LinkedIn
LatestWorking on side projects, releasing soon.Next →

Hi, I'm Nathan.

Product Leader. I build AI-driven products, platforms, and internal tools. Ten years shipping across healthtech, SaaS, and marketplaces. Ask about real work, side projects, or how I think.

The portfolio for problem solvers.

Break down problems together.

The chat builds on your question, expands on what matters, and simplifies complexity one step at a time — grounded in 10+ years of what I actually shipped.

Tackle your toughest hiring work.

Senior PM evaluation is hard. Ask specific, weird, adversarial questions and see how I think. No polished preset answers — the knowledge base is real notes, not a résumé.

Explore what's next.

Currently running Single Fin Consulting and shipping PowSignal. Available for senior roles that need somebody who still writes code on the weekend.

How you can use this chat

Prompt
What did you actually build at Thriving Center? Walk me through the two biggest wins.
WORK.md34 kbRESUME.pdf120 kb
Thriving Center of Psychology — 2023 → 2025

Joined at $5M ARR as Head of Product. Rebuilt the patient onboarding flow, provider ops tools, and the data warehouse. By the time I left we'd hit $20M with the same headcount.

Two biggest wins — contractor payroll automation saved $100K/yr (Rippling + Airtable bridge), and AI-assisted patient intake in Tellescope cut onboarding admin by 40%, time-to-first-session by 25%.

Sources — WORK.md → thriving-center-of-psychology
Delegate · work

Ask about a specific role.

The knowledge base is grounded in real work. The model answers only from verified facts, cites sources, and refuses to invent detail it doesn't have.

Explore work →
Prompt
How do you actually use AI day-to-day as a PM?
OPINIONS.md18 kb
Less “prompt engineering,” more workflow design.

I don't use AI to skip the thinking — I use it to compress the surface area between me and a clear answer. Three places it shows up every day:

Drafting onboarding copy & state-machines next to Figma. Turning customer-interview transcripts into themes + counter-examples + follow-ups. Shipping working prototypes instead of PRDs, so eng has something concrete to react to.

Sources — OPINIONS.md · BUILDING.md
Learn · ai & automation

See how I think, not just what I've done.

The interesting work right now is wiring LLMs into real workflows — not wrapping them in a chat UI and calling it a feature.

Connect on LinkedIn →
Prompt
Tell me about PowSignal.
BUILDING.md22 kb
PowSignal — real-time powder, planned trips.

AI-driven platform for tracking fresh snow and planning ski trips around it. Public beta this season. Next.js + Supabase + a lightweight ingestion job that reads resort weather feeds and summarizes conditions in plain English.

Claude writes the summaries and helps fix the scraper when a resort quietly changes their feed format, which happens more often than you'd think.

Sources — BUILDING.md → powsignal
Create · building

What I'm shipping right now.

Building in public is the best way to stay honest about what I actually know how to do. PowSignal is the current focus; Dosable advising is the counter-balance.

Visit powsignal.com →
Prompt
What's a take you'd actually defend in a room full of PMs?
OPINIONS.md18 kb
Most roadmaps are just backlogs with a Gantt chart on top.

The roadmap theater thing drives me nuts. A date on a slide isn't a strategy. If your roadmap can't explain why you're not doing the thing right below it on the list, it's not a roadmap — it's a prioritized wish list.

The PMs I respect most spend more time saying no than writing specs. Sequencing is the job. Everything else is execution support.

Sources — OPINIONS.md → product-philosophy
Explore · ask me anything

Don't be polite about it.

Ask about hiring philosophy, what I got wrong, how I think about AI replacing PMs, what I'd do differently — whatever's actually on your mind.

Ask Nathan →
01 · Work

Where I've shipped.

2014 → now · updated 2026
2025 —
Single Fin Consulting →
Founder, Advisor & Principal PM
Independent product practice leading senior engagements with founders and CTOs — owning roadmap, MVP delivery, and early product-market-fit validation. Focused on AI-native product development, platform architecture, and operational tooling for teams without dedicated product leadership.
  • Refills.com (DTC telehealth) — Built AI-powered SMS sales agent that automated patient outreach and follow-up across the acquisition funnel, converting leads into active treatment subscribers via conversational SMS flows Read case
  • Dosable (DTC telehealth infrastructure) — Led product from concept through MVP build and first enterprise client go-live, including the layered API architecture for patient onboarding and third-party integrations; zero P0 incidents at launch, contract expansion followed
  • Robert Burke Associates (luxury retail consultancy) — Consulted on digital strategy for brands including Saks Fifth Avenue, Farm Rio, and Surf Lodge
Claude
Next.js
Supabase
2023 — 2025
Thriving Center of Psychology →
Head of Product
Owned full product surface as the company scaled from $5M to $20M ARR at flat headcount — through workflow redesign, agent-based automation, and a ground-up data infrastructure rebuild.
  • 4× revenue to $20M with flat headcount
  • Drove expansion into insurance — designed multi-entity billing architecture across state-licensed provider entities and integrated Candid Health as the unified RCM platform
  • Built bot-agent workflows that automated portal-based submission and verification for EAP and third-party payers, replacing manual entry and feeding results into the central RCM database
  • Built a Claude-powered agent system for lead intake, scoring, and provider matching across multi-state licensing — improved lead-to-conversion rates and enabled clean attribution Read case
  • Designed and shipped RAG-powered CS triage grounded in TCP's policy and knowledge base — used by CS team and client navigators to draft ticket responses with retrieved context Read case
  • $100K/yr saved via automated contractor payroll (Rippling)
  • 25% faster time-to-first-session via AI-assisted intake (Tellescope) Read case
  • Consolidated fragmented data from lead intake, CRM, clinical ops, billing, and RCM into a unified data warehouse — enabling reliable attribution, funnel tracking, and forecasting
Claude
Rippling
Tellescope
Segment
dbt
2020 — 2023
Thriving Center of Psychology →
Marketing & Founding Product Lead
First product hire. Built the product function from scratch, established the analytics framework, and drove multi-state expansion that laid the foundation for the $5M→$20M growth phase.
  • Established the product function from the ground up — sole PM for the first two years
  • Drove multi-state expansion by aligning the tech stack with business requirements at each stage
  • Built a comprehensive analytics framework; introduced attribution modeling, funnel tracking, and lead scoring
  • Modernized provider workflows and reduced tech debt, laying the foundation for the $5M→$20M growth phase
  • Led 3 internal marketing staff and managed agency relationships across paid, SEO, and creative
Webflow
Segment
Airtable
Make
2018 — 2020
Thorsun →
Head of Digital
Owned digital end-to-end for a contemporary swim label. Rebuilt commerce, paid acquisition, and email lifecycle from scratch.
  • 3× conversion lift, 3% → 9%
  • 4.3× revenue growth to $5M and expansion into international markets
  • Directed multi-channel marketing and product strategy across paid, organic, and partnerships
  • Built automations across fulfillment, inventory, and customer support
Shopify Plus
Klaviyo
Meta Ads
GA4
2016 — 2018
Thorsun →
Marketing & eCommerce Lead
Built and optimized the core ecommerce stack from early stage, establishing the channels that became the foundation for international expansion.
  • Built and optimized the core ecommerce stack from early stage
  • Established email, social, and influencer campaigns that accelerated customer acquisition
  • Created scalable growth channels that became the foundation for international expansion
Shopify
Klaviyo
GA4
2014 — 2016
Barneys New York →
Digital Manager
Merchandising, site ops, and email for barneys.com. Improved site architecture, checkout flows, and omnichannel systems.
  • Improved site architecture, checkout flows, and omnichannel systems to streamline the customer experience
  • Partnered with engineering and retail operations to synchronize inventory, reducing pickup and fulfillment errors
  • Improved sell-through rates and reduced overstock through better digital-to-inventory alignment
Demandware
ExactTarget
02 · Building

Side things, built recently.

Active + past · updated 2026
In beta

PowSignal

AI-powered ski trip planner. Watches storms across 6,000+ resorts and books the window.

ClaudeNext.jsSupabase
In beta

Ad Sensei

Chrome extension that blocks ads and trackers across the web — and uses AI to detect and skip the sponsor reads and first-party ads filter lists can't catch.

TypeScriptChrome MV3LLM
Shipped · Single Fin

Refills.com SMS Agent

AI-powered SMS sales agent for a DTC telehealth platform. Automated patient outreach and follow-up across the acquisition funnel, converting leads into active treatment subscribers.

ClaudeSMSDTC Telehealth
Shipped· 2024

Claude Lead Intake Agent

Production agent system for lead intake, scoring, and provider matching across multi-state licensing at TCP. Improved lead-to-conversion rates and enabled clean attribution at the source.

ClaudeLLMHealthtech
03 · About

A bit more about me.

New York · open to senior roles
Nathan Holt
Now
Running Single Fin Consulting. Shipping PowSignal '26 beta. Building agent systems.

I'm a product lead who still writes code on the weekend. 10+ years across healthtech, SaaS, ecommerce, and real estate — currently running Single Fin Consulting with three active engagements across DTC telehealth and luxury retail.

I like problems at the operator-product seam: domains where operational complexity and AI potential intersect. Workflow redesign, applied AI systems (lead intake agents, RAG pipelines, underwriting models, SMS sales agents), data infrastructure — consolidating fragmented operational data into something analytics and automation can actually use.

Technical depth in Python, TypeScript, React, and SQL. Designed and shipped production agent and RAG systems, and build solo end-to-end with Claude Code and Cursor. Based in New York. Open to senior IC or head-of-product roles. Happiest when I can sit next to engineering and talk to customers the same day.

Start a chatResume (PDF) ↓
◑
Need help on a project?
Contract + advisory welcome
→
Still reading? Let's talk.

There's never been a better time to hire a problem solver.

Or ask your own —
Type in the chat at the top ↑