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  • The brief
  • Start here
  • Idea portfolio
  • Effort vs impact
  • This week · 6
  • This quarter · 9
  • Big bets · 4
  • Wildcards · 3
  • How we can help
Generated Oct 18, 2026
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growth playbook · Oct 18, 2026

proaction.com (opens in a new tab)

Proaction growth playbook

Diagnosis

Proaction has raised $4.2M, has real customer results ($900K+ saved for EquipmentShare's Vehicle Solutions) and a sharp message: fleet management fees finally have competition. Its hiring is its first go-to-market team: a Founding Account Executive to turn founder-led wins into repeatable enterprise sales, two BDRs for outbound to fleet and maintenance directors, and a Founding Growth Marketer (on Wellfound, not on the careers page) for demand gen, SEO/AEO, paid, partnerships and events.

The content base is strong (17 comparison posts, an ROI calculator), so this playbook focuses on turning those assets into pipeline: an invoice-based fee review, calculator-led outreach, renewal-timed sequences, personalized demos and channel partners.

Growth Score

6/10

Biggest Opportunity

Make the fee claim concrete for each prospect, with their own invoices and fleet, and reach fleets at contract renewal through outbound, telematics partners and franchise systems.

Biggest Risk

A small team selling against entrenched providers with multi-year contracts; without renewal timing and partner channels, sales cycles will be long.

01

Start here

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

  1. 1

    A "send us your fleet management invoice" fee review as the main offer

    Run the review on one current customer's old invoices to build the report template.

    High impact First result in 3 weeks
  2. 2

    A personalized demo, built with the prospect's own fleet data, for every first meeting

    Write the discovery form fields the demo needs (asset count, types, locations, programs).

    High impact First result in 4 weeks
  3. 3

    Fix the broken Geotab Marketplace link and get listed in each telematics marketplace you integrate with

    Find out why the Geotab listing link is dead and fix or remove it today.

    High impact First result in 1 month

02

Your idea portfolio

22 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 · 3Big bets · 13Fill-ins · 3Reconsider · 3
Effort →

Showing 22 of 22 ideas

This week 6

Quick wins with a clear first action.

  • 01

    The homepage links to Proaction's Geotab Marketplace listing, and that link returns a 404. Fleet managers browse telematics marketplaces for add-ons, and Proaction already integrates with Geotab, Samsara, Verizon Connect and Azuga.

    High impactLow effort First result in 1 month Founding Growth Marketer

    First action

    Find out why the Geotab listing link is dead and fix or remove it today.

    How to measure it

    Demos sourced from telematics marketplaces

    Now
    –
    Target
    5 a month
    By
    3 months

    Steps

    1. 1

      Fix the link

      Restore the Geotab listing or remove the dead link.

      Founding Growth Marketer 1 hour

    2. 2

      List the marketplaces

      Geotab, Samsara, Verizon Connect, Azuga partner directories.

      Founding Growth Marketer 2 hours

    3. 3

      Write the listing

      What the integration does, with one customer result.

      Founding Growth Marketer 1 day

    4. 4

      Build a landing page per marketplace

      Matching the telematics vendor's terms.

      Founding Growth Marketer 2 days

    5. 5

      Track the source

      Hidden field in HubSpot for marketplace demos.

      Founding Growth Marketer 1 hour

    6. 6

      Ask for a review

      Two customers leave reviews on each listing.

      Founding Account Executive 1 week

    First result
    1 month
    Cost
    $0 to a few thousand dollars in listing fees
    Owner
    Founding Growth Marketer

    Smallest test

    Fix the Geotab link and listing first and count demo requests for a month.

    Why it works

    Restore or rebuild the Geotab listing, then apply to the Samsara App Marketplace and the other telematics partner directories, each with a short "what Proaction does with your telematics data" page and a demo request tracked by source.

    Partnerships are a named channel for the growth role. Marketplace listings put Proaction in front of fleets that already pay for telematics and want more from it, at no media cost.

    Risks and how to handle them

    • Marketplaces take time to approve

      Start with the vendors you already integrate with most deeply.

    Evidence

    • programmable.infoSite facts: 17 "Proaction vs" comparison posts (Geotab, Samsara, Motive, Fleetio, Verizon Connect, Holman, Element, Wheels, Enterprise Fleet Management, Merchants Fleet, Decisiv, AssetWorks, Chevin, RTA, Whip Around and others), 8 industry pages, an ROI calculator and 43 blog posts; HubSpot on the site; the homepage link to Proaction's Geotab Marketplace listing returns a 404; not registered in SAM.gov.Source
    • Your websiteIntegrations listed: Geotab, Verizon Connect, Samsara, Azuga, Microsoft Dynamics, Outlook, Teams, Slack and Karmak.Source
    • HiringFounding Growth Marketer (Wellfound): "Own the full growth strategy: demand gen, content marketing, SEO/AEO, paid channels, partnerships, and events"; align with sales on best-fit customer profile and lead quality; campaigns for "fleet operators, directors, and VP-level buyers"; use AI to "move faster than a team twice your size"; $150k to $180k. Wellfound lists a $3M seed (May 2026) and $3.6M raised in total.Source
  • 02

    Proaction has a Fleet Operations Value Calculator that models savings from fleet size, tools and staff. The two new BDRs are told to research accounts with AI and personalize outreach. A prospect is more likely to reply to their own number than to a generic pitch.

    High impactLow effort First result in 3 weeks Business Development Represen…

    First action

    Add URL parameters to the calculator so inputs can be pre-filled from a link.

    How to measure it

    Meetings booked per 100 accounts contacted

    Now
    –
    Target
    2× the current sequence
    By
    6 weeks

    Steps

    1. 1

      Pre-fill by link

      Calculator reads fleet size, type and tools from the URL.

      Founding Engineer 1 day

    2. 2

      Research accounts

      Fleet size and type from public filings, DOT data and websites.

      Business Development Representative 15 minutes per account

    3. 3

      Run conservative estimates

      Always the "Conservative" setting.

      Business Development Representative 5 minutes per account

    4. 4

      Write the email

      One number, one assumption, one question.

      Business Development Representative 1 hour once

    5. 5

      A/B test

      Calculator email versus current opener on matched accounts.

      Business Development Representative 4 weeks

    6. 6

      Review weekly

      Replies, meetings and which assumptions prospects challenge.

      Founding Account Executive 30 minutes a week

    First result
    3 weeks
    Cost
    $0
    Owner
    Business Development Representative

    Smallest test

    Send 50 calculator emails and 50 standard emails and compare replies.

    Run this outreach. The sequence sent for you: addresses found and verified, replies routed to your CRM. Usually live within days.

    Book a working session

    Why it works

    For each target account, estimate fleet size and type from public sources, run the calculator on conservative settings, and send a one-paragraph email with the modeled value and a link that opens the calculator with those inputs pre-filled.

    It gives the BDRs a concrete, personalized reason to reach out, uses an asset marketing already built, and turns the first call into a conversation about assumptions rather than a cold demo request.

    Ready to use

    EmailCalculator-led opener

    Subject: {company}'s fleet admin, roughly modeled
    
    Hi {first name},
    
    I ran {company}'s fleet (about {fleet size} {fleet type} vehicles across {locations} locations) through our fleet operations calculator on conservative settings. It models about {annual value} a year in recovered admin time and consolidated tools.
    
    The assumptions are here, already filled in: {link}
    
    Is that close, or way off? Either answer is useful.
    
    {name}
    Proaction

    Risks and how to handle them

    • Modeled numbers read as promises

      Use conservative settings and say "modeled" in the first line.

    Evidence

    • Your websiteFleet Operations Value Calculator: models annual value from recovered admin time, systems consolidation, downtime and outsourced spend, with a default $8 per asset per month and "Modeled estimates, not guaranteed savings".Source
    • HiringBusiness Development Representative (two hires): outbound by email, phone and LinkedIn to "fleet operators and maintenance directors", booking demos; collaborate "with marketing on messaging, content, and event strategy"; fleet management is described as "a $30B+ industry".Source
    • Your websitePricing: platform "$6-$10 per asset / month" for fleets under 500 assets, scoped pricing above 500; Fleet Program fees are calculated on transaction value and itemized separately; customers prepay expected program spend and unused credits carry over; "no additional out-of-network surcharge".Source
  • 03

    The homepage headline is "Fleet management fees finally have competition", and Proaction itemizes program fees separately from service payments. Fleets on a legacy fleet management company often can't see what they pay in fees versus services.

    High impactLow effort First result in 3 weeks Founding Account Executive

    First action

    Run the review on one current customer's old invoices to build the report template.

    How to measure it

    Opportunities from fee reviews

    Now
    –
    Target
    40% of reviews
    By
    8 weeks

    Steps

    1. 1

      Build the template

      Service cost, fees, markups, and the Proaction comparison.

      Founding Account Executive 2 days

    2. 2

      Set the rules

      Confidential handling and deletion after the review.

      COO 1 day

    3. 3

      Create the upload page

      Secure upload with a short form.

      Founding Engineer 1 day

    4. 4

      Promote it

      Homepage, comparison posts and BDR sequences.

      Founding Growth Marketer 1 day

    5. 5

      Return in five days

      A call to walk through the report.

      Founding Account Executive per review

    6. 6

      Track outcomes

      Reviews, opportunities and wins in HubSpot.

      Founding Account Executive weekly

    First result
    3 weeks
    Cost
    $0 beyond analyst time
    Owner
    Founding Account Executive

    Smallest test

    Offer it to ten open prospects this month.

    Why it works

    Offer a free fee review: the fleet uploads one month of fleet management invoices, and within five days Proaction returns a short report separating service cost, fees and markups, with what the same work would cost through Proaction.

    It sells the core claim with the prospect's own numbers, gives the Founding AE a business case for finance and procurement, and is a strong offer for the growth marketer's campaigns.

    Risks and how to handle them

    • Invoices are complex and vary by provider

      Start with the three largest fleet management companies and learn their formats.

    Evidence

    • Your websiteHomepage: "Fleet management fees finally have competition"; a configurable fleet platform plus optional Fleet Programs run by Proaction; results include "$900K+ in annualized operational savings" with repair times "cut nearly in half across a 1,100+ vehicle fleet", 234,600 source records consolidated, 1,000+ field audits in 90 days across 2,382 assets, and "$180K+ in annualized toll volume processed" for Ascendance.Source
    • Your websitePricing: platform "$6-$10 per asset / month" for fleets under 500 assets, scoped pricing above 500; Fleet Program fees are calculated on transaction value and itemized separately; customers prepay expected program spend and unused credits carry over; "no additional out-of-network surcharge".Source
    • Your websiteFleet Programs: Service & Repair (works with 200,000+ shops), Rentals & Temporary Assets, Tolls & Citations and Telematics, with "one monthly bill and one system"; a table contrasts Proaction with traditional fleet management companies on visibility, process and fees.Source
    • HiringFounding Account Executive: the "first dedicated Account Executive to turn founder-led wins into a repeatable enterprise sales motion"; sells software and managed Fleet Programs; creates pipeline "through strategic outbound, referrals, events, partners, and founder networks"; multi-threads across fleet, operations, finance, IT, security and procurement; $300k to $350k OTE.Source
  • 04

    Proaction has strong, specific results ($900K+ saved for EquipmentShare's Vehicle Solutions, toll volume for Ascendance, 1,000+ audits in 90 days) and eight industry pages, but the results live on the homepage and in blog posts.

    Medium impactLow effort First result in 2 weeks Founding Growth Marketer

    First action

    Map each case study to the industry page it fits best.

    How to measure it

    Demo requests per 100 industry page visits

    Now
    –
    Target
    +20% relative
    By
    6 weeks

    Steps

    1. 1

      Map results to industries

      One result per page, the closest match.

      Founding Growth Marketer 2 hours

    2. 2

      Get quotes

      One sentence from each customer.

      Founding Account Executive 1 week

    3. 3

      Update the pages

      Result and quote above the fold.

      Founding Growth Marketer 1 day

    4. 4

      Add to pricing

      EquipmentShare next to the price table.

      Founding Growth Marketer 1 hour

    5. 5

      Fill gaps

      List industries with no case study for the AE to source.

      Founding Account Executive 1 hour

    6. 6

      Measure

      Demo requests per page before and after.

      Founding Growth Marketer 2 weeks

    First result
    2 weeks
    Cost
    $0
    Owner
    Founding Growth Marketer

    Smallest test

    Update the rental and leasing page and pricing first.

    Why it works

    Place one relevant result and quote at the top of each industry page (rental and leasing, construction, logistics, dealers), and the EquipmentShare result next to the pricing table, each linking to the case study.

    Fleet directors and VP buyers want proof from fleets like theirs. Matching proof to the page they land on is a quick conversion fix the growth marketer and BDRs can both use.

    Risks and how to handle them

    • Some industries have no case study yet

      Use the closest operational result and say which fleet type it came from.

    Evidence

    • Your websiteHomepage: "Fleet management fees finally have competition"; a configurable fleet platform plus optional Fleet Programs run by Proaction; results include "$900K+ in annualized operational savings" with repair times "cut nearly in half across a 1,100+ vehicle fleet", 234,600 source records consolidated, 1,000+ field audits in 90 days across 2,382 assets, and "$180K+ in annualized toll volume processed" for Ascendance.Source
    • Your websiteBlog case studies and partnerships include EquipmentShare (Vehicle Solutions, $900K+ saved a year), Ascendance Trucks, EV Access, Pretsky, a Crete United operations partnership and a classroom partnership with Iowa State University.Source
    • Your websiteIndustry pages: government, construction, field services, rental and leasing, utilities and energy, transportation and logistics, and commercial vehicle dealers.Source
    • Your websitePricing: platform "$6-$10 per asset / month" for fleets under 500 assets, scoped pricing above 500; Fleet Program fees are calculated on transaction value and itemized separately; customers prepay expected program spend and unused credits carry over; "no additional out-of-network surcharge".Source
  • 05

    OpenAI's customer story says Codex-built personalized demos lifted the share of deals moving forward (reported as a 60% increase in sales). With two BDRs and an AE starting, demo volume is about to multiply.

    High impactMedium effort First result in 4 weeks Founding Account Executive

    First action

    Write the discovery form fields the demo needs (asset count, types, locations, programs).

    How to measure it

    First meeting to pilot scoping

    Now
    –
    Target
    +20 points
    By
    8 weeks

    Steps

    1. 1

      Define the inputs

      Assets, types, locations, current tools.

      Founding Account Executive 2 hours

    2. 2

      Template the demo build

      A repeatable Codex prompt and data loader.

      Founding Engineer 1 week

    3. 3

      Add to booking

      BDR booking form collects the inputs.

      Business Development Representative 1 day

    4. 4

      Build before every meeting

      Demo ready 24 hours ahead.

      Founding Engineer per meeting

    5. 5

      Script the first five minutes

      Show their fleet, one problem, one fix.

      Founding Account Executive 2 hours

    6. 6

      Measure

      Meeting to pilot rate with and without a personalized demo.

      Founding Account Executive weekly

    First result
    4 weeks
    Cost
    Codex usage and a few hours a week
    Owner
    Founding Account Executive

    Smallest test

    Personalized demos for the next ten first meetings.

    Why it works

    Make the personalized demo standard: before each first meeting, load a sample of the prospect's assets, programs and locations (from the discovery form or public data) into a demo workspace, and show their own fleet in the first five minutes.

    Fleet buyers trust what they recognize. Proaction already has the tooling, and turning it into a routine step for every BDR-booked meeting compounds the effect the founders saw.

    Risks and how to handle them

    • Prospect data handled carelessly

      Use only data the prospect shares or public data, and delete demo workspaces after 90 days.

    Evidence

    • Search resultsOpenAI customer story (September 25, 2026): Proaction uses Codex to build personalized demos without tying up engineers; it reports a 60% increase in sales and 40 to 60 engineering hours plus 33 founder hours saved a month. A third-party analysis says the 60% refers to deals advancing to solution development, not measured revenue.Source
    • HiringFounding Account Executive: the "first dedicated Account Executive to turn founder-led wins into a repeatable enterprise sales motion"; sells software and managed Fleet Programs; creates pipeline "through strategic outbound, referrals, events, partners, and founder networks"; multi-threads across fleet, operations, finance, IT, security and procurement; $300k to $350k OTE.Source
    • HiringBusiness Development Representative (two hires): outbound by email, phone and LinkedIn to "fleet operators and maintenance directors", booking demos; collaborate "with marketing on messaging, content, and event strategy"; fleet management is described as "a $30B+ industry".Source
  • 06

    SEO/AEO is a named channel. Proaction already has 17 comparison posts, but buyers also ask open questions ("how do fleet management companies make money", "what is a fleet maintenance markup", "is a fleet management company worth it for 300 vehicles").

    Medium impactLow effort First result in 6-10 weeks Founding Growth Marketer

    First action

    Ask ChatGPT, Claude and Perplexity the ten questions and note which sources they cite.

    How to measure it

    Answer pages cited in AI assistants

    Now
    –
    Target
    5 of 10 questions
    By
    3 months

    Steps

    1. 1

      Pick ten questions

      From sales calls and AI assistant tests.

      Founding Growth Marketer 1 day

    2. 2

      Record current citations

      Which sources each assistant uses today.

      Founding Growth Marketer 2 hours

    3. 3

      Write plain answers

      Answer first, then the example.

      Founding Growth Marketer 1 week

    4. 4

      Add structured data

      FAQ and article schema.

      Founding Engineer 2 hours

    5. 5

      Link from comparisons

      Each comparison post links the relevant answer.

      Founding Growth Marketer 2 hours

    6. 6

      Recheck monthly

      Same questions, same assistants.

      Founding Growth Marketer 1 hour a month

    First result
    6 to 10 weeks
    Cost
    $0
    Owner
    Founding Growth Marketer

    Smallest test

    Three answer pages, rechecked in a month.

    Why it works

    Publish ten short, factual answer pages on fleet management fees and models, each with a clear one-paragraph answer at the top, a worked example, and a link to the fee review and calculator.

    AI assistants and search answer these questions from pages that state the answer plainly. Proaction's position is about fees, so owning the fee questions brings exactly the buyers it wants.

    Risks and how to handle them

    • Claims about competitors' fees

      Describe models generally and cite public sources; no named fee figures without proof.

    Evidence

    • programmable.infoSite facts: 17 "Proaction vs" comparison posts (Geotab, Samsara, Motive, Fleetio, Verizon Connect, Holman, Element, Wheels, Enterprise Fleet Management, Merchants Fleet, Decisiv, AssetWorks, Chevin, RTA, Whip Around and others), 8 industry pages, an ROI calculator and 43 blog posts; HubSpot on the site; the homepage link to Proaction's Geotab Marketplace listing returns a 404; not registered in SAM.gov.Source
    • HiringFounding Growth Marketer (Wellfound): "Own the full growth strategy: demand gen, content marketing, SEO/AEO, paid channels, partnerships, and events"; align with sales on best-fit customer profile and lead quality; campaigns for "fleet operators, directors, and VP-level buyers"; use AI to "move faster than a team twice your size"; $150k to $180k. Wellfound lists a $3M seed (May 2026) and $3.6M raised in total.Source
    • Your websiteHomepage: "Fleet management fees finally have competition"; a configurable fleet platform plus optional Fleet Programs run by Proaction; results include "$900K+ in annualized operational savings" with repair times "cut nearly in half across a 1,100+ vehicle fleet", 234,600 source records consolidated, 1,000+ field audits in 90 days across 2,382 assets, and "$180K+ in annualized toll volume processed" for Ascendance.Source

This quarter 9

The core plays for the next three months.

  • 07

    Proaction replaces legacy fleet management spend, which usually sits in multi-year contracts. A fleet that loves the pitch but renews in 18 months is not an opportunity yet; one renewing in four months is.

    High impactMedium effort First result in 1 quarter Business Development Represen…

    First action

    Add the renewal date field and backfill it for every open opportunity.

    How to measure it

    Renewal-timed opportunities

    Now
    –
    Target
    50% of new opportunities
    By
    end of quarter

    Steps

    1. 1

      Add the field

      Renewal date and current provider in HubSpot.

      Business Development Representative 1 hour

    2. 2

      Backfill

      Ask every open prospect.

      Business Development Representative 1 week

    3. 3

      Ask on every call

      One question in the BDR script.

      Business Development Representative ongoing

    4. 4

      Build the sequence

      Starts 120 days out with the fee review.

      Business Development Representative 1 day

    5. 5

      Alert the AE

      At 90 days, the AE takes over.

      Founding Account Executive automated

    6. 6

      Forecast

      Pipeline by renewal month.

      CEO monthly

    First result
    1 quarter
    Cost
    $0
    Owner
    Business Development Representative

    Smallest test

    Ask the renewal question on the next 30 calls.

    Why it works

    Add a renewal date field in HubSpot, ask for it in every BDR conversation ("when is your current agreement up?"), and run a sequence that starts 120 days before renewal with the fee review offer.

    It focuses two new BDRs and one AE on accounts that can actually buy, shortens cycles, and builds a pipeline calendar the CEO can forecast from.

    Risks and how to handle them

    • Prospects won't share contract dates

      Ask for the quarter, not the date.

    Builds on

    Evidence

    • HiringFounding Account Executive: the "first dedicated Account Executive to turn founder-led wins into a repeatable enterprise sales motion"; sells software and managed Fleet Programs; creates pipeline "through strategic outbound, referrals, events, partners, and founder networks"; multi-threads across fleet, operations, finance, IT, security and procurement; $300k to $350k OTE.Source
    • HiringBusiness Development Representative (two hires): outbound by email, phone and LinkedIn to "fleet operators and maintenance directors", booking demos; collaborate "with marketing on messaging, content, and event strategy"; fleet management is described as "a $30B+ industry".Source
    • Your websiteFleet Programs: Service & Repair (works with 200,000+ shops), Rentals & Temporary Assets, Tolls & Citations and Telematics, with "one monthly bill and one system"; a table contrasts Proaction with traditional fleet management companies on visibility, process and fees.Source
    • Your websiteFunding announcement (July 15, 2026): $4.2M from GTMfund, Breakers, Aviso Ventures and Iowa InnoVenture, with Holman Growth Ventures and the Iowa Economic Development Authority continuing; the CEO: "Our job is to become the optimal place for that spend to go, starting one workflow at a time and expanding as clients see the impact."Source
  • 08

    Events are named in the growth, AE and BDR posts. Fleet buyers gather at a few shows a year, and a small team can't do them all.

    High impactMedium effort First result in Event month Founding Growth Marketer

    First action

    List target accounts attending each event and decide on two.

    How to measure it

    Pipeline per event dollar

    Now
    –
    Target
    10×
    By
    90 days after each event

    Steps

    1. 1

      Choose two events

      By best-fit customer profile overlap and cost.

      Founding Growth Marketer 1 week

    2. 2

      Book meetings early

      BDR outreach six weeks before.

      Business Development Representative 6 weeks

    3. 3

      Host a dinner

      Twelve target-account fleet leaders.

      CEO 1 evening

    4. 4

      Bring a customer

      One customer speaks at the dinner.

      Founding Account Executive 1 evening

    5. 5

      Follow up in 48 hours

      Fee review offer and personalized demo.

      Business Development Representative 2 days

    6. 6

      Report

      Meetings, opportunities and cost.

      Founding Growth Marketer 1 day

    Who to approach

    • NAFA Institute & Expo

      The fleet management association's annual event for corporate and public fleet managers.

    • Work Truck Week (NTEA)

      Large event for work truck fleets and dealers.

    • Government Fleet Expo

      Public sector fleet managers, matching the government industry page.

    First result
    Event month
    Cost
    $10,000 to $30,000 per event
    Owner
    Founding Growth Marketer

    Smallest test

    One dinner near one event without a booth.

    Why it works

    Choose two events that match the best-fit customer profile (for example NAFA's Institute & Expo for corporate and public fleet managers, and Work Truck Week for work truck fleets), book meetings in advance through BDR outreach, host a small dinner for target accounts, and follow up with fee reviews.

    Pre-booked meetings and a dinner turn an expensive booth into pipeline, and the BDRs get a reason to call every target account in the event's region.

    Risks and how to handle them

    • Booth costs eat the budget

      Skip the booth where meetings and a dinner do the work.

    Evidence

    • HiringFounding Growth Marketer (Wellfound): "Own the full growth strategy: demand gen, content marketing, SEO/AEO, paid channels, partnerships, and events"; align with sales on best-fit customer profile and lead quality; campaigns for "fleet operators, directors, and VP-level buyers"; use AI to "move faster than a team twice your size"; $150k to $180k. Wellfound lists a $3M seed (May 2026) and $3.6M raised in total.Source
    • HiringFounding Account Executive: the "first dedicated Account Executive to turn founder-led wins into a repeatable enterprise sales motion"; sells software and managed Fleet Programs; creates pipeline "through strategic outbound, referrals, events, partners, and founder networks"; multi-threads across fleet, operations, finance, IT, security and procurement; $300k to $350k OTE.Source
    • HiringBusiness Development Representative (two hires): outbound by email, phone and LinkedIn to "fleet operators and maintenance directors", booking demos; collaborate "with marketing on messaging, content, and event strategy"; fleet management is described as "a $30B+ industry".Source
  • 09

    Proaction integrates with Geotab, Samsara, Verizon Connect and Azuga. Telematics resellers sell devices and dashboards, and their customers keep asking who will act on the alerts (maintenance, tolls, compliance).

    High impactMedium effort First result in 2 months Founding Account Executive

    First action

    List Geotab and Samsara resellers in your strongest region and call three.

    How to measure it

    Opportunities from telematics partners

    Now
    –
    Target
    20% of new pipeline
    By
    2 quarters

    Steps

    1. 1

      List resellers

      By region and fleet types served.

      Founding Account Executive 2 days

    2. 2

      Write the offer

      Referral fee and the joint pitch.

      CEO 2 days

    3. 3

      Sign five

      Simple referral agreements.

      Founding Account Executive 6 weeks

    4. 4

      Train them

      A 30-minute session and a one-pager.

      Founding Account Executive 1 hour each

    5. 5

      Fast handoff

      Partner referrals get a personalized demo within a week.

      Business Development Representative ongoing

    6. 6

      Report back

      Monthly status to each partner.

      Founding Account Executive monthly

    First result
    2 months
    Cost
    Referral fees on closed deals
    Owner
    Founding Account Executive

    Smallest test

    One reseller, one joint call with their customer.

    Why it works

    Recruit five telematics resellers and partners: give them a referral fee, a joint pitch ("your data, our execution"), and a fast handoff into a personalized demo.

    Partners and referrals are named pipeline sources for the AE. Resellers already have the fleet relationships Proaction lacks as a small team.

    Risks and how to handle them

    • Partners see Proaction as competing with their own services

      Position on execution programs the reseller doesn't offer.

    Builds on

    Evidence

    • Your websiteIntegrations listed: Geotab, Verizon Connect, Samsara, Azuga, Microsoft Dynamics, Outlook, Teams, Slack and Karmak.Source
    • HiringFounding Account Executive: the "first dedicated Account Executive to turn founder-led wins into a repeatable enterprise sales motion"; sells software and managed Fleet Programs; creates pipeline "through strategic outbound, referrals, events, partners, and founder networks"; multi-threads across fleet, operations, finance, IT, security and procurement; $300k to $350k OTE.Source
    • Your websiteFleet Programs: Service & Repair (works with 200,000+ shops), Rentals & Temporary Assets, Tolls & Citations and Telematics, with "one monthly bill and one system"; a table contrasts Proaction with traditional fleet management companies on visibility, process and fees.Source
  • 10

    Proaction has a partner page offering U-Save and Green Motion franchisees partnership pricing, plus industry pages for rental and leasing and commercial vehicle dealers. One franchisor or dealer group relationship reaches dozens of locations.

    High impactMedium effort First result in 1 quarter Founding Account Executive

    First action

    Ask U-Save and Green Motion how many franchisees have adopted and what made them sign up.

    How to measure it

    Locations live through franchise partnerships

    Now
    –
    Target
    50
    By
    2 quarters

    Steps

    1. 1

      Learn from the first partner

      Adoption, objections and pricing.

      Founding Account Executive 1 week

    2. 2

      List targets

      Rental franchises, dealer groups, equipment rental networks.

      Business Development Representative 1 week

    3. 3

      Pitch franchisors

      The partnership model with the first partner as proof.

      Founding Account Executive 6 weeks

    4. 4

      Build a page per partner

      Copy the U-Save page template.

      Founding Growth Marketer 1 day each

    5. 5

      Run operator webinars

      One per partner.

      Founding Account Executive 1 hour each

    6. 6

      Track by location

      Adoption and revenue per partner.

      Founding Account Executive monthly

    First result
    1 quarter
    Cost
    Partnership pricing discounts
    Owner
    Founding Account Executive

    Smallest test

    Pitch one more franchise system this quarter.

    Why it works

    Identify other rental franchise systems, truck dealer groups and equipment rental networks, offer a franchisor-level partnership (pricing, a dedicated page, a webinar for operators), and track adoption by location.

    It turns one enterprise conversation into many small-fleet sales without one-by-one outbound, and the existing partner page is proof the model works.

    Risks and how to handle them

    • Low adoption by individual operators

      Ask franchisors to feature Proaction in their operator onboarding.

    Evidence

    • Your websiteA partner page for U-Save and Green Motion franchisees offers "partnership pricing" on the platform and tolls handled as a profit center with programmatic markup.Source
    • Your websiteIndustry pages: government, construction, field services, rental and leasing, utilities and energy, transportation and logistics, and commercial vehicle dealers.Source
    • HiringFounding Account Executive: the "first dedicated Account Executive to turn founder-led wins into a repeatable enterprise sales motion"; sells software and managed Fleet Programs; creates pipeline "through strategic outbound, referrals, events, partners, and founder networks"; multi-threads across fleet, operations, finance, IT, security and procurement; $300k to $350k OTE.Source
  • 11

    The CEO's plan is "starting one workflow at a time and expanding". Tolls produce measurable results quickly (Ascendance's toll volume, and tolls turned into a profit line for rental operators), with little change to how the fleet works.

    High impactMedium effort First result in 1 month Founding Account Executive

    First action

    Write the 30-day tolls starter scope and a one-page result report template.

    How to measure it

    Tolls starters that add a second program within 6 months

    Now
    –
    Target
    50%
    By
    2 quarters

    Steps

    1. 1

      Define the starter

      Scope, timeline and price for 30 days.

      Founding Account Executive 2 days

    2. 2

      Build the report

      Tolls processed, matched, recovered.

      Founding Engineer 1 week

    3. 3

      Offer in every deal

      As the lowest-risk first step.

      Founding Account Executive ongoing

    4. 4

      Review at day 30

      Results and the next program.

      Founding Account Executive per customer

    5. 5

      Case study

      The first three starters.

      Founding Growth Marketer 2 weeks

    6. 6

      Track expansion

      Second-program rate and time.

      Founding Account Executive monthly

    First result
    1 month
    Cost
    $0
    Owner
    Founding Account Executive

    Smallest test

    Offer the starter to five open prospects.

    Why it works

    Package Tolls & Citations as a 30-day starter: connect transponders and plates, match tolls to assets and drivers or reservations, report recovered cost in the first month, then propose Service & Repair.

    A small, fast win gets the platform inside the fleet and builds the trust needed for bigger programs, which shortens the Founding AE's path from first meeting to revenue.

    Risks and how to handle them

    • Customers stop at tolls

      Agree the day-30 review and expansion criteria at signing.

    Evidence

    • Your websiteFunding announcement (July 15, 2026): $4.2M from GTMfund, Breakers, Aviso Ventures and Iowa InnoVenture, with Holman Growth Ventures and the Iowa Economic Development Authority continuing; the CEO: "Our job is to become the optimal place for that spend to go, starting one workflow at a time and expanding as clients see the impact."Source
    • Your websiteHomepage: "Fleet management fees finally have competition"; a configurable fleet platform plus optional Fleet Programs run by Proaction; results include "$900K+ in annualized operational savings" with repair times "cut nearly in half across a 1,100+ vehicle fleet", 234,600 source records consolidated, 1,000+ field audits in 90 days across 2,382 assets, and "$180K+ in annualized toll volume processed" for Ascendance.Source
    • Your websiteA partner page for U-Save and Green Motion franchisees offers "partnership pricing" on the platform and tolls handled as a profit center with programmatic markup.Source
    • Your websiteFleet Programs: Service & Repair (works with 200,000+ shops), Rentals & Temporary Assets, Tolls & Citations and Telematics, with "one monthly bill and one system"; a table contrasts Proaction with traditional fleet management companies on visibility, process and fees.Source
  • 12

    Paid channels are named for the growth role, and the BDRs target fleet operators and maintenance directors by LinkedIn among other channels. Ads that show the same message the BDR sends make the outreach feel familiar.

    Medium impactMedium effort First result in 6 weeks Founding Growth Marketer

    First action

    Upload 300 target accounts and check the matched audience size.

    How to measure it

    Reply lift from account ads

    Now
    –
    Target
    +30% relative
    By
    8 weeks

    Steps

    1. 1

      Build the audience

      Target accounts and fleet titles.

      Founding Growth Marketer 1 day

    2. 2

      Make two ads

      Fee review and a customer result.

      Founding Growth Marketer 2 days

    3. 3

      Split accounts

      Half with ads, half without.

      Founding Growth Marketer 1 hour

    4. 4

      Start a week early

      Ads before the BDR sequence.

      Founding Growth Marketer 1 week

    5. 5

      Measure replies

      By group.

      Business Development Representative 6 weeks

    6. 6

      Decide

      Scale or stop.

      Founding Growth Marketer 1 day

    First result
    6 weeks
    Cost
    $5,000 to $8,000 test budget
    Owner
    Founding Growth Marketer

    Smallest test

    100 accounts, one ad, four weeks.

    Why it works

    Upload the BDR target account list as a LinkedIn matched audience, run two ads (the fee review and a customer result) to fleet, operations and maintenance titles at those accounts, and start the ads a week before the sequence.

    Account-based ads are efficient for a narrow, well-defined buyer, and the test measures whether ads lift reply rates rather than clicks.

    Risks and how to handle them

    • Small audiences make LinkedIn expensive

      Cap frequency and measure on replies, not cost per click.

    Builds on

    Evidence

    • HiringFounding Growth Marketer (Wellfound): "Own the full growth strategy: demand gen, content marketing, SEO/AEO, paid channels, partnerships, and events"; align with sales on best-fit customer profile and lead quality; campaigns for "fleet operators, directors, and VP-level buyers"; use AI to "move faster than a team twice your size"; $150k to $180k. Wellfound lists a $3M seed (May 2026) and $3.6M raised in total.Source
    • HiringBusiness Development Representative (two hires): outbound by email, phone and LinkedIn to "fleet operators and maintenance directors", booking demos; collaborate "with marketing on messaging, content, and event strategy"; fleet management is described as "a $30B+ industry".Source
    • Your websiteHomepage: "Fleet management fees finally have competition"; a configurable fleet platform plus optional Fleet Programs run by Proaction; results include "$900K+ in annualized operational savings" with repair times "cut nearly in half across a 1,100+ vehicle fleet", 234,600 source records consolidated, 1,000+ field audits in 90 days across 2,382 assets, and "$180K+ in annualized toll volume processed" for Ascendance.Source
  • 13

    Government is one of Proaction's industry pages, and public fleets (cities, counties, utilities, schools) are large and under pressure on cost. Proaction is not registered in SAM.gov, and many public buyers prefer vendors on cooperative contracts so they can skip a full tender.

    High impactMedium effort First result in 2-3 quarters CEO

    First action

    Start SAM.gov registration and check open cooperative solicitations for fleet management.

    How to measure it

    Public fleets signed

    Now
    –
    Target
    3
    By
    3 quarters

    Steps

    1. 1

      Register

      SAM.gov and state vendor portals.

      COO 2 weeks

    2. 2

      Find solicitations

      Cooperative contracts for fleet management.

      CEO 1 week

    3. 3

      Respond

      A proposal with case studies.

      CEO 4 weeks

    4. 4

      Pilot in Iowa

      One city or county fleet.

      Founding Account Executive 1 quarter

    5. 5

      Publish the result

      Public sector case study.

      Founding Growth Marketer 2 weeks

    6. 6

      Target peers

      Similar public fleets via the government page and GFX.

      Business Development Representative ongoing

    First result
    2 to 3 quarters
    Cost
    Proposal time
    Owner
    CEO

    Smallest test

    Register in SAM.gov and pitch one Iowa public fleet.

    Why it works

    Register in SAM.gov, respond to a cooperative purchasing solicitation (such as Sourcewell or OMNIA Partners) for fleet management, and run a pilot with one Iowa public fleet, using the Iowa Economic Development Authority relationship for introductions.

    A cooperative contract lets many public fleets buy without their own procurement process, which matters for a small sales team, and public references open other public buyers.

    Risks and how to handle them

    • Long public procurement cycles

      Use the cooperative contract to skip individual tenders.

    Evidence

    • programmable.infoSite facts: 17 "Proaction vs" comparison posts (Geotab, Samsara, Motive, Fleetio, Verizon Connect, Holman, Element, Wheels, Enterprise Fleet Management, Merchants Fleet, Decisiv, AssetWorks, Chevin, RTA, Whip Around and others), 8 industry pages, an ROI calculator and 43 blog posts; HubSpot on the site; the homepage link to Proaction's Geotab Marketplace listing returns a 404; not registered in SAM.gov.Source
    • Your websiteIndustry pages: government, construction, field services, rental and leasing, utilities and energy, transportation and logistics, and commercial vehicle dealers.Source
    • Your websiteFunding announcement (July 15, 2026): $4.2M from GTMfund, Breakers, Aviso Ventures and Iowa InnoVenture, with Holman Growth Ventures and the Iowa Economic Development Authority continuing; the CEO: "Our job is to become the optimal place for that spend to go, starting one workflow at a time and expanding as clients see the impact."Source
  • 14

    The model is to start with one workflow and expand. Prepaid program spend, itemized fees and platform reporting make it possible to show each customer exactly what they saved.

    High impactMedium effort First result in 1 quarter Founding Account Executive

    First action

    Build the report for your largest customer from platform data.

    How to measure it

    Programs per customer

    Now
    –
    Target
    +1 on average within 12 months
    By
    4 quarters

    Steps

    1. 1

      Define the report

      Cost, downtime, admin time, fees.

      Founding Account Executive 2 days

    2. 2

      Automate it

      Generated from platform data.

      Founding Engineer 2 weeks

    3. 3

      Schedule reviews

      Every customer, every quarter.

      Founding Account Executive ongoing

    4. 4

      Propose the next program

      Based on their data.

      Founding Account Executive per review

    5. 5

      Ask for a reference

      When the numbers are strong.

      Founding Account Executive per review

    6. 6

      Track expansion

      Programs and revenue per customer.

      CEO quarterly

    First result
    1 quarter
    Cost
    About two weeks of engineering
    Owner
    Founding Account Executive

    Smallest test

    Hand-built reviews for the top five customers.

    Why it works

    Every quarter, send each customer a one-page savings and operations report (cost, downtime, admin time, fees versus their old provider) and hold a 30-minute review that proposes the next program based on their data.

    Expansion is the growth model, and a regular, data-backed review is how a small team expands accounts without a large customer success function. The reports also become case studies.

    Risks and how to handle them

    • Savings depend on assumptions

      Show the calculation and agree the baseline at onboarding.

    Builds on

    Evidence

    • Your websiteFunding announcement (July 15, 2026): $4.2M from GTMfund, Breakers, Aviso Ventures and Iowa InnoVenture, with Holman Growth Ventures and the Iowa Economic Development Authority continuing; the CEO: "Our job is to become the optimal place for that spend to go, starting one workflow at a time and expanding as clients see the impact."Source
    • Your websitePricing: platform "$6-$10 per asset / month" for fleets under 500 assets, scoped pricing above 500; Fleet Program fees are calculated on transaction value and itemized separately; customers prepay expected program spend and unused credits carry over; "no additional out-of-network surcharge".Source
    • Your websiteHomepage: "Fleet management fees finally have competition"; a configurable fleet platform plus optional Fleet Programs run by Proaction; results include "$900K+ in annualized operational savings" with repair times "cut nearly in half across a 1,100+ vehicle fleet", 234,600 source records consolidated, 1,000+ field audits in 90 days across 2,382 assets, and "$180K+ in annualized toll volume processed" for Ascendance.Source
  • 15

    Proaction coordinates repairs with 200,000+ shops and consolidated 234,600 records for one customer. Fleet directors want to know whether their repair costs and downtime are normal, and nobody publishes that independently.

    High impactMedium effort First result in 1 quarter Founding Growth Marketer

    First action

    Check which metrics have enough data across customers to publish.

    How to measure it

    Meetings booked from the benchmark

    Now
    –
    Target
    15 per release
    By
    second release

    Steps

    1. 1

      Check the data

      Metrics with enough customers and assets.

      CTO 1 week

    2. 2

      Get permission

      Customer agreement to aggregated use.

      COO 2 weeks

    3. 3

      Analyze

      Simple tables by vehicle class.

      Founding Growth Marketer 1 week

    4. 4

      Design

      Short PDF and a web page.

      Founding Growth Marketer 1 week

    5. 5

      Pitch trade press

      Fleet trade publications.

      Founding Growth Marketer 2 days

    6. 6

      Arm the BDRs

      An opener per vehicle class.

      Business Development Representative 1 day

    First result
    1 quarter
    Cost
    $0
    Owner
    Founding Growth Marketer

    Smallest test

    One metric (repair cost per light-duty truck) as a blog post.

    Why it works

    Publish a quarterly benchmark from anonymized, aggregated platform data: repair cost per asset by vehicle class, days out of service, common repair categories and toll and citation costs, with a minimum sample per cell.

    Original data earns trade press coverage and links, gives the BDRs a reason to call ("here's how fleets like yours compare"), and supports the fee message with numbers.

    Risks and how to handle them

    • Small samples are misleading

      Publish only cells with enough assets and say so.

    Evidence

    • Your websiteFleet Programs: Service & Repair (works with 200,000+ shops), Rentals & Temporary Assets, Tolls & Citations and Telematics, with "one monthly bill and one system"; a table contrasts Proaction with traditional fleet management companies on visibility, process and fees.Source
    • Your websiteHomepage: "Fleet management fees finally have competition"; a configurable fleet platform plus optional Fleet Programs run by Proaction; results include "$900K+ in annualized operational savings" with repair times "cut nearly in half across a 1,100+ vehicle fleet", 234,600 source records consolidated, 1,000+ field audits in 90 days across 2,382 assets, and "$180K+ in annualized toll volume processed" for Ascendance.Source
    • HiringFounding Growth Marketer (Wellfound): "Own the full growth strategy: demand gen, content marketing, SEO/AEO, paid channels, partnerships, and events"; align with sales on best-fit customer profile and lead quality; campaigns for "fleet operators, directors, and VP-level buyers"; use AI to "move faster than a team twice your size"; $150k to $180k. Wellfound lists a $3M seed (May 2026) and $3.6M raised in total.Source

Big bets 4

Larger plays that can change the trajectory.

  • 16

    Pricing for fleets under 500 assets is already published at $6 to $10 per asset a month. Those fleets are many, small and expensive to reach with an AE, and they mostly need the platform rather than managed programs.

    High impactHigh effort First result in 1 quarter CEO

    First action

    Count how many inbound demo requests last quarter were under 100 assets.

    How to measure it

    Self-serve paid fleets

    Now
    –
    Target
    100
    By
    2 quarters after launch

    Steps

    1. 1

      Size the segment

      Small-fleet inbound and its close rate.

      CEO 1 day

    2. 2

      Design onboarding

      Import, first workflow, first report in a day.

      CTO 3 weeks

    3. 3

      Billing

      Card payments per asset.

      Founding Engineer 2 weeks

    4. 4

      Templates

      Ready workflows for common fleet types.

      COO 2 weeks

    5. 5

      Launch

      Pricing page "Start now" for under 500 assets.

      Founding Growth Marketer 1 day

    6. 6

      Upgrade path

      Self-serve accounts offered Fleet Programs.

      Founding Account Executive ongoing

    First result
    1 quarter after launch
    Cost
    About a quarter of engineering
    Owner
    CEO

    Smallest test

    A manual "start without a demo" path for ten small fleets.

    Why it works

    Let small fleets sign up, import assets from a spreadsheet or telematics integration, and start a trial without a demo, with the AE and BDRs focused on fleets over 500 assets and on program sales.

    It keeps the expensive sales team on large deals while capturing the long tail, and it fits the Turo, franchise and dealer segments that buy in small units.

    Risks and how to handle them

    • Small fleets need support the team can't give

      Templates, in-app guides and limited support hours.

    Builds on

    Evidence

    • Your websitePricing: platform "$6-$10 per asset / month" for fleets under 500 assets, scoped pricing above 500; Fleet Program fees are calculated on transaction value and itemized separately; customers prepay expected program spend and unused credits carry over; "no additional out-of-network surcharge".Source
    • HiringFounding Account Executive: the "first dedicated Account Executive to turn founder-led wins into a repeatable enterprise sales motion"; sells software and managed Fleet Programs; creates pipeline "through strategic outbound, referrals, events, partners, and founder networks"; multi-threads across fleet, operations, finance, IT, security and procurement; $300k to $350k OTE.Source
    • Your websiteIntegrations listed: Geotab, Verizon Connect, Samsara, Azuga, Microsoft Dynamics, Outlook, Teams, Slack and Karmak.Source
  • 17

    Service & Repair works with 200,000+ shops and promises no out-of-network surcharge. Every repair Proaction coordinates produces data on shop speed, price and quality.

    High impactHigh effort First result in 2 quarters COO

    First action

    Pull turnaround and price data for the 100 shops used most.

    How to measure it

    Average repair turnaround

    Now
    –
    Target
    -20% for preferred shops
    By
    3 quarters

    Steps

    1. 1

      Rate the top shops

      Turnaround, price and comebacks.

      COO 3 weeks

    2. 2

      Set preferred terms

      Fast payment for agreed rates and service levels.

      COO 3 weeks

    3. 3

      Invite shops

      Top shops in each region.

      COO 2 months

    4. 4

      Show ratings in routing

      Fleets see ratings when approving.

      Founding Engineer 1 month

    5. 5

      Report savings

      In the quarterly customer reviews.

      Founding Account Executive quarterly

    6. 6

      Expand regions

      Follow customer density.

      COO ongoing

    First result
    2 quarters
    Cost
    Operations time and faster payment float
    Owner
    COO

    Smallest test

    A preferred group of ten shops in one metro.

    Why it works

    Rate shops on turnaround, price versus negotiated rates and comebacks, invite the best into a preferred network with fast payment, and show fleets the ratings when routing repairs.

    Network data gets better with every repair, which legacy providers keep behind their own portals. A preferred network gives Proaction pricing power and a reason shops send fleets its way.

    Risks and how to handle them

    • Shops dislike being rated

      Share ratings privately with shops and reward improvement.

    Evidence

    • Your websiteFleet Programs: Service & Repair (works with 200,000+ shops), Rentals & Temporary Assets, Tolls & Citations and Telematics, with "one monthly bill and one system"; a table contrasts Proaction with traditional fleet management companies on visibility, process and fees.Source
    • Your websitePricing: platform "$6-$10 per asset / month" for fleets under 500 assets, scoped pricing above 500; Fleet Program fees are calculated on transaction value and itemized separately; customers prepay expected program spend and unused credits carry over; "no additional out-of-network surcharge".Source
    • Your websiteHomepage: "Fleet management fees finally have competition"; a configurable fleet platform plus optional Fleet Programs run by Proaction; results include "$900K+ in annualized operational savings" with repair times "cut nearly in half across a 1,100+ vehicle fleet", 234,600 source records consolidated, 1,000+ field audits in 90 days across 2,382 assets, and "$180K+ in annualized toll volume processed" for Ascendance.Source
  • 18

    Proaction's headline is about fees, and the fee review (idea 3) will collect real invoices. Fleet managers have no public view of what others pay legacy providers.

    High impactHigh effort First result in Launch quarter Founding Growth Marketer

    First action

    Draft the 15 survey questions and partner with a fleet association or trade publication to field it.

    How to measure it

    Pipeline influenced by the report

    Now
    –
    Target
    30 opportunities
    By
    6 months after launch

    Steps

    1. 1

      Write the survey

      15 questions on fees, service and switching.

      Founding Growth Marketer 1 week

    2. 2

      Find a partner

      A trade publication or association to field it.

      Founding Growth Marketer 1 month

    3. 3

      Field it

      300 responses.

      Founding Growth Marketer 6 weeks

    4. 4

      Add fee review findings

      Anonymized patterns only.

      Founding Account Executive 2 weeks

    5. 5

      Publish at an event

      CEO presents the findings.

      CEO 1 day

    6. 6

      Cut into content

      Posts, emails and BDR openers for the year.

      Founding Growth Marketer ongoing

    First result
    Launch quarter
    Cost
    $5,000 to $15,000 for fielding and design
    Owner
    Founding Growth Marketer

    Smallest test

    A 50-response pilot survey published as a blog post.

    Why it works

    Survey 300 fleet managers on fees, satisfaction and switching, combine it with anonymized findings from fee reviews, and publish an annual report launched at a fleet industry event.

    It makes Proaction the reference on the issue it competes on, feeds content and outbound for a year, and gives the CEO a stage at industry events.

    Risks and how to handle them

    • Seen as a vendor report

      Publish the method and partner with a neutral organization.

    Builds on

    Evidence

    • Your websiteHomepage: "Fleet management fees finally have competition"; a configurable fleet platform plus optional Fleet Programs run by Proaction; results include "$900K+ in annualized operational savings" with repair times "cut nearly in half across a 1,100+ vehicle fleet", 234,600 source records consolidated, 1,000+ field audits in 90 days across 2,382 assets, and "$180K+ in annualized toll volume processed" for Ascendance.Source
    • Your websiteFleet Programs: Service & Repair (works with 200,000+ shops), Rentals & Temporary Assets, Tolls & Citations and Telematics, with "one monthly bill and one system"; a table contrasts Proaction with traditional fleet management companies on visibility, process and fees.Source
    • HiringFounding Growth Marketer (Wellfound): "Own the full growth strategy: demand gen, content marketing, SEO/AEO, paid channels, partnerships, and events"; align with sales on best-fit customer profile and lead quality; campaigns for "fleet operators, directors, and VP-level buyers"; use AI to "move faster than a team twice your size"; $150k to $180k. Wellfound lists a $3M seed (May 2026) and $3.6M raised in total.Source
  • 19

    Proaction has an EV Access case study and posts on EV maintenance. Fleets moving to electric vehicles need new maintenance, charging and lifecycle workflows, and legacy providers were built for combustion fleets.

    High impactHigh effort First result in 2 quarters CEO

    First action

    Interview EV Access and two fleets with electrification targets about what they lack.

    How to measure it

    Fleets on the EV program

    Now
    –
    Target
    10
    By
    3 quarters

    Steps

    1. 1

      Interview fleets

      EV Access and two others.

      CEO 3 weeks

    2. 2

      Define the program

      Workflows, shops, reporting.

      COO 1 month

    3. 3

      Build EV routing

      EV-capable shops in the network.

      Founding Engineer 1 month

    4. 4

      Package and price

      As a Fleet Program.

      CEO 2 weeks

    5. 5

      Launch content

      Guide and case study.

      Founding Growth Marketer 1 month

    6. 6

      Target fleets

      With public electrification targets.

      Business Development Representative ongoing

    First result
    2 quarters
    Cost
    About a quarter of product and operations work
    Owner
    CEO

    Smallest test

    Offer EV maintenance coordination to three mixed fleets.

    Why it works

    Package an EV program: charging and maintenance workflows, EV-capable shop routing, utilization reporting and lifecycle planning, marketed to fleets with electrification targets.

    It gives the growth marketer a distinct story, lets the AE lead with a program legacy providers do less well, and targets fleets with budget and deadlines.

    Risks and how to handle them

    • EV adoption slows

      Keep the program modular so it fits mixed fleets.

    Evidence

    • Your websiteBlog case studies and partnerships include EquipmentShare (Vehicle Solutions, $900K+ saved a year), Ascendance Trucks, EV Access, Pretsky, a Crete United operations partnership and a classroom partnership with Iowa State University.Source
    • Your websiteFleet Programs: Service & Repair (works with 200,000+ shops), Rentals & Temporary Assets, Tolls & Citations and Telematics, with "one monthly bill and one system"; a table contrasts Proaction with traditional fleet management companies on visibility, process and fees.Source
    • Your websiteIndustry pages: government, construction, field services, rental and leasing, utilities and energy, transportation and logistics, and commercial vehicle dealers.Source

Wildcards 3

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

  • 20

    Proaction runs a classroom partnership with Iowa State University on fleet operations and is hiring BDRs who need curiosity about fleet operations. The fleet industry has few modern training paths.

    Medium impactMedium effort First result in 1 semester CEO

    First action

    Ask the Iowa State faculty contact whether a module could run next semester.

    How to measure it

    Hires from the course

    Now
    –
    Target
    2
    By
    2 semesters

    Steps

    1. 1

      Agree the module

      Content, schedule and certificate.

      CEO 1 month

    2. 2

      Prepare a sandbox

      Platform access with sample data.

      Founding Engineer 2 weeks

    3. 3

      Teach

      Guest sessions by the team.

      COO 1 semester

    4. 4

      Student projects

      Real problems with customer consent.

      Founding Account Executive 1 semester

    5. 5

      Recruit

      Interview top students for BDR roles.

      CEO end of semester

    6. 6

      Publish

      Student project write-ups.

      Founding Growth Marketer end of semester

    First result
    1 semester
    Cost
    Team time
    Owner
    CEO

    Smallest test

    One guest lecture with a hands-on exercise.

    Why it works

    Co-create a short fleet operations module using the Proaction platform, offer students a certificate and summer projects with customers, and recruit BDRs and operations staff from the course.

    It builds a hiring pipeline for the roles Proaction is filling, produces real case content, and positions Proaction as the modern standard among the next fleet managers.

    Risks and how to handle them

    • Time away from selling

      Limit to a few sessions per semester.

    Evidence

    • Your websiteBlog case studies and partnerships include EquipmentShare (Vehicle Solutions, $900K+ saved a year), Ascendance Trucks, EV Access, Pretsky, a Crete United operations partnership and a classroom partnership with Iowa State University.Source
    • HiringBusiness Development Representative (two hires): outbound by email, phone and LinkedIn to "fleet operators and maintenance directors", booking demos; collaborate "with marketing on messaging, content, and event strategy"; fleet management is described as "a $30B+ industry".Source
    • Your websiteFunding announcement (July 15, 2026): $4.2M from GTMfund, Breakers, Aviso Ventures and Iowa InnoVenture, with Holman Growth Ventures and the Iowa Economic Development Authority continuing; the CEO: "Our job is to become the optimal place for that spend to go, starting one workflow at a time and expanding as clients see the impact."Source
  • 21

    Proaction already wrote about "the challenges of expanding a Turo fleet", and tolls and check-ins are the same problems its rental franchise partners solve. Hosts with 10 to 50 cars are a large group that gathers in online communities.

    Medium impactLow effort First result in 2 months Founding Growth Marketer

    First action

    Interview five hosts with ten or more cars about tolls and maintenance.

    How to measure it

    Paying host accounts

    Now
    –
    Target
    50
    By
    2 quarters

    Steps

    1. 1

      Interview hosts

      Five hosts with 10+ cars.

      Founding Growth Marketer 1 week

    2. 2

      Define the bundle

      Tolls, maintenance, check-ins.

      COO 1 week

    3. 3

      Set a simple price

      Per car per month.

      CEO 1 day

    4. 4

      Post in communities

      Host groups and forums, as a helpful guide.

      Founding Growth Marketer 1 week

    5. 5

      Onboard simply

      Spreadsheet import and templates.

      Founding Engineer 2 weeks

    6. 6

      Measure

      Signups, retention and support load.

      Founding Growth Marketer monthly

    First result
    2 months
    Cost
    $0
    Owner
    Founding Growth Marketer

    Smallest test

    Ten hosts on a manual pilot.

    Why it works

    Offer a host bundle (tolls, maintenance tracking, check-in forms) at a simple monthly price, promoted through host communities and the Turo blog post, and onboard through the self-serve path.

    It is a cheap test of a segment with clear pain and dense communities, and it feeds the self-serve big bet with many small customers.

    Risks and how to handle them

    • Support load from many small accounts

      Templates and community support; cap the pilot.

    Evidence

    • Your websiteA blog post covers "The challenges of expanding a Turo fleet", aimed at peer-to-peer rental hosts.Source
    • Your websiteA partner page for U-Save and Green Motion franchisees offers "partnership pricing" on the platform and tolls handled as a profit center with programmatic markup.Source
    • Your websitePricing: platform "$6-$10 per asset / month" for fleets under 500 assets, scoped pricing above 500; Fleet Program fees are calculated on transaction value and itemized separately; customers prepay expected program spend and unused credits carry over; "no additional out-of-network surcharge".Source
  • 22

    Proaction pays shops and handles approvals across 200,000+ shops. A shop that gets clear approvals and fast payment through Proaction works with other fleets that are slow to approve and slow to pay.

    Medium impactMedium effort First result in 1 quarter COO

    First action

    Ask the ten shops you pay most often how many other fleets they service.

    How to measure it

    Shop-referred opportunities

    Now
    –
    Target
    10
    By
    2 quarters

    Steps

    1. 1

      Ask shops

      Fleets they serve and their pain.

      COO 1 week

    2. 2

      Design the offer

      Referral fee or faster payment.

      CEO 1 week

    3. 3

      Make the card

      A card and link for fleet contacts.

      Founding Growth Marketer 2 days

    4. 4

      Launch with ten shops

      In one metro.

      COO 1 month

    5. 5

      Track

      Referrals by shop.

      Founding Account Executive monthly

    6. 6

      Expand

      To preferred network shops.

      COO ongoing

    First result
    1 quarter
    Cost
    Referral fees on closed deals
    Owner
    COO

    Smallest test

    Five shops in one metro for a quarter.

    Why it works

    Offer participating shops a referral fee or faster payment terms for introducing fleets they service, with a simple card and link to give fleet contacts.

    Shops talk to fleet managers every day and have their trust on maintenance. It is a referral channel competitors can't easily copy.

    Risks and how to handle them

    • Conflicts with shops' own fleet relationships

      Keep it optional and transparent to the fleet.

    Builds on

    Evidence

    • Your websiteFleet Programs: Service & Repair (works with 200,000+ shops), Rentals & Temporary Assets, Tolls & Citations and Telematics, with "one monthly bill and one system"; a table contrasts Proaction with traditional fleet management companies on visibility, process and fees.Source
    • Your websitePricing: platform "$6-$10 per asset / month" for fleets under 500 assets, scoped pricing above 500; Fleet Program fees are calculated on transaction value and itemized separately; customers prepay expected program spend and unused credits carry over; "no additional out-of-network surcharge".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 22 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.

Outreach1The sequence sent for you: addresses found and verified, replies routed 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

ProgrammableInfo

Turn the research into a list you can act on

These ideas start with finding the right companies. Info finds them and the right person at each, researches every one and drafts the outreach, then asks before it sends.

  • Build this list in Info for idea #12 (opens programmable.info in a new tab)

New accounts: 100,000 free credits with code BETA100K

Find the companies (opens programmable.info in a new tab)
ProgrammableTalk

Fill the events in this plan

These ideas are events. Talk gets registrants for them and tells you who's coming and what their company does before the day.

Plan an event (opens programmable.talk in a new tab)
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See every playbook and website review

Independent research. Programmable wrote this playbook from public sources, as they stood on October 18, 2026, and cites them throughout. Proaction did not commission, review or endorse it, and Programmable is not affiliated with Proaction. 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 Proaction runs its business.

Something wrong, or do you represent Proaction? Email [email protected] and we will correct it or take it down.

30/60/90 roadmap

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

  1. Days 1 to 308 ideas

    Arm the new sales team: marketplace listings, calculator-led outreach, the fee review, proof on every page, personalized demos and AEO pages; start renewal tracking and event planning.

    Programmable can ship 1 of these in days.

  2. Days 31 to 609 ideas

    Open partner and segment channels (telematics resellers, franchises, tolls starters, LinkedIn, public sector), start quarterly reviews and the first benchmark, and test hosts and shop referrals.

  3. Days 61 to 905 ideas

    The Iowa State course, then commit to the big bets (self-serve, shop network, fees report, EV program) on the first 60 days of evidence.

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 lower cost with fees shown separately. The most cited problem: opaque fleet management fees.

  • One system for fleet work instead of spreadsheets and portals
  • Disconnected tools and manual coordination
  • In their words: “fleet management fees”

Market

Competitive landscape

3 competitors compared: Legacy fleet management companies (Element, Holman, Wheels, Enterprise Fleet Management, Merchants), Telematics platforms (Samsara, Geotab, Motive, Verizon Connect) and Fleet maintenance software (Fleetio, Whip Around, AssetWorks).

  • Gap to exploit: Transparent fees for managed fleet work
  • Legacy fleet management companies (Element, Holman, Wheels, Enterprise Fleet Management, Merchants): Bundled, less visible fees
  • Telematics platforms (Samsara, Geotab, Motive, Verizon Connect): Software only; someone still has to do the work

Hiring signals

Proaction is building its first go-to-market team to move past founder-led sales.

  • Founding Account Executive: First dedicated AE to make founder-led wins repeatable; sells software and managed programs. Ideas 3, 5, 9, 10, 11, 14.
  • Business Development Representative (two roles): Outbound to fleet operators and maintenance directors by email, phone and LinkedIn. Ideas 2, 7, 12.
  • Founding Growth Marketer: Demand gen, content, SEO/AEO, paid, partnerships and events from scratch. Ideas 1, 4, 6, 8, 12, 15, 18.

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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