Senior Analyst / Founder Coach

You own coaching for a curated portfolio of the highest-potential Founders School companies. Triage is intentional: you do not coach the whole school. Guides and the core program own everyone else. You take founders already shipping who are ready for operator-coach intensity.

The job is business coaching for teenagers, not adult founder advising with soft edges. Strategy and people skills travel together: you help each founder decide what to work on next, then coach positioning, pricing, go-to-market, first hires, partnerships, and when to kill something they love — in a way a teen founder can actually hear and run with. Curriculum and tools carry what they can. You own the judgment calls they can't — the ones that turn a strong teen company into a $1M+ business.

You also help design the coaching doctrine others will run as we scale — toward 10,000 Founders School students in 10 years and 1 million+ youth entrepreneurs through additional offerings. This seat is portfolio coaching plus playbook ownership, not just a personal caseload.

You report to Nat and Cameron. You're in the room as the fund takes shape: what it backs, how it invests, and what a portfolio company needs from us.

• Coaching a small portfolio of highest-potential student founders (up to ~20 in year one) with regular 1:1s and fast async feedback — operator intensity, not volume coverage

• Helping founders choose bets that can get big: market, edge, speed to revenue, and whether this can become a $1M–$1B company

• Coaching the hard moves: positioning, pricing, go-to-market, first hires, partnerships, and clear nos

• Keeping a live read on every company in the portfolio: stage, revenue, bottleneck, next milestone; flag breakouts and stuck founders early

• Pressure-testing companies the fund may back, with investment-memo rigor

• Partnering with Nat and Cameron on fund structure and how a fund built around student companies should work — with the Alpha and Founders ecosystem behind it (EIRs, mentors, tooling, campus)

• Pulling mentors into specific student companies through workshops and office hours, not firesides

• Showing up in person: campus, Founders / Build Weekends, and elite immersions

• Building the coaching doctrine: what works, what doesn't, and what the next analyst or guide should run as we scale

• Using AI daily for prep, notes, portfolio tracking, and market research

• Running the fund. Strategy, raising, and final investment calls sit with Nat and Cameron. You're the first analyst, not the GP.

• Coaching the whole school. Triage is real.

• Installing your own playbook over ours. You coach inside the system and improve the doctrine.

• Life coaching dressed up as strategy. You're here to make the business better.

• Building the companies for them. Students are the founders.

• Remote-only desk work. Face time with founders is part of the job.

Choosing the next bet. A founder has three expansion ideas and a real pipeline. You pressure-test each against her edge and the size of the opportunity. She leaves with one bet, a 30-day test, and the kill criteria.

Repricing a bigger deal. A founder gets inbound from a multi-location buyer and wants to quote like a solo practice. You rework the structure, role-play the call, and she runs it that week.

Coaching the gap. Demand is up, quality is slipping, hours are broken. Tools flag the bottleneck; you make the hire / raise prices / fire clients call with him, then feed the pattern into the doctrine.

Friday portfolio review. You walk Nat and Cameron through the portfolio in 15 minutes, flag the breakouts, and make the case for where early checks should go.

1. $1M+ outcomes. Multiple portfolio founders hit $1M+ net profit in year one; some are clearly on larger trajectories.

2. Right bets, fast. Every founder in the portfolio is on an opportunity that can get big.

3. Doctrine that scales. What you learn becomes the playbook for 10,000 students and a much larger youth-entrepreneur machine — not locked in your head.

You help own the coaching doctrine for teenage companies aiming at $1M–$1B, at the start of a 10,000-student Founders School and a path to 1 million+ youth entrepreneurs. You get Alpha and Founders ecosystem access — EIRs, mentors, tooling, weekends, immersions — that a normal analyst seat does not. And you help build a world-class fund around founders who need support today, without waiting on a branded announcement to start.

$400,000 USD/year. Fund participation is to be determined as we develop the fund; we cover structure and economics in candidate conversations, not on this page. Relocation support is available for non-local candidates. A larger role in the fund is earned by your calls on the portfolio.

At 6 months: You know every company in the portfolio cold. Multiple founders are on clear $1M paths. Nat and Cameron trust your read on who's breaking out. The coaching doctrine has a real first draft.

At 12 months: Multiple student entrepreneurs have hit or clearly cleared $1M+ net profit. Your read is part of every investment conversation. The doctrine is sharp enough to scale. The fund is live, and this seat has grown with it.

At scale: Founders School at 10,000 students. Additional offerings reaching 1 million+ youth entrepreneurs. The coaching and capital machine you helped build is how the highest-potential founders go from ambitious teenager to category-defining company.

• A great business coach to teens. You hold a high bar with warmth and no condescension — able to push a teenage founder running real revenue and leave them sharper

• Exceptional people skills as a hard must: earn trust fast, deliver hard feedback that sticks, read the room, and hold the relationship when things get hard. This is not a soft-skills nice-to-have

• Experience at a top-tier VC firm or accelerator (a16z, Y Combinator, Floodgate, or peer) as an analyst, associate, or similar — lots of early-stage companies seen up close

• Pattern recognition you can explain: why a few companies break out, why most stall, and what to tell a founder this week

• Real strategy chops: market sizing, positioning, pricing, go-to-market, and the judgment to pick between two opportunities

• Coaching without taking over — questions that get founders to the answer, and a straight call when they need one

• Conviction that the best teenage founders can build $1M–$1B companies

• Willingness to build inside our system and improve the doctrine, not replace it with a personal playbook

• Daily AI use across your work, with receipts

• On-site in NYC (including weekends and immersions when needed); authorized to work in the US. Relocation support available for non-local candidates

• Fund structuring or fund operations experience

• Pre-seed / seed sourcing or diligence

• Operating time in an early-stage startup

• Accelerator-batch founder support

• Experience with young founders or youth entrepreneurship

• A network of founders and investors who'd take a call from a promising teenage founder

• You coach adults well but freeze, soften, or talk down when the founder is a teenager

• Your people skills are average — this seat fails without exceptional interpersonal strength

• You want to install your own founder playbook over ours

• You're an executive coach without real strategy depth

• You want remote coverage of dozens of companies and little founder face time

• You want to run the fund on day one — the bigger seat is earned

• You want to write curriculum or build tools full-time

• You don't believe a teenager's company can be a real portfolio company aiming at $1M–$1B