Kevin Middleton
-- --°
Full-Stack Product Manager
New York, NY
"I make complex work feel simple."
🎯 ideal_match.sql SQL
~/kevin/

SELECT opportunities WHERE team.culture IN ('collaborative', 'thoughtful')

product management internal tools platforms public sector product operations marketing ops consulting

I thrive in teams that care about thoughtful collaboration and steady momentum.

What I'm Looking For

Work that spans people, process, and product.

Primary

Product Management Internal Tools Platforms Public Sector

Also

Product Operations Marketing Operations Consulting
Get in Touch
👤 kevin.vcf VCF
~/kevin/
Kevin Middleton
Cat illustration Homemade carne asada fries Kevin's cats

In my experience, teams usually know what's wrong. They just need someone willing to name it and make it safe to act on. That's usually where I start.

💡 What I Mean by "Full Stack PM"

I work across people, process, and product. I'm hands-on at every level: running meetings, cleaning up details, digging into data, or building a quick prototype. I turn messy problems into clear systems teams can own. I use AI where it removes friction or speeds things up.

Most of my best work happens between teams that don't usually talk to each other. Engineering and support. Product and marketing. I broker the agreements, bring the context, and make sure nobody's working in the dark.

Outside of work, I enjoy cooking, spending time with my cats, and getting lost in pop culture and trivia.

🧭 values.json JSON
~/kevin/

🔍 Start With Understanding

Begin with the problem, the people, and the constraints. Good outcomes start with listening.

💜 Give Grace, Get Grace

Lead with empathy. Assume good intent. People do their best work when they feel supported.

🤝 Collaboration Wins

Better ideas come from solving problems together with shared context and clear ownership.

🧡 Keep It Human

Communicate openly and kindly. Make space for people. Celebrate progress and support one another.

🏗️ Structure Without Rigidity

Bring structure to ambiguity. Create direction without extra process. Keep the work light.

✨ Make It Simple

Turn complex workflows into clear, reliable systems that people actually use.

👨🏻‍💻 experience/
~/kevin/
GridStrong

GRIDSTRONG

Energy Compliance
Director of Product Management (initially Product Advisor)
Sep 2024 — Nov 2025

Began supporting GridStrong.ai in September 2024 as a part-time Product Advisor while at HVAC.com, creating early prototypes and helping secure a $1.4M U.S. Department of Energy grant. After seed funding closed in June 2025, joined full‑time as Director of Product Management, leading product strategy, engineering, and design across the compliance automation platform. Departed after company restructuring reduced the product team.

  • Funding & Early Traction: Secured foundational funding by building early prototypes and sourcing a $1.4M DOE grant, directly contributing to $10M seed funding.
  • Product Direction: Defined early product direction through SME discovery, workflow validation, and shaping the core patterns used across the GridStrong app.
  • Workflow Delivery: Delivered core compliance workflows including model quality testing, event analysis, document linking, and automated cross‑standard tasks.
  • Regulatory Translation: Translated complex regulatory requirements into clear product plans that guided engineering and design.
  • Process & Execution: Established cross‑company processes for roadmapping, sprint cadence, QA gating, and release workflows, improving reliability and team alignment.
GridStrong DashboardGridStrong Task DashboardGridStrong Event AnalysisGridStrong MQT Workflow
Product LeadershipProcess DesignCross-Functional CollaborationSaaSEnergy ComplianceRoadmapping
HVAC.COM

HVAC.COM

Acquired by Trane Technologies May 2024
Senior PM, Growth
Feb 2024 — Jun 2025

Led product strategy, UX, and growth for HVAC.com, a homeowner platform with ~2M annual visits that connects consumers to trusted HVAC dealers nationwide. Owned the full digital funnel, from first touch to dealer handoff, driving measurable conversion gains and shaping Trane's broader digital strategy.

  • Conversion Growth: Increased conversions by launching high‑performing tools—calculators (7.3%), QuoteScore (6%), video content (3.4%), and optimized landing pages (2.3%)—each materially lifting the 0.1% baseline.
  • Platform Expansion: Expanded the product surface area with HVAC repair services, new interactive calculators, and a redesigned blog that increased depth, engagement, and lead volume.
  • Funnel Efficiency: Improved lead quality and user flow using behavioral analytics, session‑to‑install data, and user paths to refine the homeowner journey.
  • Cross‑Functional Leadership: Aligned engineering, SEO, marketing, design, and sales ops around a clear roadmap, accelerating delivery across the organization.
  • Data‑Driven Execution: Drove measurable business results through continuous testing, analytics‑led iteration, and focused UX improvements.
HVAC.COM CalculatorsHVAC.COM Replacement FunnelHVAC.COM QuoteScore Landing PageHVAC.COM Replace Landing Page
Product Lifecycle ManagementCROA/B TestingCross-Functional LeadershipData-Driven Decision Making
HURD AI

HURD AI

AI Learning Platform
Co-Founder & Product Advisor
May 2023 — Sep 2023

Shaped early product direction for an AI-powered learning platform that helped students, researchers, and professionals organize and study their notes. Led feature design, user research, and launch execution across the Mac app and web chatbot.

  • AI-Powered Features: Launched Whisper-powered on-device transcription, fast summarization, structured note organization, and a web-based chatbot for interactive study sessions.
  • User Growth: Drove 700% user growth through a ProductHunt launch supported by targeted messaging and lightweight paid campaigns.
  • User Research: Worked directly with journalists, researchers, and students to validate pain points, workflows, and privacy expectations.
  • Roadmap & Onboarding: Owned early roadmap and onboarding to improve usability, engagement, and new‑user activation across Mac and web.
  • Strategic Path: Explored funding options and team expansion; paused operations after validating demand and without the runway to scale.
HURD AI search highlightHURD AI fast summarizationHURD AI mobile web appHURD AI mobile web app detail
NLPAI-Powered AutomationGo-To-MarketData Analysis
Lever

LEVER

Acquired by Employ July 2022
Senior PM, HRIS Sync Lead
Dec 2021 — Apr 2023

Owned end-to-end development of HRIS Sync, a core enterprise integration that strengthened Lever's upmarket positioning through automation, workflow reliability, and enterprise-grade data sync.

  • HRIS Sync Launch: Launched HRIS Sync with 37% engagement in Q1, delivering org chart–aware approvals, accurate user statuses, and SCIM‑based data sync for enterprise‑grade reliability.
  • Bulk Importer: Delivered a self‑serve Bulk Candidate Importer that reduced upload times from days to minutes, cutting support and implementation workloads and enabling customers to manage large volumes on their own.
  • Enterprise Discovery: Uncovered key enterprise pain points through deep discovery with IT teams, recruiters, and admins, shaping the roadmap for Sync, provisioning, and hiring workflows.
  • Cross‑Functional Alignment: Strengthened alignment by partnering with professional services, implementation, customer success, and support to integrate real‑time feedback into product updates.
  • Upmarket Expansion: Advanced Lever's upmarket strategy by shipping enterprise‑ready features that improved hiring workflow efficiency, reduced errors, and increased customer satisfaction.
Lever HRIS Sync settingsLever HRIS user profileLever proxy approvalLever bulk candidate importer
HRIS IntegrationAPI DevelopmentQuantitative & Qualitative ResearchWorkflow Automation
Sendoso

SENDOSO

Gifting Platform
Senior PM, Core Platform & eGift
Mar 2021 — Dec 2021

Joined between Sendoso's Series B and $100M Series C to scale the eGift platform while the market window was open. eGifts were the most popular send option on the platform, representing over half of all sends in 2021. Owned eGift partnerships, catalog growth, and the operational infrastructure behind it.

  • Catalog Expansion: Doubled active eGift coverage from 800 to 1,600 options across 47 countries. Negotiated directly with vendors (Tango, XOXODAY, Gyft, NGC, TOPPS) for better terms and faster onboarding.
  • Square Partnership: Landed Square as a strategic partner, enabling personalized small business gifting in 4 major markets (U.S., Canada, Australia, and U.K.).
  • Platform Consolidation: Unified three parallel eGift redemption flows into a single experience, reducing user confusion and technical debt.
  • Fraud Prevention: Implemented two‑factor authentication and AI‑driven fraud detection, protecting gift card transactions from bot‑driven attacks.
  • Operational Efficiency: Streamlined eGift deactivation, refunds, and swaps, freeing engineering from operational tasks and speeding support resolutions.
Sendoso eGift demoSquare logo
Fraud PreventionStrategic PartnershipsMarket ExpansionSaaS PlatformRevenue Optimization
Rocket Lawyer

ROCKET LAWYER

Legal Tech
Senior PM, Core Product & Platform
Apr 2018 — Jan 2021

Led product strategy and execution for Rocket Lawyer's Platform and Legal Document teams, expanding market reach, improving mobile engagement, and diversifying revenue streams while advancing Rocket Lawyer's mission to make legal services more accessible.

  • Co‑Branded Partner Sites: Created and launched co‑branded partner sites reaching 11.5M users, which expanded Rocket Lawyer's presence in Europe and enabled configurable authentication, pricing, feature gating, and theming for enterprise partners.
  • Mobile Conversion Growth: Increased mobile gross conversions by 5% through targeted A/B testing and UX improvements for the Legal Document product line, which drives 90% of U.S. revenue.
  • eSign Experience Upgrade: Improved eSign start rates by 13% by integrating Legal Documents with RocketSign, replacing a legacy flow with a more reliable, user‑friendly experience.
  • Analytics‑Driven Optimization: Achieved record‑high conversion rates by building custom analytics tools that linked site performance to user behavior, directly informing speed and checkout improvements.
  • Cross‑Functional Alignment: Partnered across design, engineering, marketing, leadership, and enterprise teams to drive prioritization and strategic direction.
  • Market & Revenue Impact: Supported long‑term growth through initiatives that expanded market reach, strengthened funnel efficiency, and diversified revenue channels.
Covea login screenCovea onboarding processCovea document creationLegal document interview
Mobile CROAnalytics ToolsA/B TestingNew Revenue ChannelsCross-Platform Integration
Oracle

ORACLE

Social Cloud
Senior PM, Engage & Integrations
Apr 2013 — Jan 2018

Promoted to lead Oracle Social Cloud's Engage product through a full platform modernization, doubling supported social networks and shipping a year-long series of upgrades across UI, performance, and workflow design. Directed two engineering teams and a UX group across the U.S. and APAC to deliver a more global, scalable platform.

  • Global Network Expansion: Expanded social network coverage by integrating LinkedIn, Instagram, Sina Weibo, and Tumblr — doubling supported networks and addressing top customer demand.
  • Product Overhaul: Launched a full Engage product overhaul with 36 new features in 12 months, guided by beta testing, customer feedback, and UX improvements.
  • Internationalization: Internationalized the platform across 30+ languages, improving usability and accelerating adoption in EMEA and APAC regions.
  • Go‑to‑Market Leadership: Led coordinated rollouts with Customer Success, Marketing, and Sales to ensure alignment, smooth adoption, and strong market penetration.
Oracle Engage v1Oracle Engage v2
Global Product RolloutsInternationalizationSocial Media IntegrationsGo-To-Market StrategyBeta Testing
CACI International

CACI INTERNATIONAL

Public Sector
Senior Consultant
Dec 2007 — Apr 2013

Momentum Financial Management System Analyst supporting large-scale federal financial transformation across six Department of Justice component agencies (DOJ, DEA, ATF, BOP, USMS, FBI). Managed UAT strategy, deployment coordination, and triage for a system handling budgets up to $200M. Held a Top Secret security clearance.

  • Enterprise Deployment: Led UAT and deployment coordination across six federal agencies, ensuring system reliability for critical financial operations.
  • Triage Leadership: Managed a 10-person triage team during system go-lives, resolving production issues in real time across global stakeholder groups.
  • Stakeholder Management: Earned the respect of stakeholders worldwide through deep system knowledge, patience, and consistent follow-through.
  • Process Design: Built training programs and internal processes that ensured teams had the information they needed to succeed during and after deployment.
Federal ConsultingFinancial SystemsUAT StrategyStakeholder ManagementTop Secret Clearance
CGI Federal

CGI FEDERAL

Public Sector
Software Engineer & QA Automation
Jan 2006 — Nov 2007

Started as a C++ software engineer on Momentum, the federal government's core financial management system. Transitioned into QA automation, building automated test suites and providing functional support for the testing team.

  • Software Development: Contributed to C++ development on Momentum, the government's enterprise financial management platform.
  • QA Automation: Built and maintained automated test suites, accelerating test coverage and improving release confidence.
  • Technical Foundation: Developed the deep technical fluency that later became a differentiator in product management roles.
C++QA AutomationSoftware EngineeringFederal Systems
📊 projects/
~/kevin/
⚙️ skills.config CONFIG
~/kevin/
📈 Strategic
Product StrategyRoadmap & VisionCompetitive AnalysiseCommerceB2BCustomer Success
👥 Leadership
Cross-FunctionalStakeholder MgmtTeam BuildingMentorshipAgile
🔬 Analytical & Research
Data-DrivenUser-CentricA/B TestingUser ResearchContinuous Improvement
⚡ Technical
AILLMCopilotsSQLAPI DevelopmentIntegrationTDDBDD

🛠️ Tools

JiraConfluenceSlackFigmaGitHubAirtableFullStoryGAMixpanelAmplitudeLookerTableauMetabaseLaunchDarklyOptimizelySplit.ioZendeskProductBoard
💬 reviews.chat CHAT
~/kevin/
Wesley Barnes · Director of Product Former Manager
Kevin possesses a unique ability to blend the art and science of Product Management seamlessly, ensuring that every initiative is meticulously executed and driven by creativity and innovation.
Emily Leahy-Thieler · Design Leader
Kevin fought for the best possible experience, and brokered agreements across PM, UX, and Engineering. His work ethic, attention to detail, and obsession with delivering great experiences earned my respect.
Christina James · Staff QA Analyst
Kevin is a top-notch PM who fights for quality products and for his team.
Matt Triplett · Product Leader Former Manager
Kevin brings structure without killing creativity, clarity without slowing momentum, and a rare ability to help teams move faster together.
📟 connect.sh SH
~/kevin/
kevin@portfolio:~$./connect.sh --method=any
Ready when you are.
🎮 games/
~/kevin/
👾 invaders.app APP
~/kevin/games/
👾 SCOPE CREEP 👾
Stakeholders are adding features. Your roadmap is doomed.
Every 👾 is a feature request. Every 💥 is you saying "no."

← → move · SPACE shoot

◀ ▶ move · AUTOFIRE on

⚡ rapid fire · 🛡️ shield · ❤️ extra life

A KevinOS Game by Kevin Middleton
I can help reduce your scope creep IRL →
🧱 tetris.app APP
~/kevin/games/
🧱 BACKLOG TETRIS 🧱
The backlog never ends. Ship what you can.
Each block is a user story. Complete rows to ship.

← → move · ↑ rotate · ↓ soft drop · SPACE hard drop

◀ ▶ move · 🔄 rotate · ⬇ drop

A KevinOS Game by Kevin Middleton
I ship features IRL too →
🐛 bugsquash.app APP
~/kevin/games/
🐛 BUG SQUASH 🐛
Ship it, they said. It'll be fine, they said.
Squash bugs, protect features. Click a feature = 2 more bugs spawn.

🐛 Squash bugs! · ✨ Don't click features!

🔥 hotfix = clear all · 🧪 coverage = slow spawns

A KevinOS Game by Kevin Middleton
I squash bugs IRL too →
🏃 runner.app APP
~/kevin/games/
🏃 ROADMAP RUNNER 🏃
Stay on track. Ship features. Dodge blockers.
Jump blockers, slide under red tape, collect wins.

SPACE/↑ jump over 🚧📋💀 · ↓ slide under 🔴

JUMP over 🚧📋💀 · SLIDE under 🔴

Collect: ✅ +10 · ⭐ +25

A KevinOS Game by Kevin Middleton
I stay on track IRL too →
🐍 snake.app APP
~/kevin/games/
🐍 REQUIREMENTS SNAKE 🐍
Just one more feature... and another... and another.
Collect requirements. Watch your backlog grow. Don't crash into it.

Arrow keys to move

Swipe or use d-pad to move

💡🎯⭐📧📊 = +10 pts & +1 backlog

A KevinOS Game by Kevin Middleton
I manage scope IRL too →
⌨️ standup.app APP
~/kevin/games/
⌨️ STANDUP SPEEDRUN ⌨️
Yesterday. Today. Blockers. Go.
Type your status updates before time runs out. No typos allowed.

Type the prompt exactly · 3 strikes you're out

Tap words in order · 3 strikes you're out

Speed + Accuracy = Score

A KevinOS Game by Kevin Middleton
I type fast IRL too →
💼 interview.app APP
~/kevin/games/
💼 INTERVIEW SURVIVAL 💼
Nobody wins. You just survive longer.
A brutally honest choose-your-own-adventure through the modern hiring process.

8 rounds · 2-3 choices each · Most lead to ruin

SANITY · CONFIDENCE · PTO DAYS

A KevinOS Game by Kevin Middleton
Based on a true story. Several, actually. →
🗃️ recipes.db DB
~/kevin/kitchen/

Recipes

SELECT * FROM recipes ORDER BY title ASC; 0 rows
# title tags servings
Loading recipes...
9:41
Open to Work New York, NY
Kevin Middleton
Full-Stack Product Manager
-- --°
Apps
Games
SYSTEM CORRUPTED

☠️ FATAL ERROR: do_not_click.exe has corrupted your system ☠️

📧Email 🤝LinkedIn 📄Resume 📅Let's Talk
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--°F New York, NY
About Me

12+ years building consumer, enterprise, and platform SaaS products.

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