviews themselves show, sceptical of AI vendors.

    Ready to use

    ChecklistBlog demo box swap list

    [ ] Tag all 11 posts: sales (Pitch Pro) or service (Service Pro)
    [ ] Pitch Pro box. Headline: "Show homeowners why the premium option is worth it." Line: "Personalized proposals with options, add-ons and 10-year cost of ownership, signed on the spot and synced to ServiceTitan."
    [ ] Service Pro box. Headline: "Turn every service visit into a clear next step." Line: "Equipment health, options and the value of membership, shown at the end of the visit."
    [ ] Every button goes straight to the Cal.com intro call with utm_source=blog&utm_content=<post-slug>
    [ ] Dated product note on the $135K post, with the method or sourced replacement figures
    [ ] "Hundreds of HVAC companies" removed unless backed up
    [ ] One bridging sentence at the end of each interview
    [ ] Weekly count of blog-sourced bookings

    Risks and how to handle them

    • Losing the $135K figure removes a strong hook

      Keep it only if the method can be shown; otherwise lead with the sourced close-rate and ticket figures.

    • Small traffic makes the change hard to measure

      Track bookings per post with UTM tags and read results over two months.

    Evidence

    • Your websiteBlog demo boxes (on the guide and interview posts): "Ready to automate your HVAC documentation?" with "Join hundreds of HVAC companies using Robby to boost revenue and reduce callbacks", and a sidebar "See how Robby automates documentation and drives $135K in additional revenue per technician"; their "Book a Demo" buttons go to "/#book" on the homepage while the header goes straight to the Cal.com intro call; neither box names Pitch Pro or Service Pro.Source
    • Your website"How AI Documentation Boosts HVAC Revenue by $135K Per Technician" (March 10, 2026) describes Robby as software that listens to and observes service calls and syncs records to ServiceTitan or Housecall Pro; the $135K is called an average across residential HVAC users ($78,000 from about 14 extra replacements, $22,500 from about 45 new maintenance agreements, $18,000 from add-ons, $16,500 from fewer callbacks), with no sample size or method given.Source
    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
    • Your websiteBlog index (11 posts, newest June 29, 2026): eight operator interviews of about 11 minutes each plus three HVAC guides from February and March 2026; two interviews are with window-cleaning and house-cleaning businesses; only two categories, "Business Growth" and "HVAC Tips"; no newsletter signup; nothing published since June.Source
    • Site historyIn January 2026 the homepage headline was "The AI assistant for HVAC technicians"; it is now "Sales and service perfected." The domain was registered in October 2025.Source
  • 02

    The sitemap has 19 URLs and none of them is a product page. Pitch Pro and Service Pro exist only as two short homepage sections behind an "Explore the products" button, and the iPad app is described only on the support page. Meanwhile the changelog lists features buyers search for: e-signature, a 10-year cost of ownership view, a neighborhood map of nearby jobs, and automatic ServiceTitan estimate fulfillment.

    High impactMedium effort First result in 1 month Co founder & COO

    First action

    Write the Pitch Pro page outline from the changelog entries.

    How to measure it

    Product-page demo bookings

    Now
    –
    Target
    10 a month
    By
    90 days

    Steps

    1. 1

      Outline

      Problem, features, screenshots, integration and button for each product.

      Co-founder & COO 1 day

    2. 2

      Capture screens

      Options carousel, 10-year cost view, neighborhood map, signature and the Service Pro equipment health view.

      Founding Engineer 1 day

    3. 3

      Write copy

      In contractor language: close rate, ticket, memberships, comfort advisor.

      Co-founder & COO 2 days

    4. 4

      Build pages

      Add /pitch-pro and /service-pro to the site, nav and sitemap, with their own titles and descriptions.

      Founding Engineer 2 days

    5. 5

      Link everywhere

      Header, homepage sections, blog boxes and the support page.

      Founding Engineer 2 hours

    6. 6

      Track

      Visits and demo clicks per page in the site analytics.

      Founding GTM Engineer monthly

    First result
    1 month
    Cost
    About a week of founder and engineer time
    Owner
    Co founder & COO

    Smallest test

    Publish the Pitch Pro page alone and link it from the header.

    Why it works

    Publish /pitch-pro and /service-pro. Each page shows the problem in the homepage's words, three screenshots (options carousel, 10-year cost view, signature), the feature list from the changelog, who uses it (comfort advisors or technicians), how it connects to ServiceTitan, and a demo button. Link both from the header and from the blog boxes in idea 1.

    A buyer who has been told about Pitch Pro, or who searches for "HVAC proposal app", needs a page to land on and to forward internally. Product pages also give each feature something to rank for.

    Risks and how to handle them

    • Screenshots show customer data

      Use a demo account with invented homeowners.

    • Features change quickly

      Pull the feature list from the changelog each month.

    Evidence

    • Your websiteSitemap (19 URLs, checked November 10, 2026): homepage, blog and 11 posts, careers, changelog, support, SMS opt-in, privacy and terms. There are no Pitch Pro or Service Pro pages, case studies, integrations, pricing, comparison or security pages, and the ROI calculator from the changelog is not listed.Source
    • Your websiteChangelog: "10-year cost of ownership view" comparing options over a system's life, "Proposal signature and acceptance" with "automatic ServiceTitan estimate fulfillment", "Public proposal links" that open on any device, a "Job neighborhood map" of nearby recent work, ServiceTitan two-way sync, AI text polish and iOS/iPad apps (April-May 2026); a February 2026 "ROI calculator" for operators on the marketing site; patching "as part of the SOC 2 program". The newest entry is May 2026, although the homepage has since been rebuilt around Pitch Pro and Service Pro.Source
    • Your websiteSupport page: Pitch Pro is an iPad app for authorized HVAC contractors to create and present replacement proposals in the home; it needs an account from the contracting company, installs through the App Store or TestFlight, and support is by email.Source
  • 03

    The homepage claims "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", but none of the four has a customer, a sample or a time period. The $135K figure on the blog has no method either. Robby's own interviews show contractors who test every AI vendor's claims before trusting them.

    High impactLow effort First result in 2 weeks Co founder & CEO

    First action

    Find the customer data behind the four homepage figures.

    How to measure it

    Homepage demo conversion

    Now
    –
    Target
    +20%
    By
    60 days

    Steps

    1. 1

      Trace each number

      Find the customers, period and baseline behind each of the four figures.

      Co-founder & CEO 1 day

    2. 2

      Ask permission

      Ask the customers behind each figure whether they can be named or quoted.

      Co-founder & COO 1 week

    3. 3

      Write footnotes

      One line each: who, how many, how long, against what.

      Co-founder & COO 2 hours

    4. 4

      Replace weak figures

      Swap any figure that cannot be backed up for one that can.

      Co-founder & CEO 1 day

    5. 5

      Publish

      Add footnotes and quotes under the homepage figures.

      Founding Engineer 2 hours

    6. 6

      Reuse

      Use the same sourced figures in blog boxes, outbound and decks.

      Founding GTM Engineer ongoing

    First result
    2 weeks
    Cost
    $0
    Owner
    Co founder & CEO

    Smallest test

    Source the close-rate figure first and add one footnote.

    Why it works

    For each figure, add a small footnote: which customer (or how many companies), how many advisors or technicians, the period, and what it was compared against. Where a customer agrees, name them with a one-line quote. Where a figure cannot be backed up, replace it with one that can.

    Sourced numbers convert sceptical operators better than round claims. The work also produces the raw material for case studies (idea 9).

    Risks and how to handle them

    • Small samples look weak

      State them honestly; a named early customer is more credible than an unsourced percentage.

    Evidence

    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
    • Your website"How AI Documentation Boosts HVAC Revenue by $135K Per Technician" (March 10, 2026) describes Robby as software that listens to and observes service calls and syncs records to ServiceTitan or Housecall Pro; the $135K is called an average across residential HVAC users ($78,000 from about 14 extra replacements, $22,500 from about 45 new maintenance agreements, $18,000 from add-ons, $16,500 from fewer callbacks), with no sample size or method given.Source
    • Your websiteBlog index (11 posts, newest June 29, 2026): eight operator interviews of about 11 minutes each plus three HVAC guides from February and March 2026; two interviews are with window-cleaning and house-cleaning businesses; only two categories, "Business Growth" and "HVAC Tips"; no newsletter signup; nothing published since June.Source
  • 04

    Robby already ships "Public proposal links" that open on any device, plus a 10-year cost of ownership view and a neighborhood map. Yet the website never shows a proposal. The only way for an owner to see the product is to book a call.

    High impactLow effort First result in 2 weeks Founding Engineer

    First action

    Create the demo homeowner and build the sample proposal.

    How to measure it

    Sample-to-demo rate

    Now
    –
    Target
    10% of opens
    By
    60 days

    Steps

    1. 1

      Build the sample

      Invented homeowner, three options, add-ons, 10-year cost view, map and signature step.

      Founding Engineer 1 day

    2. 2

      Make it safe

      Read-only, no real customer data, signature step disabled or simulated.

      Co-founder & CTO 1 day

    3. 3

      Add the banner

      A closing call to book a demo, with a tracked link.

      Founding Engineer 2 hours

    4. 4

      Place the link

      Homepage, Pitch Pro page and email signatures.

      Founding Engineer 2 hours

    5. 5

      Use in outbound

      Make "Open a sample proposal" the first line of cold emails.

      Founding GTM Engineer ongoing

    6. 6

      Measure

      Opens, time on proposal and demos booked.

      Founding GTM Engineer weekly

    First result
    2 weeks
    Cost
    Two days of engineering
    Owner
    Founding Engineer

    Smallest test

    Send the sample link to ten prospects and count replies.

    Why it works

    Build one sample proposal for an invented homeowner in a demo account, with three options, add-ons, the 10-year cost view, the neighborhood map and the signature step. Put the link on the homepage, the Pitch Pro page and in outbound emails as "Open a sample proposal". End the proposal with a banner: "Want this for your comfort advisors? Book 20 minutes."

    Owners judge a proposal tool by how it looks to a homeowner, and a link they can open and forward to their sales manager does that better than any screenshot. It uses a feature that already exists.

    Risks and how to handle them

    • Competitors copy the format

      The value is in the sync, data and follow-up, not the layout.

    • Prospects try to sign

      Replace the signature with a "this is a sample" step.

    Evidence

    • Your websiteChangelog: "10-year cost of ownership view" comparing options over a system's life, "Proposal signature and acceptance" with "automatic ServiceTitan estimate fulfillment", "Public proposal links" that open on any device, a "Job neighborhood map" of nearby recent work, ServiceTitan two-way sync, AI text polish and iOS/iPad apps (April-May 2026); a February 2026 "ROI calculator" for operators on the marketing site; patching "as part of the SOC 2 program". The newest entry is May 2026, although the homepage has since been rebuilt around Pitch Pro and Service Pro.Source
    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
    • Your websiteSitemap (19 URLs, checked November 10, 2026): homepage, blog and 11 posts, careers, changelog, support, SMS opt-in, privacy and terms. There are no Pitch Pro or Service Pro pages, case studies, integrations, pricing, comparison or security pages, and the ROI calculator from the changelog is not listed.Source
  • 05

    ServiceTitan already offers good-better-best proposals from its pricebook, so a ServiceTitan shop's first question is how Robby fits alongside it. The changelog answers that (two-way sync, pricebook images, paused jobs, signed proposals filling the ServiceTitan estimate automatically), and the older blog posts mention Housecall Pro too. But the sitemap has no integrations page.

    Medium impactLow effort First result in 1 month Co founder & CTO

    First action

    List exactly which ServiceTitan objects Robby reads and writes.

    How to measure it

    Integration-page assisted demos

    Now
    –
    Target
    25% of demos
    By
    90 days

    Steps

    1. 1

      Map the sync

      What Robby reads and writes, both ways.

      Co-founder & CTO 2 hours

    2. 2

      Draw it

      A simple job, proposal, signature and estimate flow.

      Founding Engineer 2 hours

    3. 3

      Write the page

      Setup, permissions, timing and FAQ.

      Co-founder & COO 1 day

    4. 4

      Confirm other systems

      Decide whether to list Housecall Pro.

      Co-founder & CTO 1 hour

    5. 5

      Publish and link

      Header, product pages and blog.

      Founding Engineer 2 hours

    6. 6

      Ask in demos

      Add a "which system do you use?" question to the booking form.

      Founding GTM Engineer 1 hour

    First result
    1 month
    Cost
    $0
    Owner
    Co founder & CTO

    Smallest test

    Add a ServiceTitan section to the Pitch Pro page first.

    Why it works

    One page: what syncs in each direction, what happens when a homeowner signs, what the office sees in ServiceTitan, setup time and permissions, and a short diagram. Add a Housecall Pro section if that sync is still supported. Link it from the product pages and the header.

    Integration is the main objection for a tool that sits next to the system of record. A clear page ends that objection before the call and ranks for "ServiceTitan proposal app" searches.

    Risks and how to handle them

    • Trademark use

      Follow ServiceTitan's partner naming rules and describe the integration factually.

    Evidence

    • Your websiteChangelog: "10-year cost of ownership view" comparing options over a system's life, "Proposal signature and acceptance" with "automatic ServiceTitan estimate fulfillment", "Public proposal links" that open on any device, a "Job neighborhood map" of nearby recent work, ServiceTitan two-way sync, AI text polish and iOS/iPad apps (April-May 2026); a February 2026 "ROI calculator" for operators on the marketing site; patching "as part of the SOC 2 program". The newest entry is May 2026, although the homepage has since been rebuilt around Pitch Pro and Service Pro.Source
    • Competitor researchServiceTitan's own HVAC proposals "quickly builds good-better-best proposal options" from a visual pricebook on mobile, and dashboard tags and filters let teams "follow up with customers who never responded to estimates".Source
    • Your website"How AI Documentation Boosts HVAC Revenue by $135K Per Technician" (March 10, 2026) describes Robby as software that listens to and observes service calls and syncs records to ServiceTitan or Housecall Pro; the $135K is called an average across residential HVAC users ($78,000 from about 14 extra replacements, $22,500 from about 45 new maintenance agreements, $18,000 from add-ons, $16,500 from fewer callbacks), with no sample size or method given.Source
    • Your websiteSitemap (19 URLs, checked November 10, 2026): homepage, blog and 11 posts, careers, changelog, support, SMS opt-in, privacy and terms. There are no Pitch Pro or Service Pro pages, case studies, integrations, pricing, comparison or security pages, and the ROI calculator from the changelog is not listed.Source
  • 06

    Two of the 12 homepage logos are pool and spa companies, yet "Who's Robby for" names only HVAC, Electrical and Plumbing. The blog also features window-cleaning and house-cleaning businesses, and Pitch Pro is described as an app for HVAC contractors. A visitor can't tell which trades Robby really serves.

    Medium impactLow effort First result in 1 month Co founder & CEO

    First action

    Ask the two pool customers which product they use and how it performs.

    How to measure it

    On-target demo share

    Now
    –
    Target
    90%
    By
    90 days

    Steps

    1. 1

      Check usage

      Products and results at the pool and spa customers.

      Co-founder & COO 1 day

    2. 2

      Decide

      Include pool and spa or not.

      Co-founder & CEO 1 hour

    3. 3

      Update the list

      "Who's Robby for" and the support page.

      Founding Engineer 1 hour

    4. 4

      Align the blog

      Tag interview posts by trade.

      Co-founder & COO 2 hours

    5. 5

      Brief outbound

      Target lists only for the chosen trades.

      Founding GTM Engineer 1 day

    6. 6

      Review

      Demo mix by trade each month.

      Founding GTM Engineer monthly

    First result
    1 month
    Cost
    $0
    Owner
    Co founder & CEO

    Smallest test

    Add pool and spa to the list for a month and count the demos it brings.

    Why it works

    Make one decision and show it everywhere. If pool and spa is a real segment, add it to "Who's Robby for" with a short line on how Pitch Pro handles pool equipment, and give it its own outbound list. If not, keep the logos as proof of breadth but stop featuring trades Robby does not sell to. Align the support page wording either way.

    A clear list of trades helps the right buyers recognise themselves, and it tells the GTM engineer which lists to build.

    Risks and how to handle them

    • Narrowing loses leads

      Keep a general demo form for other trades.

    Evidence

    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
    • Your websiteBlog index (11 posts, newest June 29, 2026): eight operator interviews of about 11 minutes each plus three HVAC guides from February and March 2026; two interviews are with window-cleaning and house-cleaning businesses; only two categories, "Business Growth" and "HVAC Tips"; no newsletter signup; nothing published since June.Source
    • Your websiteSupport page: Pitch Pro is an iPad app for authorized HVAC contractors to create and present replacement proposals in the home; it needs an account from the contracting company, installs through the App Store or TestFlight, and support is by email.Source
  • 07

    The interviews end with "Follow along on our blog and LinkedIn", but the line has no link, and the blog has no newsletter signup. Readers who are not ready for a demo, often the majority, leave with no way back.

    Medium impactLow effort First result in 1 month Co founder & COO

    First action

    Add the LinkedIn link to the interview template.

    How to measure it

    Blog subscribers

    Now
    –
    Target
    150
    By
    90 days

    Steps

    1. 1

      Fix the link

      Link the LinkedIn line in the post template.

      Founding Engineer 30 minutes

    2. 2

      Add signup

      One email field under each post and on the blog index.

      Founding Engineer 2 hours

    3. 3

      Write the welcome

      Best three interviews and the sample proposal link.

      Co-founder & COO 2 hours

    4. 4

      Monthly send

      Newest interview plus one product note.

      Co-founder & COO monthly

    5. 5

      Post on LinkedIn

      Three clips or quotes from each interview.

      Co-founder & COO weekly

    6. 6

      Track

      Subscribers and demos from subscribers.

      Founding GTM Engineer monthly

    First result
    1 month
    Cost
    Email tool, under $50 a month
    Owner
    Co founder & COO

    Smallest test

    Add the signup to the three homepage-linked posts.

    Why it works

    Link the line to Robby's LinkedIn page. Add a one-field email signup ("One operator interview a month, plus what's working in the field") under each post and on the blog index, and send a short monthly email with the newest interview and one product note.

    It keeps interested owners and GMs in reach until replacement season or a budget decision, at no cost.

    Risks and how to handle them

    • No time to write monthly

      One interview a month is enough; reuse the interview itself.

    Evidence

    • Your websiteOperator interview (June 14, 2026): the featured HVAC business is described as running on ServiceTitan and is not described as a Robby customer; the post never names Pitch Pro or Service Pro, discusses outside AI tools, and its closing pitch is "AI-powered estimate generation"; the line "Follow along on our blog and LinkedIn" has no link.Source
    • Your websiteBlog index (11 posts, newest June 29, 2026): eight operator interviews of about 11 minutes each plus three HVAC guides from February and March 2026; two interviews are with window-cleaning and house-cleaning businesses; only two categories, "Business Growth" and "HVAC Tips"; no newsletter signup; nothing published since June.Source

This quarter 13

The core plays for the next three months.

  • 08

    In February 2026 Robby shipped an ROI calculator for operators, but it estimated savings from automating documentation, and it is no longer in the sitemap. The current homepage gives the inputs for a better one: close rate, average ticket and new memberships.

    High impactMedium effort First result in 1 month Founding GTM Engineer

    First action

    Recover the old calculator code and swap in the new inputs.

    How to measure it

    Calculator-to-demo rate

    Now
    –
    Target
    15%
    By
    90 days

    Steps

    1. 1

      Recover the old build

      Reuse the February 2026 calculator's code and design.

      Founding Engineer 1 day

    2. 2

      Set the math

      Inputs, sourced lifts, ranges and caveats.

      Co-founder & CEO 1 day

    3. 3

      Build

      At /roi, linked from the homepage and product pages.

      Founding GTM Engineer 1 week

    4. 4

      Add the report

      An emailed PDF with the owner's numbers.

      Founding GTM Engineer 3 days

    5. 5

      Prefill the demo

      Pass the inputs to the Cal.com booking notes.

      Founding GTM Engineer 1 day

    6. 6

      Use on calls

      Open each demo with the owner's own numbers.

      Co-founder & COO ongoing

    7. 7

      Measure

      Completions, emails and demos.

      Founding GTM Engineer monthly

    First result
    1 month
    Cost
    About two weeks of engineering
    Owner
    Founding GTM Engineer

    Smallest test

    A static table of three example contractors first.

    Why it works

    Rebuild the calculator for Pitch Pro and Service Pro. Inputs: replacement proposals a month, current close rate, average ticket, service visits a month and membership sign-up rate. Outputs: extra revenue from the sourced lifts (idea 3), shown as a range. Offer an emailed PDF in exchange for an email address, and pass the answers to the demo booking.

    Owners think in close rate and ticket. A calculator in their own numbers starts the business case they need for partners or a PE sponsor, and captures leads who are not ready to book.

    Risks and how to handle them

    • Overpromising

      Show ranges and the source of each lift.

    Builds on

    Evidence

    • Your websiteChangelog: "10-year cost of ownership view" comparing options over a system's life, "Proposal signature and acceptance" with "automatic ServiceTitan estimate fulfillment", "Public proposal links" that open on any device, a "Job neighborhood map" of nearby recent work, ServiceTitan two-way sync, AI text polish and iOS/iPad apps (April-May 2026); a February 2026 "ROI calculator" for operators on the marketing site; patching "as part of the SOC 2 program". The newest entry is May 2026, although the homepage has since been rebuilt around Pitch Pro and Service Pro.Source
    • Your websiteSitemap (19 URLs, checked November 10, 2026): homepage, blog and 11 posts, careers, changelog, support, SMS opt-in, privacy and terms. There are no Pitch Pro or Service Pro pages, case studies, integrations, pricing, comparison or security pages, and the ROI calculator from the changelog is not listed.Source
    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
  • 09

    Robby writes excellent 11-minute operator interviews, but the featured businesses are not described as Robby customers, and the site has no case studies. Twelve customers' logos are on the homepage. The same format, applied to them, would be the strongest content Robby could publish.

    High impactMedium effort First result in 2 months Co founder & COO

    First action

    Ask the three most active customers for an interview.

    How to measure it

    Case studies live

    Now
    –
    Target
    3
    By
    90 days

    Steps

    1. 1

      Pick three

      Customers with the clearest before and after.

      Co-founder & CEO 1 day

    2. 2

      Get data

      Close rate, ticket and memberships from ServiceTitan for both periods.

      Founding Forward Deployed Engineer 1 week

    3. 3

      Interview

      Advisor and service manager, 30 minutes each.

      Co-founder & COO 2 weeks

    4. 4

      Write

      The interview format plus a results box.

      Co-founder & COO 2 weeks

    5. 5

      Approve

      Customer sign-off on figures and quotes.

      Co-founder & COO 1 week

    6. 6

      Publish

      At /customers, linked from the homepage logos.

      Founding Engineer 1 day

    7. 7

      Distribute

      LinkedIn, outbound and the monthly email.

      Founding GTM Engineer ongoing

    First result
    2 months
    Cost
    Founder time; optional thank-you for customers
    Owner
    Co founder & COO

    Smallest test

    Publish one story with one figure.

    Why it works

    Interview one sales leader or comfort advisor and one service manager at three logo customers. Keep the operator voice, and add a results box: close rate, ticket and memberships before and after, with dates. Publish them at /customers and use them in demo boxes, outbound and the homepage.

    Contractors trust other contractors. The team already knows how to run these interviews and only needs to point them at customers.

    Risks and how to handle them

    • Customers will not share figures

      Offer percentages instead of dollars.

    Builds on

    Evidence

    • Your websiteOperator interview (June 14, 2026): the featured HVAC business is described as running on ServiceTitan and is not described as a Robby customer; the post never names Pitch Pro or Service Pro, discusses outside AI tools, and its closing pitch is "AI-powered estimate generation"; the line "Follow along on our blog and LinkedIn" has no link.Source
    • Your websiteBlog index (11 posts, newest June 29, 2026): eight operator interviews of about 11 minutes each plus three HVAC guides from February and March 2026; two interviews are with window-cleaning and house-cleaning businesses; only two categories, "Business Growth" and "HVAC Tips"; no newsletter signup; nothing published since June.Source
    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
  • 10

    Each interview is an hour with an owner or GM of exactly the kind of business Robby sells to, talking about their sales process and which AI tools they trust. The featured businesses are not described as Robby customers. At launch, the founders also asked for introductions to owners and GMs.

    High impactLow effort First result in 1 month Co founder & COO

    First action

    Write the post-interview follow-up email and pilot terms.

    How to measure it

    Interview-to-pilot rate

    Now
    –
    Target
    1 in 3
    By
    2 quarters

    Steps

    1. 1

      Set pilot terms

      30 days, one team, baseline and success measures.

      Co-founder & CEO 1 day

    2. 2

      Prepare

      Learn the interviewee's sales process before recording.

      Co-founder & COO per interview

    3. 3

      Build their sample

      A proposal from one of their recent job types.

      Founding Forward Deployed Engineer 1 day

    4. 4

      Follow up

      Draft, sample and pilot offer in one email.

      Co-founder & COO per interview

    5. 5

      Ask for intros

      Two peers who might want to be interviewed.

      Co-founder & COO per interview

    6. 6

      Track

      Interviews, pilots and closed deals.

      Founding GTM Engineer monthly

    First result
    1 month
    Cost
    Founder time and pilot onboarding
    Owner
    Co founder & COO

    Smallest test

    Make the offer to the next two interviewees.

    Why it works

    Treat the interview as the first meeting. Before recording, learn how the business sells replacements. After it, send the draft for review together with a sample proposal built for one of their own recent jobs and an offer of a 30-day pilot with a measured baseline (idea 13). Ask every interviewee for two introductions to peers. Keep the editorial piece independent of whether they buy.

    The content already gets Robby in front of the right owners. Adding a specific, low-risk next step turns a content programme into pipeline without changing its tone.

    Risks and how to handle them

    • Interviewees feel sold to

      Publish regardless and make the offer once, after the draft.

    Builds on

    Evidence

    • Your websiteBlog index (11 posts, newest June 29, 2026): eight operator interviews of about 11 minutes each plus three HVAC guides from February and March 2026; two interviews are with window-cleaning and house-cleaning businesses; only two categories, "Business Growth" and "HVAC Tips"; no newsletter signup; nothing published since June.Source
    • Your websiteOperator interview (June 14, 2026): the featured HVAC business is described as running on ServiceTitan and is not described as a Robby customer; the post never names Pitch Pro or Service Pro, discusses outside AI tools, and its closing pitch is "AI-powered estimate generation"; the line "Follow along on our blog and LinkedIn" has no link.Source
    • PressLaunch write-up (February 26, 2026): "Turning every technician visit into additional revenue"; "several paying customers" each uncovering six figures in revenue opportunities a week; $40k closed in the first hour of launch day; the founders asked for introductions to home services owners and GMs.Source
  • 11

    SubcontractorHub's EasyQuote shows each tier "with efficiency ratings, warranty terms, and monthly financing for each" and connects to several lenders, and PricebookPlus integrates Wells Fargo financing. Robby's changelog covers 10-year cost of ownership, add-ons and e-signature, but no financing. Homeowners comparing a premium system often decide on the monthly figure.

    High impactHigh effort First result in 2 months Founding Engineer

    First action

    Ask five customers which financing partners they use.

    How to measure it

    Premium-option close share

    Now
    –
    Target
    +10%
    By
    2 quarters

    Steps

    1. 1

      Survey customers

      Lenders, plans and how advisors present them today.

      Founding Forward Deployed Engineer 1 week

    2. 2

      Design

      Monthly figure under each option and in the 10-year view.

      Founding Engineer 1 week

    3. 3

      Build plan settings

      Contractor-entered rates and terms with required disclosures.

      Founding Engineer 3 weeks

    4. 4

      Compliance check

      Review payment display wording with a lending specialist.

      Co-founder & CEO 2 weeks

    5. 5

      Pilot

      Three customers for 30 days.

      Founding Forward Deployed Engineer 1 month

    6. 6

      Lender integration

      One lender API after the pilot.

      Co-founder & CTO 1 quarter

    First result
    2 months
    Cost
    A quarter of engineering plus a compliance review
    Owner
    Founding Engineer

    Smallest test

    Add a static "from $X/month" line using one customer's plan.

    Why it works

    Phase 1: let the contractor enter its financing plans (rate and term), and show an estimated monthly payment under each option and in the 10-year cost view. Phase 2: connect one lender that ServiceTitan contractors already use, so homeowners can apply from the proposal link.

    The homepage problem is that homeowners "can't understand why it's worth it". A monthly figure next to the lifetime saving makes the premium option affordable as well as sensible, and it closes a gap competitors use in demos.

    Risks and how to handle them

    • Consumer lending disclosure rules

      Show estimates with the contractor's own plan terms and get the wording reviewed before launch.

    Evidence

    • Competitor researchSubcontractorHub's EasyQuote shows good, better and best tiers on one screen "with efficiency ratings, warranty terms, and monthly financing for each", connects to several lenders, and collects an e-signature before the rep leaves.Source
    • Competitor researchPricebook Digital's PricebookPlus, a proposal platform for residential HVAC dealers, integrates ServiceTitan, Housecall Pro, Wells Fargo financing and JB Warranties, works with distributors and manufacturers, and says it is "Trusted by Thousands of HVAC professionals".Source
    • Your websiteChangelog: "10-year cost of ownership view" comparing options over a system's life, "Proposal signature and acceptance" with "automatic ServiceTitan estimate fulfillment", "Public proposal links" that open on any device, a "Job neighborhood map" of nearby recent work, ServiceTitan two-way sync, AI text polish and iOS/iPad apps (April-May 2026); a February 2026 "ROI calculator" for operators on the marketing site; patching "as part of the SOC 2 program". The newest entry is May 2026, although the homepage has since been rebuilt around Pitch Pro and Service Pro.Source
  • 12

    ServiceTitan already builds good-better-best proposals, and PricebookPlus and EasyQuote sell proposal tools to the same contractors. The sitemap has no comparison pages, so buyers searching for alternatives only find the rivals' own descriptions.

    Medium impactMedium effort First result in 2 months Founding GTM Engineer

    First action

    Write the ServiceTitan page first; it is the question every demo hears.

    How to measure it

    Comparison-page demos

    Now
    –
    Target
    5 a month
    By
    2 quarters

    Steps

    1. 1

      Collect objections

      From the last 20 demos.

      Co-founder & COO 1 day

    2. 2

      Check rival facts

      From their own current pages.

      Founding GTM Engineer 2 days

    3. 3

      Write three pages

      Tables, fit and switching notes.

      Founding GTM Engineer 1 week

    4. 4

      Legal check

      Trademarks and claims.

      Co-founder & CEO 2 days

    5. 5

      Publish

      Linked from the integrations page.

      Founding Engineer 1 day

    6. 6

      Refresh

      Re-check rival facts each quarter.

      Founding GTM Engineer quarterly

    First result
    2 months
    Cost
    $0
    Owner
    Founding GTM Engineer

    Smallest test

    Publish the ServiceTitan page only.

    Why it works

    Write three dated, factual pages: Robby with ServiceTitan's proposals (what Robby adds on top: personalization, 10-year cost, neighborhood proof, AI follow-up, Service Pro), Robby vs PricebookPlus, and Robby vs EasyQuote. Include a table, when each rival is the better choice, and how switching or running both works.

    Comparison searches are high intent. Being honest about where rivals are stronger makes the rest of the page believable.

    Risks and how to handle them

    • Upsetting ServiceTitan as a partner

      Frame the ServiceTitan page as "works with", not "versus".

    Builds on

    Evidence

    • Competitor researchServiceTitan's own HVAC proposals "quickly builds good-better-best proposal options" from a visual pricebook on mobile, and dashboard tags and filters let teams "follow up with customers who never responded to estimates".Source
    • Competitor researchPricebook Digital's PricebookPlus, a proposal platform for residential HVAC dealers, integrates ServiceTitan, Housecall Pro, Wells Fargo financing and JB Warranties, works with distributors and manufacturers, and says it is "Trusted by Thousands of HVAC professionals".Source
    • Competitor researchSubcontractorHub's EasyQuote shows good, better and best tiers on one screen "with efficiency ratings, warranty terms, and monthly financing for each", connects to several lenders, and collects an e-signature before the rep leaves.Source
    • Your websiteSitemap (19 URLs, checked November 10, 2026): homepage, blog and 11 posts, careers, changelog, support, SMS opt-in, privacy and terms. There are no Pitch Pro or Service Pro pages, case studies, integrations, pricing, comparison or security pages, and the ROI calculator from the changelog is not listed.Source
  • 13

    Robby is hiring a Founding Forward Deployed Engineer, which means hands-on rollouts. Its homepage claims lifts in close rate, ticket and memberships with no sources behind them. A baseline taken from ServiceTitan on day one of each rollout makes every new customer a measured before and after.

    High impactMedium effort First result in 1 quarter Founding Forward Deployed Eng…

    First action

    Write the baseline report query against ServiceTitan data.

    How to measure it

    Measured rollouts

    Now
    –
    Target
    100% of new customers
    By
    1 quarter

    Steps

    1. 1

      Define measures

      Close rate, ticket, memberships and follow-ups sent.

      Co-founder & CEO 1 day

    2. 2

      Build the query

      90-day pre-launch pull from ServiceTitan.

      Founding Forward Deployed Engineer 1 week

    3. 3

      Agree goals

      Write success measures into the kickoff.

      Founding Forward Deployed Engineer per rollout

    4. 4

      Scorecard

      One page at days 30, 60 and 90.

      Founding Forward Deployed Engineer per rollout

    5. 5

      Review with owner

      Walk through results and next steps.

      Co-founder & COO per rollout

    6. 6

      Feed proof

      Approved results go to the site and outbound.

      Founding GTM Engineer monthly

    First result
    1 quarter
    Cost
    Part of each rollout
    Owner
    Founding Forward Deployed Engineer

    Smallest test

    Pull a baseline for the next customer rollout.

    Why it works

    Standard rollout kit: pull the last 90 days of proposals, close rate, average ticket and membership sign-ups from ServiceTitan before go-live, and agree on success measures with the customer. Report at days 30, 60 and 90 in a one-page scorecard. Use the scorecards for renewals, case studies (idea 9) and homepage figures (idea 3).

    Customers see their own results, which protects renewals. Robby gets a steady supply of proof without extra sales effort.

    Risks and how to handle them

    • Seasonality skews results

      Compare with the same months last year where data allows.

    Evidence

    • HiringCareers page: three open founding roles, all in New York: Founding Engineer ($150K-$250K, 0.50%-1.00% equity), Founding GTM Engineer ($130K-$200K, 0.25%-0.75%) and Founding Forward Deployed Engineer ($140K-$220K, 0.25%-0.75%), applied for through Y Combinator's job board.Source
    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
    • PressLaunch write-up (February 26, 2026): "Turning every technician visit into additional revenue"; "several paying customers" each uncovering six figures in revenue opportunities a week; $40k closed in the first hour of launch day; the founders asked for introductions to home services owners and GMs.Source
  • 14

    Robby is hiring a Founding GTM Engineer, and its YC profile describes using customer and third-party data to find opportunities. The homepage shows a clear ideal customer: residential HVAC, plumbing and electrical companies with $3M to $3B in revenue, of which 12 already use Robby.

    High impactMedium effort First result in 1 month Founding GTM Engineer

    First action

    Write the profile of the 12 current customers.

    How to measure it

    Outbound demos

    Now
    –
    Target
    8 a month
    By
    2 quarters

    Steps

    1. 1

      Profile customers

      Trade, size, advisors, ServiceTitan, memberships, region.

      Founding GTM Engineer 1 week

    2. 2

      Build the list

      500 lookalike contractors from public sources.

      Founding GTM Engineer 2 weeks

    3. 3

      Find the buyer

      Sales manager, GM or owner.

      Founding GTM Engineer 1 week

    4. 4

      Write the sequence

      Sample proposal, then a customer story, then a pilot offer.

      Co-founder & COO 3 days

    5. 5

      Send in waves

      100 a week, personalised by trade and region.

      Founding GTM Engineer weekly

    6. 6

      Review

      Reply and demo rate per segment.

      Founding GTM Engineer weekly

    First result
    1 month
    Cost
    Data and sending tools, $300-$800 a month
    Owner
    Founding GTM Engineer

    Smallest test

    One wave of 50 contacts that look like the best customer.

    Why it works

    Profile the 12 logos (trade, size, number of comfort advisors, ServiceTitan use, membership programme, region). Build a lookalike list of contractors that match, find the sales manager or GM, and run a short sequence whose first line is the sample proposal (idea 4), followed by a relevant customer story (idea 9).

    A tight list matched to proven customers, opened with something useful to look at, beats generic AI-tool outreach that owners already ignore.

    Risks and how to handle them

    • Email deliverability

      Send from a separate warmed domain at low volume.

    • Hire not yet in place

      A founder runs the first 100-contact wave.

    Builds on

    Evidence

    • HiringCareers page: three open founding roles, all in New York: Founding Engineer ($150K-$250K, 0.50%-1.00% equity), Founding GTM Engineer ($130K-$200K, 0.25%-0.75%) and Founding Forward Deployed Engineer ($140K-$220K, 0.25%-0.75%), applied for through Y Combinator's job board.Source
    • Y CombinatorProfile: Winter 2026 batch, founded 2025, team of 3 in New York; "AI agents that grow revenue for home services businesses", combining customer and third-party data to generate leads, giving technicians talking points, capturing insights through voice AI and giving GMs one dashboard; the COO was previously a consultant in "PE software and home services transformation".Source
    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
  • 15

    The changelog's newest entry is May 2026, although the homepage has since been rebuilt around Pitch Pro and Service Pro. The iPad app is installed through the App Store or TestFlight by field staff who may never see a release note. Features like the 10-year cost view and neighborhood map only add value if advisors use them.

    Medium impactLow effort First result in 1 month Co founder & CTO

    First action

    Write the missing entries since May 2026.

    How to measure it

    Feature adoption 30 days after release

    Now
    –
    Target
    40% of active advisors
    By
    1 quarter

    Steps

    1. 1

      Catch up

      Changelog entries since May 2026.

      Co-founder & CTO 1 day

    2. 2

      Set the format

      One feature, one clip, one tip.

      Co-founder & COO 1 hour

    3. 3

      Build the list

      Admins, plus advisors and techs where customers agree.

      Founding Forward Deployed Engineer 1 day

    4. 4

      Send monthly

      Email and an in-app notice.

      Co-founder & CTO monthly

    5. 5

      Measure use

      Feature use before and after each note.

      Founding Engineer monthly

    6. 6

      Share wins

      Feature use stories in the next note.

      Co-founder & COO monthly

    First result
    1 month
    Cost
    $0
    Owner
    Co founder & CTO

    Smallest test

    One note about the 10-year cost view to current admins.

    Why it works

    Each month, publish the changelog entry and send a short note to customer admins and, where they agree, to their advisors and technicians, by email or in the app: one feature, a 30-second clip of using it in a proposal, and one customer tip. Track feature use before and after each note.

    Adoption of new features is what turns a pilot into a renewal, and a visible release rhythm shows buyers that a small team ships.

    Risks and how to handle them

    • Customers dislike direct contact with staff

      Send to admins by default and to field staff only with permission.

    Evidence

    • Your websiteChangelog: "10-year cost of ownership view" comparing options over a system's life, "Proposal signature and acceptance" with "automatic ServiceTitan estimate fulfillment", "Public proposal links" that open on any device, a "Job neighborhood map" of nearby recent work, ServiceTitan two-way sync, AI text polish and iOS/iPad apps (April-May 2026); a February 2026 "ROI calculator" for operators on the marketing site; patching "as part of the SOC 2 program". The newest entry is May 2026, although the homepage has since been rebuilt around Pitch Pro and Service Pro.Source
    • Your websiteSupport page: Pitch Pro is an iPad app for authorized HVAC contractors to create and present replacement proposals in the home; it needs an account from the contracting company, installs through the App Store or TestFlight, and support is by email.Source
  • 16

    The homepage says service visits are "90% of your homeowner interactions", and Service Pro claims a 15% lift in new memberships and 20% in ticket. Pitch Pro reaches only the comfort advisors, a small group in each company. Service Pro reaches every technician, which makes it the larger account.

    High impactMedium effort First result in 2 months Co founder & COO

    First action

    List which customers use one product and which use both.

    How to measure it

    Two-product customers

    Now
    –
    Target
    50% of accounts
    By
    2 quarters

    Steps

    1. 1

      Map accounts

      Products, advisors and technicians per customer.

      Co-founder & COO 1 day

    2. 2

      Design the pilot

      One crew, 30 days, membership and ticket measures.

      Founding Forward Deployed Engineer 2 days

    3. 3

      Pitch it

      In each account review, with the Pitch Pro scorecard.

      Co-founder & COO per account

    4. 4

      Run pilots

      Train the crew and watch the first week closely.

      Founding Forward Deployed Engineer 1 month

    5. 5

      Report

      Pilot crew against the rest of the fleet.

      Founding Forward Deployed Engineer per pilot

    6. 6

      Expand

      Per-technician pricing for the full fleet.

      Co-founder & CEO per account

    First result
    2 months
    Cost
    Pilot onboarding time
    Owner
    Co founder & COO

    Smallest test

    One Service Pro crew pilot at the most engaged Pitch Pro customer.

    Why it works

    For each Pitch Pro customer, propose a 30-day Service Pro pilot with one crew. Show how service-visit findings feed advisor leads (idea 22), measure membership sign-ups against the rest of the fleet, and price the expansion per technician.

    Expansion into a trusting account is cheaper than a new logo, and the sales-plus-service pairing is the difference Robby claims over single-purpose proposal tools.

    Risks and how to handle them

    • Technicians resist new tools

      Pick a crew lead who asks for it, and keep the flow to a few taps.

    Builds on

    Evidence

    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
    • Your websiteSupport page: Pitch Pro is an iPad app for authorized HVAC contractors to create and present replacement proposals in the home; it needs an account from the contracting company, installs through the App Store or TestFlight, and support is by email.Source
  • 17

    Robby has no pricing page, and every call to action is a demo booking. Its rivals hide prices too, but a buyer who has to justify spend still wants to know how Robby charges (per advisor, per technician or per location), how long a pilot takes and what success looks like.

    Medium impactLow effort First result in 1 month Co founder & CEO

    First action

    Write down how the last five deals were priced.

    How to measure it

    Demo-to-pilot rate

    Now
    –
    Target
    +20%
    By
    2 quarters

    Steps

    1. 1

      Review deals

      How the last five were priced and structured.

      Co-founder & CEO 1 day

    2. 2

      Fix the model

      One pricing basis and a standard pilot.

      Co-founder & CEO 2 days

    3. 3

      Write the page

      Pilot steps, inputs, timeline and decision point.

      Co-founder & COO 1 day

    4. 4

      Publish

      At /pilot, linked from product pages.

      Founding Engineer 2 hours

    5. 5

      Add to emails

      Demo confirmation and follow-up.

      Founding GTM Engineer 1 hour

    6. 6

      Measure

      Demo-to-pilot rate before and after.

      Founding GTM Engineer monthly

    First result
    1 month
    Cost
    $0
    Owner
    Co founder & CEO

    Smallest test

    Send the pilot outline as a PDF after the next five demos.

    Why it works

    One page: the pricing basis, what a 30-day pilot includes (setup, ServiceTitan connection, training, baseline and scorecard), what the customer provides, typical time to first signed proposal, and the decision at day 30. Optionally add a "from" price for the pilot. Link it from the product pages and the demo confirmation email.

    It answers the questions owners and PE operating partners ask before they agree to a call, and turns "book a demo" into a defined, low-risk next step.

    Risks and how to handle them

    • Anchoring larger accounts low

      Show the pricing basis, not the price, for multi-location accounts.

    Builds on

    Evidence

    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
    • Your websiteSitemap (19 URLs, checked November 10, 2026): homepage, blog and 11 posts, careers, changelog, support, SMS opt-in, privacy and terms. There are no Pitch Pro or Service Pro pages, case studies, integrations, pricing, comparison or security pages, and the ROI calculator from the changelog is not listed.Source
    • Competitor researchPricebook Digital's PricebookPlus, a proposal platform for residential HVAC dealers, integrates ServiceTitan, Housecall Pro, Wells Fargo financing and JB Warranties, works with distributors and manufacturers, and says it is "Trusted by Thousands of HVAC professionals".Source
  • 18

    Nothing has been published since June 29, 2026, and the guides are about documentation and AC prep. Robby's own subject, how a proposal persuades a homeowner, has no content at all, though the product has strong material for it: options, add-ons, 10-year cost and neighborhood proof.

    Medium impactMedium effort First result in 1 month Co founder & COO

    First action

    Pick the first proposal to rebuild and get permission.

    How to measure it

    Teardown demo bookings

    Now
    –
    Target
    4 a month
    By
    2 quarters

    Steps

    1. 1

      Add a category

      "Sales" alongside Business Growth and HVAC Tips.

      Founding Engineer 1 hour

    2. 2

      Source proposals

      Anonymised with permission.

      Founding Forward Deployed Engineer monthly

    3. 3

      Rebuild

      The same job in Pitch Pro.

      Founding Forward Deployed Engineer 1 day

    4. 4

      Write

      What the homeowner sees and what changed.

      Co-founder & COO 1 day

    5. 5

      Repurpose

      LinkedIn carousel and a short video.

      Co-founder & COO half a day

    6. 6

      Measure

      Reads, subscribers and demos per teardown.

      Founding GTM Engineer monthly

    First result
    1 month
    Cost
    Founder time
    Owner
    Co founder & COO

    Smallest test

    Publish one teardown and post it on LinkedIn.

    Why it works

    Each month, take one anonymised replacement proposal (from a customer, with permission, or a typical industry format), show how a homeowner reads it, and rebuild it in Pitch Pro with notes on what changes the decision. Publish it as a post, a LinkedIn carousel and a short video, under a new "Sales" category.

    It is useful to comfort advisors whether or not they buy, it shows the product in action, and it fills the content gap between operator interviews and HVAC tips.

    Risks and how to handle them

    • Customer or homeowner identifiable

      Remove names, addresses and prices that point to a person.

    Evidence

    • Your websiteBlog index (11 posts, newest June 29, 2026): eight operator interviews of about 11 minutes each plus three HVAC guides from February and March 2026; two interviews are with window-cleaning and house-cleaning businesses; only two categories, "Business Growth" and "HVAC Tips"; no newsletter signup; nothing published since June.Source
    • Your websiteChangelog: "10-year cost of ownership view" comparing options over a system's life, "Proposal signature and acceptance" with "automatic ServiceTitan estimate fulfillment", "Public proposal links" that open on any device, a "Job neighborhood map" of nearby recent work, ServiceTitan two-way sync, AI text polish and iOS/iPad apps (April-May 2026); a February 2026 "ROI calculator" for operators on the marketing site; patching "as part of the SOC 2 program". The newest entry is May 2026, although the homepage has since been rebuilt around Pitch Pro and Service Pro.Source
  • 19

    Robby's product depends on its ServiceTitan sync, including automatic estimate fulfillment, and its target customers run on ServiceTitan. ServiceTitan runs an app marketplace for its customers. We could not find a Robby listing there.

    Medium impactMedium effort First result in 1 quarter Co founder & CTO

    First action

    Read ServiceTitan's marketplace partner requirements.

    How to measure it

    Marketplace demos

    Now
    –
    Target
    3 a month
    By
    2 quarters

    Steps

    1. 1

      Check requirements

      Partner programme, certification and costs.

      Co-founder & CTO 1 day

    2. 2

      Prepare the integration

      Meet any certification needs.

      Founding Engineer 1 month

    3. 3

      Write the listing

      Value on top of ServiceTitan, screenshots and a quote.

      Co-founder & COO 2 days

    4. 4

      Apply

      Submit and follow up.

      Co-founder & CTO 1 week

    5. 5

      Link it

      From the integrations page.

      Founding Engineer 1 hour

    6. 6

      Track

      Listing views and demos.

      Founding GTM Engineer monthly

    First result
    1 quarter
    Cost
    Possible partner fees plus engineering time
    Owner
    Co founder & CTO

    Smallest test

    Confirm eligibility and costs before committing engineering time.

    Why it works

    Check the marketplace's partner requirements, prepare the listing (what Robby adds to ServiceTitan's proposals, screenshots, a customer quote), and apply. Do the same for any other field service platform Robby supports. Once listed, link the listing from the integrations page.

    Contractors searching their own system's marketplace are already looking for a tool, and a listing reassures buyers that the integration is supported.

    Risks and how to handle them

    • Platform dependency

      Keep direct demand channels growing alongside the listing.

    Builds on

    Evidence

    • Your websiteChangelog: "10-year cost of ownership view" comparing options over a system's life, "Proposal signature and acceptance" with "automatic ServiceTitan estimate fulfillment", "Public proposal links" that open on any device, a "Job neighborhood map" of nearby recent work, ServiceTitan two-way sync, AI text polish and iOS/iPad apps (April-May 2026); a February 2026 "ROI calculator" for operators on the marketing site; patching "as part of the SOC 2 program". The newest entry is May 2026, although the homepage has since been rebuilt around Pitch Pro and Service Pro.Source
    • Your websiteOperator interview (June 14, 2026): the featured HVAC business is described as running on ServiceTitan and is not described as a Robby customer; the post never names Pitch Pro or Service Pro, discusses outside AI tools, and its closing pitch is "AI-powered estimate generation"; the line "Follow along on our blog and LinkedIn" has no link.Source
  • 20

    Robby targets companies up to "$3B" in revenue, and its changelog mentions patching "as part of the SOC 2 program". The proposals hold homeowners' names, addresses and equipment details. The sitemap has no security or trust page, which larger and PE-backed buyers usually ask for early.

    Medium impactLow effort First result in 1 quarter Co founder & CTO

    First action

    Write down the current SOC 2 status and timeline exactly.

    How to measure it

    Enterprise sales cycle

    Now
    –
    Target
    -20%
    By
    2 quarters

    Steps

    1. 1

      State the status

      Accurate SOC 2 stage and expected date.

      Co-founder & CTO 1 hour

    2. 2

      Describe data

      What is stored, where and for how long.

      Co-founder & CTO 1 day

    3. 3

      Write the page

      Plain language for owners and IT.

      Co-founder & CTO 1 day

    4. 4

      Prepare answers

      A standard questionnaire response.

      Co-founder & CTO 1 week

    5. 5

      Publish

      At /security, linked from the footer.

      Founding Engineer 1 hour

    6. 6

      Update

      When the audit completes.

      Co-founder & CTO as needed

    First result
    1 quarter
    Cost
    $0
    Owner
    Co founder & CTO

    Smallest test

    A one-paragraph security section on the integrations page.

    Why it works

    Publish /security: SOC 2 status (in progress or achieved, stated accurately), hosting, data handled and retention, access controls, how homeowner proposal links are protected, and a contact for security questionnaires. Update it when the audit completes.

    It shortens security review for larger accounts and signals maturity beyond a three-person team.

    Risks and how to handle them

    • Overstating certification

      Say "in progress" until a report exists.

    Evidence

    • Your websiteChangelog: "10-year cost of ownership view" comparing options over a system's life, "Proposal signature and acceptance" with "automatic ServiceTitan estimate fulfillment", "Public proposal links" that open on any device, a "Job neighborhood map" of nearby recent work, ServiceTitan two-way sync, AI text polish and iOS/iPad apps (April-May 2026); a February 2026 "ROI calculator" for operators on the marketing site; patching "as part of the SOC 2 program". The newest entry is May 2026, although the homepage has since been rebuilt around Pitch Pro and Service Pro.Source
    • Your websiteSitemap (19 URLs, checked November 10, 2026): homepage, blog and 11 posts, careers, changelog, support, SMS opt-in, privacy and terms. There are no Pitch Pro or Service Pro pages, case studies, integrations, pricing, comparison or security pages, and the ROI calculator from the changelog is not listed.Source
    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source

Big bets 3

Larger plays that can change the trajectory.

  • 21

    Robby's stated range runs to "$3B" in revenue, and its COO previously consulted in "PE software and home services transformation". Platform groups that own many local HVAC and plumbing brands buy software centrally, care about close rate and ticket across brands, and can roll a proven tool out to dozens of companies at once.

    High impactHigh effort First result in 2 quarters Co founder & COO

    First action

    Write a one-page platform offer from the existing product.

    How to measure it

    PE platform pilots

    Now
    –
    Target
    2
    By
    2 quarters

    Steps

    1. 1

      Define the offer

      Multi-brand pilot, dashboard and portfolio pricing.

      Co-founder & COO 1 week

    2. 2

      Build the dashboard

      Close rate, ticket and memberships by brand.

      Founding Engineer 1 month

    3. 3

      List targets

      Platforms from public deal announcements.

      Founding GTM Engineer 2 weeks

    4. 4

      Approach partners

      Operating partners, with existing scorecards.

      Co-founder & COO ongoing

    5. 5

      Run pilots

      Two or three brands each, with baselines.

      Founding Forward Deployed Engineer 1 quarter

    6. 6

      Roll out

      Portfolio contract after the pilot review.

      Co-founder & CEO 1 quarter

    First result
    2 quarters
    Cost
    A month of engineering plus founder sales time
    Owner
    Co founder & COO

    Smallest test

    Pitch the platform offer to one existing customer that belongs to a group.

    Build the prospect list. The list compiled from public sources, verified, deduplicated and delivered to your CRM. Usually live within days.

    Book a working session

    Why it works

    Package a platform offer: a pilot at two or three brands with baselines (idea 13), a cross-brand dashboard comparing close rate, ticket and memberships, central pricebook and proposal templates, and portfolio pricing. Build a target list of platforms from public sources and approach operating partners with the scorecards from existing customers.

    One platform decision can bring as many locations as a year of single-company sales, and the founders' PE background matches how those buyers decide.

    Risks and how to handle them

    • Long, political deals

      Start with one brand GM who will champion it inside the group.

    • Rollout capacity

      Hire the forward deployed engineer before signing a second platform.

    Builds on

    Evidence

    • Y CombinatorProfile: Winter 2026 batch, founded 2025, team of 3 in New York; "AI agents that grow revenue for home services businesses", combining customer and third-party data to generate leads, giving technicians talking points, capturing insights through voice AI and giving GMs one dashboard; the COO was previously a consultant in "PE software and home services transformation".Source
    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
    • HiringCareers page: three open founding roles, all in New York: Founding Engineer ($150K-$250K, 0.50%-1.00% equity), Founding GTM Engineer ($130K-$200K, 0.25%-0.75%) and Founding Forward Deployed Engineer ($140K-$220K, 0.25%-0.75%), applied for through Y Combinator's job board.Source
  • 22

    Service Pro already assesses equipment health and tells homeowners when repair or replacement is likely. Pitch Pro sells the replacement. Robby's launch pitch was to surface "dozens" of high-intent opportunities a day for GMs, from customer and third-party data. Joining the two products into one opportunity list is the advantage single-purpose proposal tools cannot offer.

    High impactHigh effort First result in 2 quarters Co founder & CTO

    First action

    Count how many Service Pro visits in the last quarter flagged replacement as likely.

    How to measure it

    Radar-sourced replacement revenue

    Now
    –
    Target
    10% of customers' replacement revenue
    By
    3 quarters

    Steps

    1. 1

      Size it

      Replacement-likely findings per customer per month.

      Founding Engineer 1 week

    2. 2

      Score homes

      Age, condition, repairs and membership.

      Co-founder & CTO 1 month

    3. 3

      GM view

      A weekly ranked list with reasons.

      Founding Engineer 1 month

    4. 4

      One-click proposal

      Open a pre-filled Pitch Pro proposal from the list.

      Founding Engineer 1 month

    5. 5

      Pilot

      Two customers using both products.

      Founding Forward Deployed Engineer 1 quarter

    6. 6

      Attribute

      Revenue from radar-sourced proposals.

      Founding Engineer monthly

    First result
    2 quarters
    Cost
    Two quarters of a large share of engineering
    Owner
    Co founder & CTO

    Smallest test

    A manual weekly list for one customer from last month's Service Pro findings.

    Why it works

    Score each serviced home on replacement likelihood (equipment age, condition found, repair history, membership status), show GMs a ranked list each week, and let a comfort advisor open a pre-filled Pitch Pro proposal from it. Measure how many replacements started from a Service Pro finding.

    It gives owners a revenue number they can see each week, makes both products more valuable together, and moves Robby from proposal tool to growth system.

    Risks and how to handle them

    • Homeowners feel pushed

      Lead with honest equipment health and membership value, not pressure.

    • Scoring is wrong early on

      Show the reasons and let GMs mark false positives.

    Builds on

    Evidence

    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
    • Y CombinatorProfile: Winter 2026 batch, founded 2025, team of 3 in New York; "AI agents that grow revenue for home services businesses", combining customer and third-party data to generate leads, giving technicians talking points, capturing insights through voice AI and giving GMs one dashboard; the COO was previously a consultant in "PE software and home services transformation".Source
    • PressLaunch write-up (February 26, 2026): "Turning every technician visit into additional revenue"; "several paying customers" each uncovering six figures in revenue opportunities a week; $40k closed in the first hour of launch day; the founders asked for introductions to home services owners and GMs.Source
  • 23

    Robby resolves equipment images "by brand and system type" and shows options in a carousel, so every proposal presents a manufacturer's product. PricebookPlus already works with distributors and manufacturers, which shows that channel exists. Distributors talk to the same contractors every day and run dealer programmes that recommend sales tools.

    Medium impactHigh effort First result in 2 quarters Co founder & CEO

    First action

    Ask current customers which distributors they buy from.

    How to measure it

    Distributor-sourced demos

    Now
    –
    Target
    20
    By
    3 quarters

    Steps

    1. 1

      Map distributors

      Who current customers buy from.

      Founding Forward Deployed Engineer 1 week

    2. 2

      Shape the offer

      Featured lines, accurate specs and sell-through reporting.

      Co-founder & CEO 2 weeks

    3. 3

      Pitch one

      A regional distributor's dealer programme lead.

      Co-founder & CEO 1 month

    4. 4

      Load the data

      That distributor's lines, rebates and warranties.

      Founding Engineer 1 month

    5. 5

      Dealer events

      Demos at training days.

      Co-founder & COO 1 quarter

    6. 6

      Report back

      Proposal and close data on their lines.

      Founding Engineer quarterly

    First result
    2 quarters
    Cost
    Founder time plus data work
    Owner
    Co founder & CEO

    Smallest test

    One conversation with the distributor most current customers use.

    Why it works

    Approach one regional distributor: offer its dealers a Pitch Pro pilot with the distributor's lines featured correctly (specs, rebates, warranties), and report proposal and close data on those lines back to it. In return, the distributor introduces Robby at dealer meetings and training days.

    One distributor relationship reaches hundreds of contractors who already trust it, and Robby can offer something the distributor values: data on how its equipment sells in the home.

    Risks and how to handle them

    • Contractors want brand-neutral proposals

      Featured lines are the contractor's choice, never forced.

    • Data sharing concerns

      Report only aggregated, contractor-approved figures.

    Evidence

    • Competitor researchPricebook Digital's PricebookPlus, a proposal platform for residential HVAC dealers, integrates ServiceTitan, Housecall Pro, Wells Fargo financing and JB Warranties, works with distributors and manufacturers, and says it is "Trusted by Thousands of HVAC professionals".Source
    • Your websiteChangelog: "10-year cost of ownership view" comparing options over a system's life, "Proposal signature and acceptance" with "automatic ServiceTitan estimate fulfillment", "Public proposal links" that open on any device, a "Job neighborhood map" of nearby recent work, ServiceTitan two-way sync, AI text polish and iOS/iPad apps (April-May 2026); a February 2026 "ROI calculator" for operators on the marketing site; patching "as part of the SOC 2 program". The newest entry is May 2026, although the homepage has since been rebuilt around Pitch Pro and Service Pro.Source

Wildcards 2

Unexpected experiments, each with a cheap way to test it.

  • 24

    Real Chrome visitors pass Core Web Vitals (LCP 1.4s at the 75th percentile), so this is not urgent. But in Google's lab phone test the hero video is the largest element and appears at 9.2s, the page downloads about 9.5 MB, and longer cache lifetimes could save about 6.3 MB. Contractors often open links on a phone between jobs.

    Low impactLow effort First result in 1 week Founding Engineer

    First action

    Export a poster frame from the hero video.

    How to measure it

    Mobile lab LCP

    Now
    –
    Target
    under 2.5s
    By
    30 days

    Steps

    1. 1

      Poster

      A compressed still from the video.

      Founding Engineer 1 hour

    2. 2

      Defer video

      Load after interaction or idle on mobile.

      Founding Engineer 2 hours

    3. 3

      Mobile encode

      A smaller file for phones.

      Founding Engineer 2 hours

    4. 4

      Cache headers

      Long lifetimes for static files.

      Founding Engineer 1 hour

    5. 5

      Re-test

      PageSpeed mobile and desktop.

      Founding Engineer 30 minutes

    6. 6

      Watch field data

      Keep Core Web Vitals passing.

      Founding Engineer monthly

    First result
    1 week
    Cost
    $0
    Owner
    Founding Engineer

    Smallest test

    Add the poster image only and re-test.

    Why it works

    Add a light poster image that shows at once, load the video only after the page is interactive (or on tap on mobile), serve a smaller mobile encode, and set long cache lifetimes on static assets. Re-test in PageSpeed.

    A faster first view on weak mobile connections protects the first impression for owners clicking from outbound emails, at almost no cost.

    Risks and how to handle them

    • Less visual impact

      Keep the video on desktop and fast connections.

    Evidence

    • Google PageSpeedNovember 10, 2026: mobile performance score 72 (desktop 99); in the lab phone test the largest element is the hero video and appears at 9.2s, the homepage downloads about 9.5 MB, and longer cache lifetimes could save about 6.3 MB. Real Chrome visitors pass Core Web Vitals: LCP 1.4s, INP 64 ms and CLS 0 at the 75th percentile.Source
  • 25

    Pitch Pro is used every day by comfort advisors and technicians, not by the owners who buy it. Advisors who close more with Robby are its most credible advocates, they know peers at other companies, and when they change jobs they bring their preferences with them.

    Medium impactLow effort First result in 1 quarter Co founder & COO

    First action

    Ask the top five advisors by proposals sent whether they would recommend Robby to a peer.

    How to measure it

    Advisor-referred pilots

    Now
    –
    Target
    3
    By
    2 quarters

    Steps

    1. 1

      Find champions

      Top advisors by proposals and close rate.

      Founding Forward Deployed Engineer 1 day

    2. 2

      Agree with customers

      Customers approve the programme for their staff.

      Co-founder & COO 2 weeks

    3. 3

      Set the reward

      Paid when a referred company starts a pilot.

      Co-founder & CEO 1 day

    4. 4

      Ask

      A short in-app or email request.

      Co-founder & COO 1 day

    5. 5

      Follow movers

      Offer pilots to the new employers of departed users who opt in.

      Founding GTM Engineer ongoing

    6. 6

      Track

      Referrals, pilots and closes.

      Founding GTM Engineer monthly

    First result
    1 quarter
    Cost
    Referral rewards per pilot
    Owner
    Co founder & COO

    Smallest test

    Ask three champion advisors for one introduction each.

    Why it works

    Offer advisors a reward for an introduction to their sales manager or owner elsewhere that leads to a pilot. Add an "I use Robby" note to advisors' LinkedIn profiles if they want one. And when an active user's account is deactivated, ask where they went and offer their new company a pilot. Agree the approach with the customer first, so no customer feels Robby is recruiting its staff.

    Peer recommendations from the person who uses the tool in the home are more persuasive than vendor outreach, and advisor job moves become a source of new accounts.

    Risks and how to handle them

    • Customers dislike vendors contacting staff

      Run it only with customer approval and opt-in.

    Evidence

    • Your websiteSupport page: Pitch Pro is an iPad app for authorized HVAC contractors to create and present replacement proposals in the home; it needs an account from the contracting company, installs through the App Store or TestFlight, and support is by email.Source
    • Your websiteHomepage (checked November 10, 2026): headline "Sales and service perfected."; two products, Pitch Pro ("Personalized homeowner presentations", interactive options and add-ons, AI-generated follow-ups) and Service Pro (equipment health assessment, options and add-ons, "The value of membership"); headline figures "10%+ increase in close rate", "$1,000+ increase in average ticket", "15% increase in new memberships" and "20% increase in average ticket", with no customer, sample or time period attached; 12 customer logos, two of them pool and spa companies, while "Who's Robby for" lists HVAC, Electrical and Plumbing at "$3M to $3B" in revenue; every call to action is "Book a demo", a Cal.com intro call; no pricing, testimonials or case studies.Source
    • PressProfile (February 25, 2026): launched September 2025 after dozens of ride-alongs with HVAC technicians; a pre-seed round; "several early paying customers"; most AI in home services targets the office, while Robby targets the technician.Source

03

How Programmable can help

Where an idea in this playbook is something Programmable builds or runs, it's listed here with what we'd do. Everything else is yours to run.

Have it built

ProgrammableAgency

1 of the 25 ideas are things Programmable builds and runs for its customers: pages, outreach, prospect lists, booking flows and monitors. Pick one, or send the whole list.

Prospect lists1The list compiled from public sources, verified, deduplicated and delivered to your CRM.

A 30-minute session with the engineer who would build it, not a sales call. You leave with a plan whether or not you hire us.

Book a working session

Usually live within days.

Tools for the rest

ProgrammableDigital

Show it, don't just describe it

These ideas need something to show: a demo, a video, an animation, graphics or a deck. Digital turns screenshots or the site into all of them, in the company's own brand.

Make a demo (opens programmable.digital in a new tab)
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Independent research. Programmable wrote this playbook from public sources, as they stood on November 10, 2026, and cites them throughout. Robby did not commission, review or endorse it, and Programmable is not affiliated with Robby. Company and product names are trademarks of their owners, used only to identify them. The ideas are suggestions and opinion, not professional, legal or financial advice, and not statements about how Robby runs its business.

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30/60/90 roadmap

What to focus on in each month, and the ideas that carry it.

  1. Days 1 to 307 ideas

    Make the site match the products: blog demo boxes, Pitch Pro and Service Pro pages, sourced homepage figures, a sample proposal, an integrations page, the trade list, and LinkedIn and email capture on the blog.

  2. Days 31 to 609 ideas

    Build the proof and pipeline engine: ROI calculator, customer case studies, interview-to-pilot offers, financing per option, comparison pages, rollout baselines, lookalike outbound, a monthly customer update and the Service Pro cross-sell.

  3. Days 61 to 909 ideas

    Package and scale: a pilot and pricing page, the proposal teardown series, the ServiceTitan marketplace, a trust page, the hero video, advisor referrals, and the three big bets (PE platforms, replacement radar, distributor co-marketing).

The research behind the plan

3 research areas, each summarised in a few lines. Open any of them for the full detail.

Customers

What customers say

Customers value proposals homeowners can understand, with options, add-ons and long-term cost. The most cited problem: homeowners cannot see why a premium price is worth it.

  • Working inside ServiceTitan instead of adding another system
  • Technicians struggle to explain findings and a path forward
  • In their words: “close rate”

Market

Competitive landscape

3 competitors compared: ServiceTitan (built-in proposals), Pricebook Digital (PricebookPlus) and SubcontractorHub (EasyQuote).

  • Gap to exploit: Proposal tools that also cover the service visit and memberships
  • ServiceTitan (built-in proposals): Generic proposals rather than personalized homeowner presentations
  • Pricebook Digital (PricebookPlus): Data-led rather than AI-led follow-up and service-side selling

Hiring signals

Robby is a three-person YC company hiring its first three people, all in New York, and the roles map onto the next stage.

  • Founding GTM Engineer: Outbound and funnel built as systems. Ideas 8, 12, 14.
  • Founding Forward Deployed Engineer: Hands-on customer rollouts. Ideas 13, 16, 21.
  • Founding Engineer: Product capacity for proposals and data. Ideas 4, 11, 22.

From the team that wrote this playbook

All products
  • ProgrammableAgencyWorking AI systems in days, not quarters (opens programmable.agency in a new tab)
  • ProgrammableInfoAn agent that finds, researches and asks first (opens programmable.info in a new tab)
  • ProgrammableDigitalScreenshots in, an animated product demo out (opens programmable.digital in a new tab)
  • ProgrammableWatchKnow the day a supplier falls out of compliance (opens programmable.watch in a new tab)
  • ProgrammableTalkGet registrants for your events, and know who’s coming (opens programmable.talk in a new tab)
  • ProgrammablePageText what you need, your customer gets a page that works (opens programmable.page in a new tab)
  • ProgrammableCommunityForums with labelled AI members, never empty (opens programmable.community in a new tab)
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