Staff Product Manager

TITLE: Staff Product Manager

REPORTING TO: CTO

LOCATION: Brooklyn, NY OR Marina Del Rey, CA (Onsite Monday - Friday)

Who Is Flip?

There are 3 runaway categories in B2B AI — coding, legal, and customer support. We're at the center of the third, with a one-of-one market position and hundreds of diehard fan clients, from Under Armour to Tory Burch to some of the largest healthcare institutions in the country.

The market is dividing into two camps: generic tooling-and-FDE players building custom agents from scratch, and industry-specific solutions winning on client love due to speed of ROI. We're firmly the latter. Retail and healthcare alone represent $5B+ TAMs each, and we're still early.

We built the company on a simple idea: the best way to grow is to have a reference list as long as your customer list. We're a team of 100+ now, with offices in NYC, LA, and the UK. Many people here will tell you it's the best place they've worked and the hardest they've worked. Both are true.

What You’ll Do

You’ll work on problems like:

Automating complex customer calls (subscriptions, billing, healthcare workflows)

Designing AI agent behavior in ambiguous, multi-turn conversations

Building systems that combine voice, AI, APIs, integrations, and real time decisioning

Moving client outcomes: automation rate, resolution rate, revenue collected, retention, and ROI

Day-to-Day

Own one or more of Flip’s most complex product areas end to end, from the client problem through measurable outcome

Work directly with enterprise clients, from executives to frontline agents; watch real workflows, find the underlying problem, and push back when the requested solution isn’t the right one

Get your own answers: write SQL, call APIs directly, and use scripts, notebooks, and AI coding tools to prototype before asking engineering to productize

Run tight loops of problem → prototype → client feedback → production, measured in days, not weeks

Partner with engineers as a technical peer on architecture, integrations, evals, failure modes, latency, and reliability; debug in production alongside them

Ship as part of our WEEKLY product releases (https://flipcx.com/product-releases/)

Turn one-off client solutions into scalable product used across hundreds of brands

Build and lead a team: hire, manage, and develop PMs and Product Owners, sharpen how we make decisions, and model the builder mentality

Who You Are

8+ years of experience in product, forward deployed engineering, solutions engineering, or as a technical founder, with recent work where you personally built and shipped

You’ve owned products where success depended on getting system behavior right: AI agents, voice, LLM products, automation, integrations, or enterprise workflow software

Equally credible with clients and engineers; no one needs to translate for you in either direction

Hands on and technical: comfortable with SQL, APIs, data, and prototyping tools, and you default to doing over coordinating

You think in outcomes (revenue, retention, efficiency), not roadmaps shipped

You have stories where you went from problem to working prototype in hours or days, and from there to production

You’ve managed and grown product teams while staying hands on, and you’ve operated without a big support structure: no dedicated analyst, researcher, or program manager

You still love getting into the product, the data, and the client workflow yourself, even with years of seniority

Eager and willing to support your teammates, just like they will with you!

Nice to Have

Experience at an AI/agent, voice, or communications infrastructure company

Healthcare or commerce/CX workflow experience

Background as a Forward Deployed Engineer, Founding PM, or engineer who moved into product

Experience with evals, model quality, or telephony

More About Us

We're international, spanning the US, UK, and Canada

We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data

Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year

In office 5 days/week

#FlippinLegend

Final compensation may vary based on location, experience, and qualifications. This role is also eligible for equity, in accordance with company policy, and subject to board approval.

Compensation Range: $150,000 — $265,000 USD

Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.