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

checkhq.com (opens in a new tab)

Check growth playbook

Diagnosis

Check invented embedded payroll and now runs it for 50,000+ businesses through partners such as Wave, Homebase, 7shifts and Miter.

Its 20 open roles include no marketer, AE or SDR: the go-to-market hires are two Partner Growth Managers (a startup portfolio with a path to enterprise, and an enterprise portfolio with shared KPIs) and a Partner Engineer leading AI adoption, alongside eight support, tax and risk roles.

So growth is expected from partners' customers turning payroll on and from launching partners faster, not from new-logo marketing. The playbook gives those hires attach scorecards, launch kits and graduation criteria, uses Checkmate's free beta to build Q2 revenue, and fills the missing marketing with pages and benchmarks only Check can publish.

Growth Score

7/10

Biggest Opportunity

Make attach rate the number Check and its partners manage together: a monthly scorecard against the Dripos benchmark (50% attach, 26% higher revenue per user), launch kits for every partner, and graduation to enterprise with a joint plan. Every point of attach is revenue without a new partner.

Biggest Risk

Embedded payroll is getting crowded (Gusto Embedded with 400,000+ direct customers, Salsa, Zeal, and ADP courting the same platforms), and with no marketing team or comparison pages Check can lose deals it never hears about.

01

Start here

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

  1. 1

    A monthly payroll attach scorecard for every partner, benchmarked against Dripos's 50%

    Pull attach rate (businesses running payroll divided by the partner's active customers, from partner-reported counts) for the 20 largest startup partners and rank them.

    High impact First result in 1 month
  2. 2

    A launch-day kit partners send their own customers: email, in-app banner and help article

    Collect the launch emails that Dripos, Playground and 7shifts sent and pick the best lines from each.

    High impact First result in Next partner launch
  3. 3

    Get every partner's ops team using Checkmate before the free beta ends in March

    Pick the three most common partner support questions this quarter and run them through Checkmate to make the examples.

    High impact First result in 3 weeks

02

Your idea portfolio

21 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.

  • 6 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 · 4Reconsider · 4
Effort →

Showing 21 of 21 ideas

This week 6

Quick wins with a clear first action.

  • 01

    Check earns when its partners' customers turn payroll on. Dripos shows what good looks like (50% of customers on payroll, 26% higher revenue per user, 125% net dollar retention), but partners are never shown where they stand against it.

    High impactLow effort First result in 1 month Partner Growth Manager

    First action

    Pull attach rate (businesses running payroll divided by the partner's active customers, from partner-reported counts) for the 20 largest startup partners and rank them.

    How to measure it

    Median startup-partner attach rate

    Now
    –
    Target
    +5 points
    By
    2 quarters

    Steps

    1. 1

      Agree the definition

      Attach rate = businesses that ran payroll this month / the partner's active customers; ask each partner for the denominator once a quarter.

      Partner Growth Manager 2 hours

    2. 2

      Build the scorecard

      One page: attach, employees paid, growth, benchmark band, three moves; generated from the warehouse.

      Strategic Finance Associate 3 days

    3. 3

      Write the move library

      The launch email, in-app prompt, onboarding default and sales-call script that moved attach for top partners.

      Partner Growth Manager 1 day

    4. 4

      Send it monthly

      First business day, from the partner's named Partner Growth Manager.

      Partner Growth Manager 1 hour a month

    5. 5

      Review the bottom quartile

      30-minute call with each low-attach partner to pick one move.

      Partner Growth Manager 1 day a month

    6. 6

      Use it for graduation

      Attach and employees paid become two of the enterprise graduation criteria.

      Partner Growth Manager 1 hour

    7. 7

      Report the portfolio

      Median attach and the spread to leadership monthly.

      Strategic Finance Associate 30 minutes a month

    First result
    1 month
    Cost
    $0, about a week of setup
    Owner
    Partner Growth Manager

    Smallest test

    Hand-build the scorecard for five partners and ask whether they would act on it.

    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

    Send each startup partner a one-page scorecard on the first business day of the month: their payroll attach rate, employees paid, month-over-month growth, the Dripos benchmark, and the three moves that lifted attach elsewhere in the portfolio. The Partner Growth Manager reviews the bottom quartile in person.

    The Partner Growth Manager is hired to manage dozens of partners, surface patterns across the portfolio and track graduation criteria. A shared attach number turns those conversations into a plan with a target, and it is the leading indicator of Check's own revenue.

    Ready to use

    EmailMonthly attach scorecard email

    Subject: {Partner} payroll in {month}: {attach}% attach
    
    Hi {first name},
    
    {attach}% of your active customers ran payroll last month ({employees} employees paid, {growth} vs last month). The strongest partners in your segment sit at 40-50%; Dripos reached 50% and saw revenue per user rise 26%.
    
    The three moves that lifted attach most this quarter:
    1. {move one}
    2. {move two}
    3. {move three}
    
    Want 30 minutes to pick one for next month?
    
    {name}, Partner Growth, Check

    Risks and how to handle them

    • Partners will not share their customer counts

      Use the count they gave at signing and ask for an update once a quarter; show the benchmark either way.

    • Benchmarks embarrass weak partners

      Send it privately and lead with the next move, not the rank.

    Evidence

    • Your websiteDripos partner story: 26% higher average revenue per user after adding payroll, 50% of customers sign up for payroll, a 2-week build with Check Components and 125% net dollar retention. It is the only partner page with attach and revenue numbers; partners are grouped as Workforce Management (6), Vertical SaaS (4) and Accounting (1).Source
    • HiringPartner Growth Manager: owns "a portfolio of dozens of growing startup partners"; "Build, execute, and refine Check's startup playbook, from onboarding to milestone tracking to renewal; define and track criteria for when a partner is ready to graduate to our enterprise portfolio"; surfaces patterns across the portfolio.Source
    • HiringEnterprise Partner Growth Manager: "General Manager for a portfolio of 5-10 high priority partners"; runs launch, milestone setting and renewal negotiations; "Outline mutual success metrics/KPIs with our Partners that align their and Check's revenue/growth goals"; introduces new products and features to partners.Source
  • 02

    A Playground customer said they "jumped on" payroll the moment the launch email arrived. The launch announcement is the single biggest attach moment, and today each partner writes it from scratch.

    High impactLow effort First result in Next partner launch Enterprise Partner Growth Man…

    First action

    Collect the launch emails that Dripos, Playground and 7shifts sent and pick the best lines from each.

    How to measure it

    60-day attach for kit users

    Now
    –
    Target
    1.5x partners without it
    By
    2 quarters

    Steps

    1. 1

      Collect what worked

      Launch emails and banners from the three best launches.

      Enterprise Partner Growth Manager 1 day

    2. 2

      Write the kit

      Email, banner, help article, sales talk track and a 30-day follow-up, all with brand blanks.

      Chief Growth Officer 2 days

    3. 3

      Add the compliance lines

      Have the tax and payroll operations team review any claims about filings or guarantees.

      Partner Support Team Lead 2 hours

    4. 4

      Put it in the launch checklist

      Kit review becomes a launch milestone.

      Enterprise Partner Growth Manager 1 hour

    5. 5

      Track by partner

      Compare 60-day attach for partners who used the kit against those who did not.

      Strategic Finance Associate monthly

    6. 6

      Refresh quarterly

      Swap in the best-performing subject lines.

      Chief Growth Officer 2 hours a quarter

    First result
    Next partner launch
    Cost
    $0
    Owner
    Enterprise Partner Growth Manager

    Smallest test

    Offer the email alone to the next two launching partners.

    Why it works

    Give every partner a launch kit with a customer email, an in-app banner, a help-center article and a sales talk track, with blanks for their brand and price, plus a 30-day follow-up email for customers who did not switch.

    The Enterprise Partner Growth Manager runs launch and milestone setting. A tested launch kit lifts first-month attach for every partner at once, and it is cheaper than any acquisition program Check could run.

    Ready to use

    EmailPartner launch email (for the partner to send)

    Subject: Payroll is now in {Product}
    
    Hi {customer first name},
    
    You can now run payroll right where you already {schedule shifts / manage jobs / run your shop}. Your team's hours flow straight in, taxes are filed for you, and your employees get paid on time.
    
    Set it up in about {minutes} minutes: {link}
    
    We'll move your past payroll history over for you.
    
    The {Product} team

    Risks and how to handle them

    • Claims about tax filing create liability

      Use only the approved compliance wording in the kit.

    Evidence

    • Your websitePlayground case study: 1 engineer and 250 engineering hours; the stat block says "53 business days to launch" while the body says "75 days from signature to launch". A Playground customer: "The moment I got the email saying 'payroll is now available on Playground,' I jumped on it."Source
    • HiringEnterprise Partner Growth Manager: "General Manager for a portfolio of 5-10 high priority partners"; runs launch, milestone setting and renewal negotiations; "Outline mutual success metrics/KPIs with our Partners that align their and Check's revenue/growth goals"; introduces new products and features to partners.Source
    • Your websiteDripos partner story: 26% higher average revenue per user after adding payroll, 50% of customers sign up for payroll, a 2-week build with Check Components and 125% net dollar retention. It is the only partner page with attach and revenue numbers; partners are grouped as Workforce Management (6), Vertical SaaS (4) and Accounting (1).Source
  • 03

    The DMARC policy for checkhq.com is "none", so mail pretending to be Check is not rejected. Check's Risk Analyst is hired to fight account takeover and impersonation, and January brings the W-2 phishing season.

    Medium impactLow effort First result in 4 weeks Risk Analyst

    First action

    Turn on DMARC aggregate reports to a monitored mailbox today.

    How to measure it

    DMARC policy

    Now
    –
    Target
    p=reject
    By
    before January 1

    Steps

    1. 1

      Collect reports

      Aggregate reports for two weeks to list every legitimate sender.

      Risk Analyst 2 weeks

    2. 2

      Fix senders

      SPF and DKIM for the marketing, support and billing tools.

      Engineering 2 days

    3. 3

      Step to quarantine

      pct=25, then 100.

      Risk Analyst 2 weeks

    4. 4

      Step to reject

      Before W-2 mailings start.

      Risk Analyst 1 day

    5. 5

      Publish "how we contact you"

      A page partners can link to when customers ask.

      Partner Support Team Lead 2 hours

    6. 6

      Fix the footer year

      The site footer still says 2024.

      Chief Growth Officer 15 minutes

    First result
    4 weeks
    Cost
    $0
    Owner
    Risk Analyst

    Smallest test

    Run quarantine at 25% for one week and read the reports.

    Why it works

    Monitor DMARC reports for two weeks, fix any legitimate senders, then step the policy to quarantine and reject before January, and add a short "how we contact you" page partners can link from their help centers.

    It closes a real impersonation path aimed at partners' customers and gives partner support a concrete answer when a phishing email appears. Enterprise security reviews also check it.

    Risks and how to handle them

    • A legitimate sender gets blocked

      Step through quarantine with reports before reject.

    Evidence

    • programmable.infoSite scan: 464 URLs, of which 325 are changelog entries, 90 blog posts, 8 ebooks and 11 partner pages; no comparison or "vs" pages; the footer copyright still says 2024; the DMARC policy is "none" (spoofed mail is not rejected); Mozilla Observatory grade B.Source
    • HiringOperations hiring: a Payroll Support Specialist and a Payroll Support Manager for corrections and amended filings, Tax Filing & Payments roles, Partner Support roles, and a Risk Analyst for payroll monitoring and fraud (account takeover, first-party fraud, impersonation).Source
  • 04

    Checkmate is free for all partners through March, and paid upgrades start in Q2. Partners that wire it into their support workflow now will pay for heavier use later; partners that never try it will not.

    High impactLow effort First result in 3 weeks Partner Growth Manager

    First action

    Pick the three most common partner support questions this quarter and run them through Checkmate to make the examples.

    How to measure it

    Partners using Checkmate weekly

    Now
    –
    Target
    60% of active partners
    By
    end of March

    Steps

    1. 1

      Pick the examples

      Three real questions per vertical (net pay change, blocked filing, payment retry).

      Partner Support Team Lead 1 day

    2. 2

      Write the kit

      Install, permissions, examples, where answers come from.

      Partner Growth Manager 1 day

    3. 3

      Send by portfolio

      Each Partner Growth Manager sends it to their partners' ops leads.

      Partner Growth Manager 2 hours

    4. 4

      Set up the top partners

      20-minute calls for the largest ten.

      Enterprise Partner Growth Manager 1 week

    5. 5

      Track usage

      Weekly active users and questions per partner.

      Staff Product Manager weekly

    6. 6

      Collect quotes

      One quote per vertical for the Q2 paid launch.

      Partner Growth Manager ongoing

    First result
    3 weeks
    Cost
    $0
    Owner
    Partner Growth Manager

    Smallest test

    Send the kit to ten partners and count who installs within a week.

    Why it works

    A one-page activation kit (Slack install, three example questions from the partner's own support queue, and how permissions work) sent by each Partner Growth Manager, with a 20-minute setup call for the top partners.

    Partner Growth Managers introduce new products to their portfolios; Checkmate answers the same blocked-filing and net-pay questions their support teams escalate. Usage during the free window is the base for Q2 revenue.

    Risks and how to handle them

    • A wrong answer on a tax question

      Lead with read-only questions and keep confirmation on every change.

    Evidence

    • Your websiteCheckmate (September 9, 2026): Check's AI agent on the Check API, live in Production and Sandbox; the full beta is free for all partners through March, then day-to-day support tasks stay free and paid upgrades cover heavier usage.Source
    • Your websiteChief Growth Officer Ian Zapolsky, "payroll for developers turned payroll for agents": Checkmate runs on Check's MCP server with the user's permissions; value in payroll is moving to the compliance engine underneath and to whoever owns the customer on top; Warp, Miter, Workstream and Homebase are named as early adopters.Source
    • HiringPartner Growth Manager: owns "a portfolio of dozens of growing startup partners"; "Build, execute, and refine Check's startup playbook, from onboarding to milestone tracking to renewal; define and track criteria for when a partner is ready to graduate to our enterprise portfolio"; surfaces patterns across the portfolio.Source
  • 05

    The site has 325 changelog entries and 90 blog posts but no comparison page, while a platform choosing an embedded payroll provider searches exactly those comparisons and ADP is publishing buyer guides for them.

    High impactLow effort First result in 6-8 weeks Chief Growth Officer

    First action

    List the ten questions partners asked about Gusto Embedded and Salsa in recent sales calls.

    How to measure it

    Partner conversations started from comparison pages

    Now
    –
    Target
    6 a month
    By
    3 months

    Steps

    1. 1

      Gather objections

      Ten recurring competitor questions from sales and partner engineering.

      Partner Engineer 2 hours

    2. 2

      Write build vs buy first

      Engineering cost, compliance, tax agencies, money movement; link the Playground numbers.

      Chief Growth Officer 1 day

    3. 3

      Write the two competitor pages

      Fact tables with sources and a fit section.

      Chief Growth Officer 2 days

    4. 4

      Review the claims

      Legal and payroll operations check every statement.

      Partner Support Team Lead 2 hours

    5. 5

      Link from solutions pages

      Vertical SaaS and Startups pages link to the comparisons.

      Chief Growth Officer 1 hour

    6. 6

      Watch search terms

      Impressions for "embedded payroll API", "Gusto Embedded alternative".

      Chief Growth Officer monthly

    First result
    6 to 8 weeks
    Cost
    $0
    Owner
    Chief Growth Officer

    Smallest test

    Publish the build vs buy page and share it in five open deals.

    Why it works

    Write three factual pages: Check vs Gusto Embedded, Check vs Salsa, and build vs buy, each with coverage, launch time (Playground and Dripos), economics questions to ask, and when Check is not the right fit.

    There is no marketing hire, so the Chief Growth Officer needs pages that sell while nobody is in the room. Buyers who reach a comparison page are late in their decision, and Check has the proof points to win it.

    Risks and how to handle them

    • Comparisons go stale

      Date each page and review quarterly.

    Evidence

    • programmable.infoSite scan: 464 URLs, of which 325 are changelog entries, 90 blog posts, 8 ebooks and 11 partner pages; no comparison or "vs" pages; the footer copyright still says 2024; the DMARC policy is "none" (spoofed mail is not rejected); Mozilla Observatory grade B.Source
    • Competitor researchEmbedded payroll directory: Gusto Embedded brings 400,000+ direct SMB customers and pre-built UI flows; Salsa covers the US and Canada in one integration; Zeal has repositioned toward staffing with earned wage access. A common model is a base fee of $35-70 per customer a month plus $6-10 per employee, with the platform keeping roughly two-thirds.Source
    • Competitor researchADP publishes buyer guidance on choosing an embedded payroll partner, so the largest payroll incumbent is courting the same platforms.Source
    • Your websiteDripos partner story: 26% higher average revenue per user after adding payroll, 50% of customers sign up for payroll, a 2-week build with Check Components and 125% net dollar retention. It is the only partner page with attach and revenue numbers; partners are grouped as Workforce Management (6), Vertical SaaS (4) and Accounting (1).Source
  • 06

    The Playground page says both "53 business days" and "75 days from signature"; the homepage says 50,000+ businesses and 1 million+ employees while Check's investor page says partners serve 250,000+ businesses and 4 million+ employees. Buyers notice.

    Medium impactLow effort First result in 1 week Chief Growth Officer

    First action

    List every public number about scale and launch time and where it appears.

    How to measure it

    Conflicting public figures

    Now
    –
    Target
    zero
    By
    1 week

    Steps

    1. 1

      Inventory the numbers

      Homepage, partner stories, investor and job pages.

      Chief Growth Officer 2 hours

    2. 2

      Define the labels

      "Businesses running payroll on Check" vs "businesses our partners serve".

      Strategic Finance Associate 1 hour

    3. 3

      Fix Playground

      One launch figure, with what it measures.

      Chief Growth Officer 15 minutes

    4. 4

      Update the homepage

      Dated numbers with labels.

      Chief Growth Officer 1 hour

    5. 5

      Ask investors to match

      Send the current figures for portfolio pages.

      Chief Growth Officer 15 minutes

    6. 6

      Refresh quarterly

      With the board numbers.

      Strategic Finance Associate quarterly

    First result
    1 week
    Cost
    $0
    Owner
    Chief Growth Officer

    Smallest test

    Fix the Playground page today.

    Why it works

    Decide which numbers are "on Check" versus "served by partners", label them that way, fix the Playground page, and add a dated "Check by the numbers" line used everywhere.

    The buyer is a product and finance team at a software company doing diligence. Consistent, labeled numbers are what make the "#1 embedded API" claim believable.

    Risks and how to handle them

    • A smaller "on Check" number looks weaker

      Show both, clearly labeled; trust beats size.

    Evidence

    • Your websiteHomepage: "Elevate your platform with payroll" and "The infrastructure behind modern payroll platforms and agents"; claims 1 million+ employees paid, 50,000+ businesses, $15 billion+ payroll processed a year and "the #1 embedded API". No pricing is shown; every CTA is a sales conversation ("Talk to our team", "Get in touch").Source
    • Your websitePlayground case study: 1 engineer and 250 engineering hours; the stat block says "53 business days to launch" while the body says "75 days from signature to launch". A Playground customer: "The moment I got the email saying 'payroll is now available on Playground,' I jumped on it."Source
    • Search resultsFunding: $119M over 4 rounds including a $75M Series C (February 2022), investors including Stripe, Thrive Capital, Index Ventures and Bedrock; 51-200 employees; "Partners collectively serve more than 250,000 businesses and over 4 million employees" on the Thrive page, against "50,000+ businesses" and "1 million+ employees" on the homepage.Source
    • Search resultsMay 2025 release: 70+ partners, more than $8 billion paid to partners' customers, and nearly $1 billion of payroll volume in Q1 2025 (3x January 2024). Wave launched full-service payroll on Check in April 2025 for 300,000+ small businesses.Source

This quarter 9

The core plays for the next three months.

  • 07

    The Partner Growth Manager is asked to define when a startup partner graduates to the enterprise portfolio. Writing the criteria down, and telling partners, turns graduation into a goal partners chase.

    High impactMedium effort First result in 1 quarter Partner Growth Manager

    First action

    Look at the last five partners that moved to enterprise and write down what they had in common.

    How to measure it

    Partners graduating to enterprise

    Now
    –
    Target
    3 a quarter
    By
    2 quarters

    Steps

    1. 1

      Study past graduates

      Volume, attach and product mix at the moment they moved.

      Partner Growth Manager 2 days

    2. 2

      Set the criteria

      Four measurable thresholds, reviewed with finance.

      Strategic Finance Associate 1 day

    3. 3

      Show progress

      Add a graduation bar to the attach scorecard.

      Partner Growth Manager 2 days

    4. 4

      Write the handoff

      A joint plan template and a three-way meeting.

      Enterprise Partner Growth Manager 1 day

    5. 5

      Run the first cohort

      Graduate the partners who already qualify.

      Partner Growth Manager 2 weeks

    6. 6

      Review results

      Retention and expansion of graduates after two quarters.

      Strategic Finance Associate quarterly

    First result
    1 quarter
    Cost
    $0
    Owner
    Partner Growth Manager

    Smallest test

    Apply the draft criteria to the current portfolio and see whether the result matches the team's intuition.

    Why it works

    Define graduation on employees paid, payroll volume, attach rate and product breadth; show each startup partner their progress in the monthly scorecard; on graduation, hand over to an Enterprise Partner Growth Manager with a written joint plan.

    It gives the two partner roles one ladder, makes the handoff predictable, and focuses the enterprise team's 5-10 partner slots on those with momentum.

    Risks and how to handle them

    • Partners feel downgraded if they miss the bar

      Frame it as earned extra support, never as a penalty.

    Builds on

    Evidence

    • HiringPartner Growth Manager: owns "a portfolio of dozens of growing startup partners"; "Build, execute, and refine Check's startup playbook, from onboarding to milestone tracking to renewal; define and track criteria for when a partner is ready to graduate to our enterprise portfolio"; surfaces patterns across the portfolio.Source
    • HiringEnterprise Partner Growth Manager: "General Manager for a portfolio of 5-10 high priority partners"; runs launch, milestone setting and renewal negotiations; "Outline mutual success metrics/KPIs with our Partners that align their and Check's revenue/growth goals"; introduces new products and features to partners.Source
    • Your websiteDripos partner story: 26% higher average revenue per user after adding payroll, 50% of customers sign up for payroll, a 2-week build with Check Components and 125% net dollar retention. It is the only partner page with attach and revenue numbers; partners are grouped as Workforce Management (6), Vertical SaaS (4) and Accounting (1).Source
  • 08

    The Enterprise Partner Growth Manager is asked to set shared KPIs that align the partner's goals with Check's. A written plan with targets for attach, launches and add-ons makes renewal a review of results.

    High impactMedium effort First result in 1 quarter Enterprise Partner Growth Man…

    First action

    Draft the plan for the largest enterprise partner and review it with their product lead.

    How to measure it

    Enterprise net revenue retention

    Now
    –
    Target
    120%+
    By
    4 quarters

    Steps

    1. 1

      Write the template

      Goals, targets, product adds, owners, review dates.

      Enterprise Partner Growth Manager 1 day

    2. 2

      Model their upside

      Their payroll revenue at target attach, using their own pricing.

      Strategic Finance Associate 1 day per partner

    3. 3

      Run the first review

      With the partner's product and finance leads.

      Enterprise Partner Growth Manager 1 week

    4. 4

      Add product roadmap items

      What Check commits to ship for them.

      Staff Product Manager 2 hours per partner

    5. 5

      Quarterly executive review

      Results against the plan.

      Enterprise Partner Growth Manager quarterly

    6. 6

      Tie it to renewal

      The renewal conversation starts from the plan.

      Enterprise Partner Growth Manager at renewal

    First result
    1 quarter
    Cost
    $0
    Owner
    Enterprise Partner Growth Manager

    Smallest test

    Run it with one enterprise partner this quarter.

    Why it works

    A two-page plan per enterprise partner: their payroll revenue goal, the attach and employees-paid targets that get there, the Check products to add (benefits, 401(k), workers' comp, Checkmate), owners on both sides and a quarterly executive review.

    Enterprise partners are few and large, so each plan moves real revenue, and renewals go faster when both sides signed the targets.

    Risks and how to handle them

    • Targets missed become leverage for discounts

      Set targets jointly and track Check's commitments too.

    Evidence

    • HiringEnterprise Partner Growth Manager: "General Manager for a portfolio of 5-10 high priority partners"; runs launch, milestone setting and renewal negotiations; "Outline mutual success metrics/KPIs with our Partners that align their and Check's revenue/growth goals"; introduces new products and features to partners.Source
    • Your websiteHomepage: "Elevate your platform with payroll" and "The infrastructure behind modern payroll platforms and agents"; claims 1 million+ employees paid, 50,000+ businesses, $15 billion+ payroll processed a year and "the #1 embedded API". No pricing is shown; every CTA is a sales conversation ("Talk to our team", "Get in touch").Source
    • Your websiteDripos partner story: 26% higher average revenue per user after adding payroll, 50% of customers sign up for payroll, a 2-week build with Check Components and 125% net dollar retention. It is the only partner page with attach and revenue numbers; partners are grouped as Workforce Management (6), Vertical SaaS (4) and Accounting (1).Source
  • 09

    The Partner Engineer is hired to lead AI adoption and estimate time to market. Check's MCP server already lets agents act through the API; a guided integration that uses it can cut weeks from the launch every new partner waits for.

    High impactMedium effort First result in 2 months Partner Engineer

    First action

    Time the last ten integrations from signature to first live payroll to set the baseline.

    How to measure it

    Median time to launch

    Now
    –
    Target
    -30%
    By
    2 quarters

    Steps

    1. 1

      Set the baseline

      Signature to first payroll for the last ten partners.

      Partner Engineer 1 day

    2. 2

      Build the starter repo

      Components, sandbox data and test cases.

      Partner Engineer 3 weeks

    3. 3

      Write agent instructions

      How a coding agent uses the MCP server safely in sandbox.

      Partner Engineer 1 week

    4. 4

      Pilot with two partners

      Pair with their engineers for the first week.

      Partner Engineer 4 weeks

    5. 5

      Measure and publish

      Launch time against baseline, with the partner's permission.

      Chief Growth Officer 1 day

    6. 6

      Make it default

      Every new integration starts from the repo.

      Partner Engineer ongoing

    First result
    2 months
    Cost
    About six weeks of partner engineering time
    Owner
    Partner Engineer

    Smallest test

    Give the starter repo to one partner starting this month.

    Why it works

    Ship a starter repo and agent instructions that use the MCP server to scaffold Components, sandbox companies and test payrolls, then measure days from signature to first live payroll for partners who use it.

    Time to launch is when Check earns nothing. Every week removed brings revenue forward and becomes a proof point for the comparison pages.

    Risks and how to handle them

    • Agents act on production data

      Sandbox only for the starter path; production keeps confirmations.

    Evidence

    • HiringPartner Engineer: the bridge between sales and partners' engineering teams, writing code alongside them and estimating time to market; "A defining responsibility of this role is leading Check's adoption of AI across our product and stack."Source
    • Your websiteChief Growth Officer Ian Zapolsky, "payroll for developers turned payroll for agents": Checkmate runs on Check's MCP server with the user's permissions; value in payroll is moving to the compliance engine underneath and to whoever owns the customer on top; Warp, Miter, Workstream and Homebase are named as early adopters.Source
    • Your websitePlayground case study: 1 engineer and 250 engineering hours; the stat block says "53 business days to launch" while the body says "75 days from signature to launch". A Playground customer: "The moment I got the email saying 'payroll is now available on Playground,' I jumped on it."Source
    • Your websiteDripos partner story: 26% higher average revenue per user after adding payroll, 50% of customers sign up for payroll, a 2-week build with Check Components and 125% net dollar retention. It is the only partner page with attach and revenue numbers; partners are grouped as Workforce Management (6), Vertical SaaS (4) and Accounting (1).Source
  • 10

    Check's partners cluster in verticals (Miter and Trayd in construction, 7shifts and Dripos in restaurants, Playground in childcare, Housecall Pro in home services), but the site sells to "Vertical SaaS" as one page.

    High impactMedium effort First result in 2 months Chief Growth Officer

    First action

    List the payroll features each vertical's partners asked for first.

    How to measure it

    Inbound partner leads from vertical pages

    Now
    –
    Target
    10 a quarter
    By
    2 quarters

    Steps

    1. 1

      Pick four verticals

      Where Check already has two or more partners.

      Chief Growth Officer 1 hour

    2. 2

      Collect the needs

      Vertical payroll requirements from partner engineering.

      Partner Engineer 2 days

    3. 3

      Get one quote each

      From the partner in that vertical.

      Enterprise Partner Growth Manager 2 weeks

    4. 4

      Write the pages

      Needs, proof, economics, integration path.

      Chief Growth Officer 1 week

    5. 5

      Compliance review

      Every regulatory statement checked.

      Partner Support Team Lead 1 day

    6. 6

      Link them

      From the homepage, partner stories and comparisons.

      Chief Growth Officer 2 hours

    First result
    2 months
    Cost
    $0
    Owner
    Chief Growth Officer

    Smallest test

    Write the restaurants page from 7shifts and Dripos and share it with three prospects.

    Why it works

    One page per vertical with the payroll needs specific to it (certified payroll and union rates, tips and tip credits, staff ratios, technician commissions), the partner proof from that vertical and the economics a software company there can expect.

    A vertical software company searches for its own problem, not "embedded payroll". Proof from a peer in the same vertical closes faster than generic claims.

    Risks and how to handle them

    • Partners object to being used as examples

      Ask first and offer co-marketing in return.

    Evidence

    • Your websiteDripos partner story: 26% higher average revenue per user after adding payroll, 50% of customers sign up for payroll, a 2-week build with Check Components and 125% net dollar retention. It is the only partner page with attach and revenue numbers; partners are grouped as Workforce Management (6), Vertical SaaS (4) and Accounting (1).Source
    • programmable.infoSite scan: 464 URLs, of which 325 are changelog entries, 90 blog posts, 8 ebooks and 11 partner pages; no comparison or "vs" pages; the footer copyright still says 2024; the DMARC policy is "none" (spoofed mail is not rejected); Mozilla Observatory grade B.Source
    • Search resultsMay 2025 release: 70+ partners, more than $8 billion paid to partners' customers, and nearly $1 billion of payroll volume in Q1 2025 (3x January 2024). Wave launched full-service payroll on Check in April 2025 for 300,000+ small businesses.Source
  • 11

    January is when payroll errors surface as corrections and amended filings, which is why Check is hiring correction specialists. Partners' support teams take the first calls.

    Medium impactMedium effort First result in January Partner Support Team Lead

    First action

    Pull last January's top partner support questions and correction requests.

    How to measure it

    January escalations per 1,000 businesses

    Now
    –
    Target
    -25%
    By
    February 15

    Steps

    1. 1

      Mine last January

      Top questions and correction causes.

      Partner Support Team Lead 1 day

    2. 2

      Write the kit

      Deadlines, answers, correction steps, Checkmate prompts.

      Partner Support Team Lead 3 days

    3. 3

      Review with tax operations

      Every answer checked.

      Tax Filing & Payments team 1 day

    4. 4

      Send in early December

      Through Partner Growth Managers.

      Partner Growth Manager 1 hour

    5. 5

      Webinar for support leads

      30 minutes, recorded.

      Partner Support Team Lead 1 day

    6. 6

      Measure in February

      Escalations against last year.

      Partner Support Team Lead 2 hours

    First result
    January
    Cost
    $0
    Owner
    Partner Support Team Lead

    Smallest test

    Send the top-ten answers to five partners this month.

    Why it works

    Before December, send partners a W-2 season kit: deadlines, the top ten end-customer questions with answers, how to request corrections, and Checkmate prompts for common lookups. Run one webinar for partner support leads.

    Fewer escalations in January protects partner trust at renewal time and lowers Check's own correction workload.

    Risks and how to handle them

    • Rules change late in the year

      Date the kit and send an update if a deadline moves.

    Builds on

    Evidence

    • HiringOperations hiring: a Payroll Support Specialist and a Payroll Support Manager for corrections and amended filings, Tax Filing & Payments roles, Partner Support roles, and a Risk Analyst for payroll monitoring and fraud (account takeover, first-party fraud, impersonation).Source
    • Your websiteCheckmate (September 9, 2026): Check's AI agent on the Check API, live in Production and Sandbox; the full beta is free for all partners through March, then day-to-day support tasks stay free and paid upgrades cover heavier usage.Source
  • 12

    Check publishes a changelog with 325 entries, but partners' product teams have to read all of it to find the two features that matter to them.

    Medium impactLow effort First result in 2 months Staff Product Manager

    First action

    Tag last month's changelog entries by vertical and action.

    How to measure it

    Partner adoption of new features within 60 days

    Now
    –
    Target
    +30% relative
    By
    2 quarters

    Steps

    1. 1

      Tag entries

      Vertical, product area and action needed.

      Staff Product Manager 2 hours a month

    2. 2

      Write the digest

      Five items, each with "what to do".

      Staff Product Manager 2 hours a month

    3. 3

      Send by vertical

      To partner product leads.

      Partner Growth Manager 30 minutes a month

    4. 4

      Track adoption

      Which partners turned each feature on.

      Staff Product Manager monthly

    5. 5

      Feed the scorecard

      Adoption appears in the partner scorecard.

      Strategic Finance Associate 1 hour

    6. 6

      Ask for feedback

      One question per issue.

      Staff Product Manager monthly

    First result
    2 months
    Cost
    $0
    Owner
    Staff Product Manager

    Smallest test

    Send one issue to ten partners and count replies and turn-ons.

    Why it works

    Each month, group changelog entries by who they help (construction, restaurants, accounting) and what the partner should do (turn on, tell customers, nothing), and send it to partner product leads.

    Partner Growth Managers are asked to introduce new products; a digest does the first pass for them, and features partners turn on are revenue Check already paid to build.

    Risks and how to handle them

    • Low readership

      Keep it to five items and send from the partner's own manager.

    Evidence

    • programmable.infoSite scan: 464 URLs, of which 325 are changelog entries, 90 blog posts, 8 ebooks and 11 partner pages; no comparison or "vs" pages; the footer copyright still says 2024; the DMARC policy is "none" (spoofed mail is not rejected); Mozilla Observatory grade B.Source
    • HiringEnterprise Partner Growth Manager: "General Manager for a portfolio of 5-10 high priority partners"; runs launch, milestone setting and renewal negotiations; "Outline mutual success metrics/KPIs with our Partners that align their and Check's revenue/growth goals"; introduces new products and features to partners.Source
    • HiringPartner Growth Manager: owns "a portfolio of dozens of growing startup partners"; "Build, execute, and refine Check's startup playbook, from onboarding to milestone tracking to renewal; define and track criteria for when a partner is ready to graduate to our enterprise portfolio"; surfaces patterns across the portfolio.Source
  • 13

    Check sells health benefits, 401(k), workers' comp and accounting integrations, but partner stories only talk about payroll. Every live partner is a cross-sell that needs no new integration of the business relationship.

    High impactMedium effort First result in 1 quarter Enterprise Partner Growth Man…

    First action

    List which live partners have no add-on yet and the size of their employer base.

    How to measure it

    Partners with an add-on live

    Now
    –
    Target
    +10
    By
    2 quarters

    Steps

    1. 1

      Rank fit

      Add-on fit by partner vertical and employer size.

      Strategic Finance Associate 2 days

    2. 2

      Pick one per plan

      Add one add-on goal to each mutual success plan.

      Enterprise Partner Growth Manager 1 week

    3. 3

      Build the module

      An in-app card partners can drop in.

      Staff Product Manager 3 weeks

    4. 4

      Write the partner economics

      What the partner earns per enrolled employer.

      Strategic Finance Associate 2 days

    5. 5

      Launch with two partners

      Measure enrollment for 60 days.

      Enterprise Partner Growth Manager 2 months

    6. 6

      Roll out

      To the startup portfolio through the scorecard.

      Partner Growth Manager ongoing

    First result
    1 quarter
    Cost
    About three weeks of product work
    Owner
    Enterprise Partner Growth Manager

    Smallest test

    Offer workers' comp to two hourly-workforce partners.

    Why it works

    Rank live partners by fit for each add-on (hourly workforces for workers' comp, small employers for 401(k)), add one add-on target to each mutual success plan, and give partners an in-app module for their customers.

    Expansion inside existing partners is how Check grows with only partner growth roles open, and add-ons raise the partner's own revenue per user as Dripos's payroll did.

    Risks and how to handle them

    • Insurance and retirement products carry licensing rules

      Use the licensed providers' approved language and flows only.

    Builds on

    Evidence

    • Your websiteHomepage: "Elevate your platform with payroll" and "The infrastructure behind modern payroll platforms and agents"; claims 1 million+ employees paid, 50,000+ businesses, $15 billion+ payroll processed a year and "the #1 embedded API". No pricing is shown; every CTA is a sales conversation ("Talk to our team", "Get in touch").Source
    • HiringEnterprise Partner Growth Manager: "General Manager for a portfolio of 5-10 high priority partners"; runs launch, milestone setting and renewal negotiations; "Outline mutual success metrics/KPIs with our Partners that align their and Check's revenue/growth goals"; introduces new products and features to partners.Source
    • Your websiteDripos partner story: 26% higher average revenue per user after adding payroll, 50% of customers sign up for payroll, a 2-week build with Check Components and 125% net dollar retention. It is the only partner page with attach and revenue numbers; partners are grouped as Workforce Management (6), Vertical SaaS (4) and Accounting (1).Source
  • 14

    Check is hiring a Risk Analyst to monitor payrolls and stop account takeover, first-party fraud and impersonation. Platforms adding payroll worry about exactly those losses, and nobody in embedded payroll explains how they handle them.

    Medium impactMedium effort First result in 2 months Risk Analyst

    First action

    List the five fraud patterns the risk team stopped most often this year.

    How to measure it

    Deals citing the fraud page in security review

    Now
    –
    Target
    50% of new partners
    By
    2 quarters

    Steps

    1. 1

      Pick five patterns

      Anonymized, with how each was caught.

      Risk Analyst 2 days

    2. 2

      Agree what to publish

      Nothing that helps a fraudster; reviewed by risk leadership.

      Risk Analyst 1 day

    3. 3

      Write the page

      Patterns, shared responsibilities, checks before payouts.

      Chief Growth Officer 2 days

    4. 4

      Add to the security pack

      Linked from every review.

      Partner Engineer 1 hour

    5. 5

      Partner version

      A short article partners can adapt.

      Partner Support Team Lead 1 day

    6. 6

      Update twice a year

      New patterns, removed ones.

      Risk Analyst twice a year

    First result
    2 months
    Cost
    $0
    Owner
    Risk Analyst

    Smallest test

    Share the draft in three open security reviews.

    Why it works

    Publish the fraud patterns Check sees (anonymized), what the platform and Check each do, and the checks run before money moves, and turn it into a section of every security review pack.

    It turns a cost center into proof during diligence, and it gives partners content to reassure their own customers.

    Risks and how to handle them

    • Publishing detail helps fraudsters

      Describe patterns and controls, never thresholds or signals.

    Evidence

    • HiringOperations hiring: a Payroll Support Specialist and a Payroll Support Manager for corrections and amended filings, Tax Filing & Payments roles, Partner Support roles, and a Risk Analyst for payroll monitoring and fraud (account takeover, first-party fraud, impersonation).Source
    • Your websiteHomepage: "Elevate your platform with payroll" and "The infrastructure behind modern payroll platforms and agents"; claims 1 million+ employees paid, 50,000+ businesses, $15 billion+ payroll processed a year and "the #1 embedded API". No pricing is shown; every CTA is a sales conversation ("Talk to our team", "Get in touch").Source
    • programmable.infoSite scan: 464 URLs, of which 325 are changelog entries, 90 blog posts, 8 ebooks and 11 partner pages; no comparison or "vs" pages; the footer copyright still says 2024; the DMARC policy is "none" (spoofed mail is not rejected); Mozilla Observatory grade B.Source
  • 15

    Checkmate's day-to-day tasks stay free after March and heavier use becomes paid. The price has to be set from what partners actually did in the beta, and the Strategic Finance Associate is hired for pricing analysis.

    High impactMedium effort First result in Q2 Strategic Finance Associate

    First action

    Add usage metering by partner and task type now so the beta data exists.

    How to measure it

    Paid Checkmate partners

    Now
    –
    Target
    20% of weekly users
    By
    end of Q2

    Steps

    1. 1

      Meter usage

      Questions, changes and tasks per partner.

      Staff Product Manager 1 week

    2. 2

      Estimate value

      Support minutes saved per task.

      Strategic Finance Associate 1 week

    3. 3

      Draft tiers

      Free allowance and two paid tiers.

      Strategic Finance Associate 3 days

    4. 4

      Test with five partners

      Price conversations in February.

      Enterprise Partner Growth Manager 2 weeks

    5. 5

      Finalize and announce

      Thirty days before the change.

      Chief Growth Officer 1 week

    6. 6

      Review after a quarter

      Conversion and churn of usage.

      Strategic Finance Associate quarterly

    First result
    Q2
    Cost
    $0
    Owner
    Strategic Finance Associate

    Smallest test

    Ask five heavy beta users what they would pay and why.

    Why it works

    Measure beta usage per partner (questions, changes, time saved by support), define the free allowance and two paid tiers, and test willingness to pay with five partners in February.

    Getting the line between free and paid right decides whether Checkmate becomes revenue or a support cost.

    Risks and how to handle them

    • Charging cuts usage that keeps partners loyal

      Keep support basics free, as already promised.

    Builds on

    Evidence

    • Your websiteCheckmate (September 9, 2026): Check's AI agent on the Check API, live in Production and Sandbox; the full beta is free for all partners through March, then day-to-day support tasks stay free and paid upgrades cover heavier usage.Source
    • HiringCareers page: 20 open roles. Research & Development 9, Support Operations 5, General & Administrative 3 (Senior Recruiter, Strategic Finance Associate, Risk Analyst) and Sales & Marketing 3 (Enterprise Partner Growth Manager, Partner Growth Manager, Payroll Support Specialist). No marketer, AE or SDR role is open.Source
    • Your websiteChief Growth Officer Ian Zapolsky, "payroll for developers turned payroll for agents": Checkmate runs on Check's MCP server with the user's permissions; value in payroll is moving to the compliance engine underneath and to whoever owns the customer on top; Warp, Miter, Workstream and Homebase are named as early adopters.Source

Big bets 3

Larger plays that can change the trajectory.

  • 16

    Check already exposes its API to agents through an MCP server, and its CGO wrote that partners' agents, Check's agent and customers' own agents will all need a payroll system of record. That is a new buyer: agent-first back-office products.

    High impactHigh effort First result in 2 quarters Chief Growth Officer

    First action

    List the agent-first back-office startups already asking for API access.

    How to measure it

    Agent-native partners live

    Now
    –
    Target
    10
    By
    3 quarters

    Steps

    1. 1

      Define the program

      Who qualifies, sandbox rules, path to contract.

      Chief Growth Officer 2 weeks

    2. 2

      Package the MCP setup

      Docs, examples and permission patterns.

      Partner Engineer 3 weeks

    3. 3

      Publish an eval suite

      Payroll tasks an agent must pass in sandbox.

      Partner Engineer 4 weeks

    4. 4

      Recruit ten builders

      From investor portfolios and AI communities.

      Chief Growth Officer 6 weeks

    5. 5

      Set the risk rules

      Limits and reviews for agent-initiated payments.

      Risk Analyst 2 weeks

    6. 6

      Launch

      A post from the CGO with the first live builders.

      Chief Growth Officer 1 day

    First result
    2 quarters
    Cost
    About a quarter of partner engineering time
    Owner
    Chief Growth Officer

    Smallest test

    Give five agent builders sandbox keys and the MCP guide and see who reaches a test payroll.

    Why it works

    Open a developer program for agent builders: a sandbox key, MCP setup in minutes, permission patterns, an evaluation suite for payroll tasks, and a path to a partner contract once a product runs live payroll.

    It extends Check's "inventors of embedded payroll" position into the next platform shift, and the compliance engine is the part agents cannot replace.

    Risks and how to handle them

    • Agents move money wrongly

      Sandbox gates, confirmations and payment limits until a builder proves reliability.

    Builds on

    Evidence

    • Your websiteChief Growth Officer Ian Zapolsky, "payroll for developers turned payroll for agents": Checkmate runs on Check's MCP server with the user's permissions; value in payroll is moving to the compliance engine underneath and to whoever owns the customer on top; Warp, Miter, Workstream and Homebase are named as early adopters.Source
    • Your websiteCheckmate (September 9, 2026): Check's AI agent on the Check API, live in Production and Sandbox; the full beta is free for all partners through March, then day-to-day support tasks stay free and paid upgrades cover heavier usage.Source
    • HiringPartner Engineer: the bridge between sales and partners' engineering teams, writing code alongside them and estimating time to market; "A defining responsibility of this role is leading Check's adoption of AI across our product and stack."Source
  • 17

    Platforms deciding to add payroll ask the same question: what will it earn us? Check is the only company with attach and revenue data across 70+ partners and 50,000+ businesses.

    High impactHigh effort First result in Launch quarter Chief Growth Officer

    First action

    Check which benchmark cells have at least five partners behind them.

    How to measure it

    Partner deals that used the benchmark

    Now
    –
    Target
    15
    By
    2 quarters after launch

    Steps

    1. 1

      Set a privacy floor

      At least five partners per published cell.

      Strategic Finance Associate 1 day

    2. 2

      Pull the data

      Attach, ARPU lift, NDR and launch time by vertical.

      Strategic Finance Associate 3 weeks

    3. 3

      Ask partners

      Tell partners and let them opt out.

      Enterprise Partner Growth Manager 2 weeks

    4. 4

      Write and design

      Ten pages and the calculator.

      Chief Growth Officer 3 weeks

    5. 5

      Launch

      CGO post, partner co-posts and investor newsletters.

      Chief Growth Officer 1 week

    6. 6

      Refresh yearly

      Same method, new year.

      Strategic Finance Associate yearly

    First result
    Launch quarter
    Cost
    $5,000 to $10,000 for design
    Owner
    Chief Growth Officer

    Smallest test

    Publish the restaurant vertical numbers first.

    Why it works

    Publish anonymized benchmarks by vertical: attach after 6 and 12 months, revenue per user lift, net dollar retention and time to launch, with the methodology, plus a calculator that applies them to a prospect's customer base.

    It becomes the reference number in every business case for embedded payroll, with Check's name on it, and it fills the gap left by having no marketing team.

    Risks and how to handle them

    • Partners object to their data being aggregated

      Anonymize, floor every cell at five partners and offer an opt-out.

    Builds on

    Evidence

    • Search resultsMay 2025 release: 70+ partners, more than $8 billion paid to partners' customers, and nearly $1 billion of payroll volume in Q1 2025 (3x January 2024). Wave launched full-service payroll on Check in April 2025 for 300,000+ small businesses.Source
    • Your websiteDripos partner story: 26% higher average revenue per user after adding payroll, 50% of customers sign up for payroll, a 2-week build with Check Components and 125% net dollar retention. It is the only partner page with attach and revenue numbers; partners are grouped as Workforce Management (6), Vertical SaaS (4) and Accounting (1).Source
    • Your websiteHomepage: "Elevate your platform with payroll" and "The infrastructure behind modern payroll platforms and agents"; claims 1 million+ employees paid, 50,000+ businesses, $15 billion+ payroll processed a year and "the #1 embedded API". No pricing is shown; every CTA is a sales conversation ("Talk to our team", "Get in touch").Source
  • 18

    Check's site already promotes an "Ecosystem" and "Benefits & More". Turning that into a marketplace (time tracking, benefits, earned wage access, accounting) gives partners more revenue per employer without new integrations.

    High impactHigh effort First result in 3 quarters Staff Product Manager

    First action

    Ask ten partners which add-ons their customers request most.

    How to measure it

    Partners with two or more add-ons live

    Now
    –
    Target
    25%
    By
    4 quarters

    Steps

    1. 1

      Survey partners

      Most requested add-ons.

      Partner Growth Manager 2 weeks

    2. 2

      Pick five providers

      Vetted for compliance and data handling.

      Staff Product Manager 1 month

    3. 3

      Design the catalog

      In-app, white-label.

      Staff Product Manager 6 weeks

    4. 4

      Set the economics

      Revenue share for providers, partners and Check.

      Strategic Finance Associate 2 weeks

    5. 5

      Launch with three partners

      Measure enrollment.

      Enterprise Partner Growth Manager 1 quarter

    6. 6

      Open to more providers

      With a review process.

      Staff Product Manager ongoing

    First result
    3 quarters
    Cost
    About two quarters of product work
    Owner
    Staff Product Manager

    Smallest test

    Broker one add-on manually for two partners.

    Why it works

    Let vetted providers list add-ons that work on Check data, with one contract, a revenue share and an in-app catalog partners can expose to their customers.

    It raises switching costs for partners, adds revenue Check does not have to build, and answers competitors such as Zeal on earned wage access through a partner.

    Risks and how to handle them

    • A provider's failure hurts Check's reputation

      Strict vetting, monitoring and the right to delist.

    Builds on

    Evidence

    • Your websiteHomepage: "Elevate your platform with payroll" and "The infrastructure behind modern payroll platforms and agents"; claims 1 million+ employees paid, 50,000+ businesses, $15 billion+ payroll processed a year and "the #1 embedded API". No pricing is shown; every CTA is a sales conversation ("Talk to our team", "Get in touch").Source
    • Competitor researchEmbedded payroll directory: Gusto Embedded brings 400,000+ direct SMB customers and pre-built UI flows; Salsa covers the US and Canada in one integration; Zeal has repositioned toward staffing with earned wage access. A common model is a base fee of $35-70 per customer a month plus $6-10 per employee, with the platform keeping roughly two-thirds.Source
    • HiringEnterprise Partner Growth Manager: "General Manager for a portfolio of 5-10 high priority partners"; runs launch, milestone setting and renewal negotiations; "Outline mutual success metrics/KPIs with our Partners that align their and Check's revenue/growth goals"; introduces new products and features to partners.Source

Wildcards 3

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

  • 19

    Check has no outbound team, so its pipeline has to be precise. A vertical software company hiring "payroll engineers" or "payroll operations specialists" is signalling a build decision that Check can still change.

    Medium impactMedium effort First result in 1 month Chief Growth Officer

    First action

    Search this week's job posts for "payroll engineer" at software companies with 20 to 500 employees.

    How to measure it

    Build-vs-buy conversations started

    Now
    –
    Target
    5 a month
    By
    1 quarter

    Steps

    1. 1

      Define the trigger

      Payroll engineering or operations roles at vertical software companies.

      Chief Growth Officer 1 hour

    2. 2

      Pull weekly

      From public job boards.

      Chief Growth Officer 1 hour a week

    3. 3

      Find the product leader

      The person who owns the payroll decision.

      Chief Growth Officer 1 hour a week

    4. 4

      Send one short note

      Build vs buy page and the launch-time proof.

      Chief Growth Officer 1 hour a week

    5. 5

      Offer a scoping call

      With a Partner Engineer.

      Partner Engineer as booked

    6. 6

      Track results

      Replies, calls and signed partners.

      Chief Growth Officer monthly

    First result
    1 month
    Cost
    $0
    Owner
    Chief Growth Officer

    Smallest test

    Send ten notes from one week of posts.

    Why it works

    Watch job boards weekly for software companies posting payroll-related engineering or operations roles, and send their product leader the build vs buy page with the Playground and Dripos numbers.

    It catches the decision before it is made, with a reason to talk that is specific and public.

    Risks and how to handle them

    • Reads as surveillance of their hiring

      Reference the public post once and lead with useful numbers.

    Builds on

    Evidence

    • HiringCareers page: 20 open roles. Research & Development 9, Support Operations 5, General & Administrative 3 (Senior Recruiter, Strategic Finance Associate, Risk Analyst) and Sales & Marketing 3 (Enterprise Partner Growth Manager, Partner Growth Manager, Payroll Support Specialist). No marketer, AE or SDR role is open.Source
    • Your websitePlayground case study: 1 engineer and 250 engineering hours; the stat block says "53 business days to launch" while the body says "75 days from signature to launch". A Playground customer: "The moment I got the email saying 'payroll is now available on Playground,' I jumped on it."Source
    • Your websiteDripos partner story: 26% higher average revenue per user after adding payroll, 50% of customers sign up for payroll, a 2-week build with Check Components and 125% net dollar retention. It is the only partner page with attach and revenue numbers; partners are grouped as Workforce Management (6), Vertical SaaS (4) and Accounting (1).Source
  • 20

    Check's investors back many vertical software companies. Payroll is one of the few add-ons with Dripos-like numbers (26% revenue per user, 125% net dollar retention), which is what boards want to hear.

    Medium impactLow effort First result in 1 quarter Chief Growth Officer

    First action

    Ask each investor for a list of their vertical software companies serving employers.

    How to measure it

    Investor-referred scoping calls

    Now
    –
    Target
    10
    By
    2 quarters

    Steps

    1. 1

      Ask for portfolio lists

      From each investor.

      Chief Growth Officer 1 week

    2. 2

      Prepare the briefing

      Ten slides with partner numbers.

      Chief Growth Officer 2 days

    3. 3

      Run the sessions

      One per investor.

      Chief Growth Officer 1 month

    4. 4

      Fast-track scoping

      Partner Engineer call within a week.

      Partner Engineer as booked

    5. 5

      Track

      Calls, pilots and signed partners.

      Chief Growth Officer monthly

    6. 6

      Repeat yearly

      With new benchmark numbers.

      Chief Growth Officer yearly

    First result
    1 quarter
    Cost
    $0
    Owner
    Chief Growth Officer

    Smallest test

    Run one briefing with one investor.

    Why it works

    Offer each investor a 30-minute briefing for their portfolio CEOs on adding payroll, with the benchmark and a fast-track scoping call for companies that are interested.

    It reaches CEOs through someone they already trust, without an outbound team.

    Risks and how to handle them

    • Stripe as an investor may have its own plans

      Keep each briefing to that investor's portfolio.

    Evidence

    • Search resultsFunding: $119M over 4 rounds including a $75M Series C (February 2022), investors including Stripe, Thrive Capital, Index Ventures and Bedrock; 51-200 employees; "Partners collectively serve more than 250,000 businesses and over 4 million employees" on the Thrive page, against "50,000+ businesses" and "1 million+ employees" on the homepage.Source
    • Your websiteDripos partner story: 26% higher average revenue per user after adding payroll, 50% of customers sign up for payroll, a 2-week build with Check Components and 125% net dollar retention. It is the only partner page with attach and revenue numbers; partners are grouped as Workforce Management (6), Vertical SaaS (4) and Accounting (1).Source
    • Your websitePlayground case study: 1 engineer and 250 engineering hours; the stat block says "53 business days to launch" while the body says "75 days from signature to launch". A Playground customer: "The moment I got the email saying 'payroll is now available on Playground,' I jumped on it."Source
  • 21

    Check works with hundreds of federal, state and local tax agencies and ships changelog entries for rules like multi-state support and child support remittance. Platforms and their customers search for these changes.

    Medium impactMedium effort First result in 2 months Staff Product Manager

    First action

    Pick the last 20 rule-related changelog entries and rewrite two as feed items.

    How to measure it

    Feed subscribers

    Now
    –
    Target
    1,000
    By
    2 quarters

    Steps

    1. 1

      Define the format

      Rule, jurisdiction, effective date, who it affects, action.

      Staff Product Manager 1 day

    2. 2

      Backfill 20 items

      From existing changelog entries.

      Staff Product Manager 1 week

    3. 3

      Review process

      Tax operations sign off every item.

      Tax Filing & Payments team ongoing

    4. 4

      Ship RSS and JSON

      For developers.

      Partner Engineer 3 days

    5. 5

      Email digest

      Monthly to partners and subscribers.

      Chief Growth Officer 1 hour a month

    6. 6

      Measure

      Subscribers and organic visits.

      Chief Growth Officer monthly

    First result
    2 months
    Cost
    $0
    Owner
    Staff Product Manager

    Smallest test

    Publish five items and share them with partners.

    Why it works

    Publish a dated feed and email of payroll rule changes by state, each with the effective date, who it affects and whether a partner needs to do anything, with an RSS and JSON version for developers.

    It builds search traffic and developer goodwill from work Check already does, and positions Check as the compliance engine its CGO says the value is moving to.

    Risks and how to handle them

    • A wrong item reads as tax advice

      Label as information, link official sources, and review every item.

    Evidence

    • Your websiteChief Growth Officer Ian Zapolsky, "payroll for developers turned payroll for agents": Checkmate runs on Check's MCP server with the user's permissions; value in payroll is moving to the compliance engine underneath and to whoever owns the customer on top; Warp, Miter, Workstream and Homebase are named as early adopters.Source
    • programmable.infoSite scan: 464 URLs, of which 325 are changelog entries, 90 blog posts, 8 ebooks and 11 partner pages; no comparison or "vs" pages; the footer copyright still says 2024; the DMARC policy is "none" (spoofed mail is not rejected); Mozilla Observatory grade B.Source
    • HiringOperations hiring: a Payroll Support Specialist and a Payroll Support Manager for corrections and amended filings, Tax Filing & Payments roles, Partner Support roles, and a Risk Analyst for payroll monitoring and fraud (account takeover, first-party fraud, impersonation).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 21 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.

More example playbooks and reviews
ProgrammableDigital

Show Check’s product working

Turn screenshots or the website into an animated product demo in its own brand, for the homepage, launch posts and outreach in this playbook.

Make a demo (opens programmable.digital 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. Check did not commission, review or endorse it, and Programmable is not affiliated with Check. 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 Check runs its business.

Something wrong, or do you represent Check? 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

    Start the attach scorecard and launch kit, activate Checkmate during the free beta, fix DMARC and the public numbers, publish comparisons, and set graduation criteria.

    Programmable can ship 1 of these in days.

  2. Days 31 to 6010 ideas

    Faster launches, vertical pages, the W-2 kit, the changelog digest, add-on attach, the fraud page and Checkmate pricing, plus the wildcards.

  3. Days 61 to 903 ideas

    Commit to the big bets on the first 60 days of evidence: payroll for agents, the annual benchmark and the add-on marketplace.

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 launching payroll fast with a small team. The most cited problem: building payroll in-house takes years of compliance work.

  • New revenue per user (Dripos: +26% ARPU, 125% net dollar retention)
  • Getting existing customers to switch payroll to the platform
  • In their words: “embedded payroll”

Market

Competitive landscape

5 competitors compared: Gusto Embedded, Salsa, Zeal, ADP and 1 more.

  • Gap to exploit: Public benchmarks for what payroll earns a platform
  • Gusto Embedded: Competes with partners for SMB payroll customers
  • Salsa: Younger, fewer large partners

Hiring signals

Check has 20 open roles: Research & Development 9, Support Operations 5, General & Administrative 3 and Sales & Marketing 3, with no marketer, AE or SDR among them.

  • Partner Growth Manager: Dozens of startup partners, a repeatable playbook and criteria for graduating to enterprise. Ideas 1, 4, 7.
  • Enterprise Partner Growth Manager: General manager for 5-10 large partners with shared revenue KPIs, launches and renewals. Ideas 2, 8, 13.
  • Partner Engineer: Bridges sales and partner engineering and leads AI adoption across the product. Ideas 9, 16.

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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