Andrew Brinkman

Fifteen years diagnosing broken products and rebuilding the systems underneath them, from a solo-built churn-attribution engine at Leap, to a vertical-SaaS retention turnaround at Buildertrend, to a $25M+ analytics business built from zero at Hudl.

Case studies

Product Signals: turning a year of churn into a ranked product roadmap

  • Retention diagnosis
  • Portable playbook
  • Evidence-gated analysis
  • Built solo

Situation: Leap's churn data said who left and how much. But 60-70% of churn dollars sat in vague CRM tags that named no product-actionable cause, and the CX team confirmed those tags were unreliable in the categories that mattered.

Role: I conceived and built Product Signals solo, from the SQL ledger to the hosted dashboard the team refreshes weekly.

Key decision: When an adversarial audit showed my first-pass AI re-attribution was only ~50% accurate, I didn't ship the plausible ranking. I rebuilt it around a frozen-evidence verification gate and a five-state "controllability" partition computed from evidence, never from thresholds.

Outcome: Every churn dollar from the trailing year is now classified, and the ranked signals carry defensible retention dollars, including the honest finding that product drives only a minority of churn.

100% Of trailing 12-month churn re-attributed
10-16% Of churn attributable to product
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Sheet
A-01
Year
2026
Rev
A

Lily: an AI receptionist, four hours from idea to working POC

  • AI product
  • Hands-on shipping
  • Unit economics
  • Design systems

Situation: For exterior contractors, a missed inbound call is a lost $10,000-40,000 job, and "we couldn't get anyone on the phone" kills leads daily. The market had validated AI front offices; Leap's CRM was the natural front door.

Role: I designed, built, and am hardening Lily myself (the design spec, the business case, and the code) as the first agent in Leap's AI front office.

Key decision: Scope voice-first to overflow and after-hours only, rejecting "answer every call": my unit-economics model showed voice margin compressing hard with volume, and in a $10-40K-lead vertical the ship bar is zero bad-call incidents, enforced by an eval harness of money-losing scenarios.

Outcome: A working proof of concept about four hours after the idea, and still moving. Lily is headed to its first real customer this week.

~4 hrs Idea to working POC
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Sheet
A-02
Year
2026
Rev
A

Buildertrend Core: fixing failure-to-launch

  • Retention turnaround
  • Operating model
  • GTM partnership
  • Vertical SaaS

Situation: Buildertrend (residential construction SaaS, ~$200M ARR, PE-backed) entered 2024 with 66% annualized logo retention in its target segment, 12% of new logos churning inside 90 days, and a new-customer experience that amounted to a blank product plus feature training.

Role: As BU head of product for Core (12 squads, ~85% of ARR), I owned the diagnosis and the fix, and embedded with the onboarding squad for a quarter to run it.

Key decision: Against real internal resistance, replace "flexible" onboarding with an opinionated, gated setup path and annual contracts: customers get actual value the first time they log in, or we've failed.

Outcome: Twelve months later: retention up seven points, early churn cut by two-thirds, and a GTM operating rhythm that outlived the project.

66% → 73% Annualized ICP logo retention, Jan 2024 to Jan 2025
12% → 4% Logo churn inside 90 days
~45 min Saved per job per week, first gen-AI workflow
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Sheet
A-03
Year
2025
Rev
A

Hudl Assist: from a rough season to a new business line

  • 0→1 product
  • Service operations
  • Pricing
  • Sports tech

Situation: Hudl's 2014-15 basketball launch fell short (upload failures, rough playback, a stats tool coaches didn't love) while a pricier competitor won by doing the analytics for teams. The COO put out a call for ideas to expand market and ARR.

Role: I was the lead PM who pitched Assist, then built and launched it: coaches send game film, Hudl returns broken-down video and stats within 24 hours.

Key decision: Stop competing on self-serve tagging tools and sell the outcome instead: a vetted operations partner (crowdsourcing rejected on quality), hard SLAs, and a $600 add-on price set to read willingness-to-pay.

Outcome: Launch season hit every goal, and Assist grew into a business line Hudl still runs today.

99.81% Of games returned in under 24 hours, launch season
15 → 54 → 65 Basketball NPS across the launch season
$25M+ ARR built during my tenure
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Sheet
A-04
Year
2015
Rev
A

Outside-in: three companies diagnosed cold

  • Cross-company diagnosis
  • Strategy under uncertainty
  • Interview cases

Situation: Three final-round interview processes (a CRE proptech platform, a school-sports media company, and a large collaboration-software company) each asked for a working session on their business.

Role: These were interview case studies, prepared cold, on companies I've never worked for, and labeled exactly as that.

Key decision: Diagnose before prescribing: each deck frames testable hypotheses (pricing structure, AI roadmap, org design, metrics model) with a 30-45 day validation plan, not answers pretended in advance.

Outcome: Three complete strategy artifacts built from public information and first-principles analysis; the gated version walks through the strongest one.

These are diagnosis exercises. Metrics are gated.

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Sheet
A-05
Year
2025-2026
Rev
A

Side builds

  • PM Shape Tool

    An interactive competency assessment for PMs and designers, built on Ravi Mehta's "What's Your Shape" framework, with a 13-axis radar chart, level benchmarking, and archetype classification for Leap's product and design team.

    • HTML
    • Chart.js
    • Python
  • FollowThrough

    A personal habit tracker covering daily top-3 tasks, goal streaks, and mood check-ins, synced with Strava and Google Calendar.

    • React
    • TypeScript
    • Supabase
  • CPW Camp Finder

    Finds open Colorado campsites across state parks and federal campgrounds in one search, ranked by drive time and site quality, with a booking link for each.

    • Python
    • Browser automation
    • Mapping
Sheet
B-01
Year
2026
Rev
A

About

Andrew has spent fifteen years turning underperforming products into growth engines, at Buildertrend (vertical SaaS construction software, Bain Capital and HGGC backed), Bonusly, Sling TV, and Hudl. He led the retention turnaround at Buildertrend, built Hudl's Assist product from zero to a $25M+ ARR business line, and delivered Sling TV's first subscriber growth since 2018. He holds an MBA from the University of Nebraska-Lincoln's Raikes School and started his career as a software engineer at IBM. He also coaches product talent, and several people he developed now run their own product organizations.