Partner with our Founder/CEO Joseph (2x founder, $50MM+ raised from Tier 1 VCs like Accel + Menlo + 100s of angels) to build and run the operational engine of a fast-moving, AI-first startup.
This is the person who turns a make-or-break 12 months into a machine that keeps getting sharper. You'll take our operations from 1 to 10 - the systems, rigor, and cross-functional execution that let a tiny team punch like a company many times its size.
Two things to know up front, and if this still gets you fired up, keep reading. :)
- This is a senior individual-contributor role - you're in the work yourself, doing it, not managing a team to do it (yet)
- We're in-person 4-5 days/week at our office in the heart of Hudson Yards, NYC.
The role We're hiring a senior operator to be the operational center of gravity for the company. You'll partner directly with our Founder/CEO (Joseph), and you'll be the person who makes sure the trains run on time at a high bar - across product, engineering, GTM, community, and people.
Concretely, you will:
- Project manage every workstream. Drive execution across the whole company so ideas turn into shipped work, on time, with no dropped balls. You're the connective tissue between functions.
- Drive the engineering and product roadmap. Work shoulder-to-shoulder with our technical lead to keep eng, product, and design moving - scoping work, QA-ing on production, triaging fixes, and closing the loop - so Joseph stays focused on the highest-leverage bets.
- Run on metrics. Own the company's source of truth - the dashboards and definitions leadership steers by - and the data plumbing (PostHog, HubSpot) that keeps it honest.
- Bring operational rigor. Install the cadences, systems, and accountability a fast team needs to scale without breaking.
- Make "how we work" agent-first. Wire up the automations, agents, and pipelines that let a tiny team do the work of a much bigger one, with zero added headcount.
- Scale what works from 1 to 10. Turn operations held together by heroics today into repeatable systems.
Examples of what you'll own - The product roadmap's execution. Keep eng, product, and design in lockstep - scope, QA, ship - and own the rollout end to end.
- Product PMF sprints. Drive a product to PMF - set the goal, define the metrics, and rally the team around it week over week.
- The metrics & analytics stack. The single source of truth - dashboards, retention curves, and the automation that keeps our data systems in sync.
- The GTM & automation stack. The tools and AI workflows (N8N, Clay, HubSpot, MCPs, and whatever ships next) - standing them up with zero eng support.
- Flagship events. ELEVATE (our in-person CPO conference) and CPOHQ roundtables & dinners, end to end.
- Hiring & onboarding. Source, close, and onboard engineers, operators, and other key hires as we grow.
- + dozens more, across every function.
About you Two things make this person: the way you're wired, and the track record that proves it.
How you're wired- You're a force-of-nature operator who switches altitudes from 10,000-foot strategy to 1-foot detail without losing a step - and loves both.
- You're a barrel, not ammunition (as Keith Rabois puts it): unreasonably resourceful, self-driven, and most alive in the trenches. Hand you an ambiguous mandate and you take it from 0 to 1 to live with taste, urgency, and near-zero handholding.
- You bring militant operational discipline. You're who teams trust with the hardest, messiest, most cross-functional projects - and you make them look easy.
- And you're a pleasure to do it with. Positive, optimistic, steady under pressure.
What you bring- You can speak engineering. You don't write the code, but you can sit with eng, scope the work, QA it, and keep a roadmap moving without slowing anyone down.
- You're AI-native. AI is part of how you think and work - you've found tools and automations that 95% of your peers don't understand yet, and they make you dramatically more productive.
- You're quantitative and systems-savvy. Sharp with spreadsheets, dangerous with modern tools, and you decide from metrics, not vibes. You can ship an automation or a dashboard without waiting on eng. (Nice to have: product analytics tools like PostHog.)
And you've got the receipts. We think the right person could be one of two profiles (and we're happy to be proven wrong):
- The operator with elite training. A few years at a top consulting firm or bank (MBB / top-tier or equivalent), where you climbed fast, then moved into a startup and operated in the trenches. The rigor of a top firm, the scrappiness of a startup.
- The startup-grown generalist. You've spent your career inside high-growth startups (Series A/B/C), started junior, and earned your way up as the person who gets things done across every function.
Either way: 4-7 years as a top performer in roles that demand extreme rigor and intensity, with 12+ months (ideally more) in a scrappy 0-1 environment where you saw firsthand how engineering, product, and design actually work together.
What we believe In this era of AI, we can (and will) build a billion-dollar company with a few dozen employees. Every spot on this ship is sacred, and our hiring bar is intensely high (one bad hire costs more than an empty seat).
- We only hire the best of the best - hardworking, passionate, high-IQ, genuinely good people.
- Small teams FTW (see Metcalfe's Law).
- Outlier work ethic = outlier results. Work smart and hard - they go together.
- The bar is always rising. What's good today won't be good enough tomorrow.
- This is our moment, and we'll do whatever it takes to seize it.
