Head of Operations & People

Sanity Check

This role is in-person in San Francisco or remote; you must work in-person in San Francisco for the first 2 weeks if hired.

We can sponsor a TN Visa if you are a Canadian citizen relocating to San Francisco. We do not sponsor any other visa categories.

If you are not legally authorized to work in the U.S. and not eligible for a TN, this isn't the role.

About the Role

This isn't a "we'll hire ops when we're bigger" role. We're 10 people, growing ridiculously fast, and the things that keep a fintech company alive — bookkeeping, AP, vendor and customer contracts, partnership follow-through, hiring, insurance, banking relationships, the boring-but-fatal-if-you-miss-them parts of regulated finance — currently land on the founder's desk. They shouldn't.

We're hiring a Head of Operations & People to run the company day-to-day so the founder can stay heads-down on product and our Series A raise. You'll be the operator the rest of the company routes through. When something needs to get done that doesn't have an obvious owner, you own it.

We're not looking for a functional specialist. We're looking for the kind of person who has run ops in a small fintech before, who reads contracts without flinching, who keeps a bookkeeper honest, who can push a partnership across the finish line, who can hire a payroll provider and not just have opinions about it. A senior Swiss Army knife. The person who quietly keeps the company running while everyone else gets to focus on their job.

If you've only ever worked inside a function at a 500-person company, this isn't your role.

What You'll Actually Do

Run finance ops day-to-day. Manage the relationship with our bookkeeper and fractional accounting partners. Own the close cadence, AP, bill pay, expense workflows, and corporate card admin. Make sure nothing fails because nobody paid for it.

Own contracts end-to-end. Vendor agreements, customer agreements, NDAs, employment paperwork, partnership contracts. You'll route to outside counsel where it matters, but you'll be the one driving the document, redlining the boilerplate, and getting it signed.

Push partnerships across the finish line. Founder opens the door, you do the follow-through. Diligence packets, KYB requests, integration paperwork, scheduling, status tracking. Partnerships die in inboxes; not ours.

Build the people function from the basics up. Hiring ops, offers, onboarding, payroll, benefits, equity admin, compliance training. Pick the tools, set the rhythms, write the first versions of the policies, and make sure the team has what they need without making it bureaucratic.

Own compliance and admin. Business insurance, state registrations, banking relationships, SOC 2 program support alongside engineering, audit prep, regulatory inquiries.

Be the founder's force multiplier during the Series A. Investor scheduling, data room hygiene, diligence response coordination, closing checklist. Keep the company running so the raise doesn't slow product down.

Catch what falls. At 10 people things slip through. You're the net.

What We're Looking For

7+ years of operating experience in fintech, payments, or banking — non-negotiable. You've worked inside a regulated financial environment. You know what KYB, OFAC, BSA, and SOC 2 mean without Googling them. You've seen what a bank partner's compliance team asks for and you can produce it.

You've run ops at a small or early-stage company, not just held a seat at a big one. You know what it feels like to own five functions at once and you prefer it to specializing.

Strong with contracts — vendor, customer, employment, partnership. You can read them, redline them, push back on the bad ones, and get the rest signed. You know when to loop in outside counsel and when to just close it.

Direct experience working with bookkeepers, controllers, or fractional CFOs. You can keep the books clean, the close on schedule, and the AP queue empty. You don't need to be the accountant, but you can tell when one i