Executive Assistant

Executive Assistant Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance ; they join to build the company that replaces how it works. The role Harper is founder-led and operationally intense. The founders are in the details — submissions, strategy, hiring, partnerships — from 5 AM on. That intensity is how we grew 100x in a year. But every hour a founder spends rescheduling a doctor's appointment, chasing a flight for visiting family, fielding a vendor, or rebuilding a calendar that just blew up is an hour they're not building the company. This role wins those hours back. The right person in this seat doesn't just absorb the logistics — they give the founders back the one thing they can't make more of, and the company moves faster because of it. It's a blended seat. Half is executive support to two founders; half is running the workplace they operate out of. The administrative and operational work is the job — done brilliantly — not a stepping stone to something "more strategic." This is not a chief-of-staff or strategy role in disguise. If you want it to become one, this isn't the seat. On the executive side, you're the operational right hand to both founders: their calendars, their travel, and the thousand small things that make their days work — responsive before the day starts, anticipatory all the way through. On the workplace side, you own the 425 Market office end to end: the vendors, the guests, the building logistics. When the office works, it's because you made it work. What you'll do Own the founders' calendars and days. Their schedules, priorities, and the judgment calls about what moves and what doesn't (who can talk to whom, which meetings are confidential, which candidate is top-tier). When a perfectly built day detonates at 7 AM, you re-sequence it, route the right people to the right rooms, and protect the priorities — calmly. Be the early signal. The day takes shape between 5 and 6 AM. You don't have to be online 24/7, but you have the day set and ready before it starts, and you adjust on the fly when it changes. Run travel and personal logistics. Doctor's appointments, family coordination, flights and hotels for visiting family, the niece's bachelorette the principal shouldn't have to track. Personal and professional, handled with the same care. Run the office day-to-day. Own the 425 Market workplace: keep it stocked, functional, and welcoming; manage the caterer and snack vendor; own the third-party relationships that keep the place running. Own the front door and guest experience. Greet candidates, guests, and capital-firm visitors; handle building access and security registration; file building tickets so problems get fixed before anyone notices. Keep recruiting coordination moving. Reschedules, no-shows, interviewer feedback, candidate logistics — a high-volume hiring machine kept moving without friction. Keep the housing program from breaking. We house relocated employees in company units. You're not running it full-time, but you watch transitions so a move-in or a lease never becomes an emergency. What this actually looks like (real examples): It's 5:40 AM. A founder's first three meetings just collided with a flight delay for visiting family. You've already re-sequenced the morning and sent the plan before they ask. A capital-firm partner is downstairs for a 7 AM, the caterer is running late, and a conference room isn't set. You've got the guest badged and seated, the food rerouted, and the room handled — before the meeting starts. We work out of iMessage, not a ticketing system. You don't wish for Jira. You decide how the group chats get organized and make iMessage work. Who you are An experienced EA, office manager, or admin who takes real pride in the craft — energized by walking into a messy closet (or a chaotic office) and making it perfect, not embarrassed to be the one doing it. You've run an office before — vendors, guests, the physical space — and you treat it as your product, not a chore. You've supported a chaotic, high-velocity executive, ideally in finance (hedge fund, PE, a trading desk), where the calendar never stops and the bond with your principal is tight. You make mistakes, learn from them once, and keep moving — no freezing, no spiraling, no going quiet under pressure. You run toward problems: when something breaks, you fix it first and report after. A relentless prioritizer — a vendor flake, a candidate reschedule, a founder's flight, and a guest in the lobby all at once, and you know exactly what to do first. You adapt to the tools that exist instead of resisting them. Requirements: 3+ years in executive support, office management, or administrative/workplace coordination (ideally a blend of all three); proven ability to juggle calendars, travel, vendors, and a physical space at once without dropping balls; exceptional responsiveness and organization — a real operating system, not just "I'm organized"; responsive early, when the founders' day takes shape (5–6 AM); based in San Francisco, in-office at 425 Market Street. This is not a remote or hybrid role. Nice to have: EA experience supporting ex-finance founders or principals (hedge funds, PE, trading); office management, workplace, or facilities experience (you've owned a space, not just supported one); experience at an early-stage, hypergrowth startup; a track record people describe as "the person who just handled everything." The honest day-to-day This is a demanding seat — the pace is real, the volume is high, and the day can change by the hour. Not a fit if: You freeze when the volume spikes, or you go quiet and pull back when you're stressed. You need a clean job description you can audit against — "that's not my job" is a phrase you reach for. You see administrative or workplace work as beneath you, or as a stepping stone to something "more strategic." Doing it brilliantly is the job. You need a mature org with ticketing systems and formal process to function. We run on iMessage and judgment. You hear feedback as criticism instead of coaching. You gravitate only to the fun, visible parts (events, decor) and let the operational backbone slip. On hours: the team rolls in between 5:15 and 5:45 AM, and the building runs hot until 7–9 PM. You don't need to stay that late — but you do need to be responsive and proactive early, when the day is being set. Start from home and come in a little later if that's how you work best; the early responsiveness is the non-negotiable, not the late stay. Compensation & logistics Salary: $120,000–$160,000 + performance bonuses & equity Location: San Francisco, in-office at 425 Market Street. Not remote or hybrid. Schedule: Monday–Friday. Early responsiveness (5–6 AM) is the non-negotiable. Benefits: Uber commuter benefits; breakfast, lunch, and dinner provided; snacks, drinks, and coffee daily; free gym membership; health, dental, and vision insurance. To apply If you're genuinely energized by keeping everyone — and everything — on track, who takes pride in the craft and runs toward the chaos instead of away from it, we want to hear from you. Send your resume and a few sentences on why this role. Optional but encouraged: tell us about a day when everything went sideways and you were the one who held it together — what broke, what you did, and what it looked like when the dust settled.

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