Chief of Staff / Executive Assistant & Operations

Prox gives equipment manufacturers AI product specialists for every product they sell -- one source-grounded expert that knows their manuals, spec sheets, parts catalogs, and support docs, then helps customers, dealers, and support teams choose, install, maintain, and troubleshoot complex equipment.

Backed by Y Combinator, Bloomberg Beta, Paul Graham, SV Angel, Burst Capital, and more.

Intro to the role

This is the operational Chief of Staff role: part executive assistant, part founder-ops lead, part company nervous system.

You are not joining to own GTM strategy. You are joining to keep the founders and the company moving at full speed without dropping payments, contracts, hiring loops, conference prep, content logistics, travel, vendor follow-up, or the operational truth inside Proxgraph.

The job is the work between "this needs to happen" and "it is done, documented, followed up, and impossible to forget."

How we operate

We run the company out of a git-based knowledge graph. Every customer meeting note. Every investor and vendor conversation. Our writing style, our voice, our positioning. Product ideas, new features, and roadmap decisions. Hiring, content, conferences, legal, operations, and customer context.

Structured, linked, versioned -- with an agent layer on top that reads, writes, syncs, briefs, and completes tasks. This is what we build for our customers: take everything a company knows about its products and make it available to an AI product specialist that never forgets and never sleeps. We do the exact same thing for ourselves.

Work culture and location

This is an in-person San Francisco role.

We operate at a 996-style founding-team cadence: roughly 9am-9pm, six days a week, in office. There will be intense conference weeks, customer travel, late-night prep, weekend work, and periods where the company needs full founder-level intensity from you.

This is not a balanced corporate operations role. It is for someone who actively wants to be inside the machine while we try to turn Prox into a generational company. If that schedule sounds incompatible with your life right now, this is not the right role.

What you'll juggle

⊹ Executive assistance -- calendar, scheduling, travel, logistics, in-person errands, founder coordination

⊹ Operations -- payments, vendors, contracts, legal packet follow-up, signatures, renewals, compliance/admin steps

⊹ Hiring operations -- candidate follow-up, interview scheduling, Ashby hygiene, challenge logistics, trial coordination

⊹ Conference prep -- attendee lists, runbooks, travel, meeting schedules, printed assets, QR/demo logistics, follow-up tracking

⊹ Content operations -- keep the LinkedIn/video/content pipeline moving, coordinate contractors, organize raw footage/assets, track what needs review

⊹ Proxgraph hygiene -- keep the operational brain clean, current, structured, and useful

⊹ Founder communication -- draft crisp emails, investor replies, candidate notes, vendor follow-ups, and internal task briefs

⊹ Light automation -- use Claude Code, Codex, scripts, APIs, and agent workflows to eliminate repeated work

The character flaw we're hiring for

You cannot do the same thing twice without immediately wanting to eliminate the second time it happens. Not from laziness -- because repetition feels like a design failure.

You think like a hacker. Every system has a seam, and if you find it, you can usually make 10x the impact with a fraction of the effort. You do not ask permission to automate. You notice the pattern and close it.

But you also have taste. Output that looks like AI slop bothers you -- be it an email, a candidate note, a conference runbook, a customer brief, or a content tracker. The aesthetic of the work matters because every output is a signal.

What we're looking for

⊹ Able to work in person in San Francisco on a 996-style cadence

⊹ Obsessively detail-oriented and caring

⊹ Comfortable in a terminal -- git, basic unix commands, Claude Code, Codex

⊹ Comfortable with APIs and automation -- you do not need to be an engineer, but you need to know how systems talk to each other

⊹ Fast learner -- productive in a new system within days

⊹ Strong writer -- natural voice, clean formatting, drafts that do not need heavy editing

⊹ Taste -- output that looks rough or reads like a bot bothers you

⊹ Systems thinker -- sees a recurring task as a design flaw, not a to-do item

⊹ High follow-through -- if you own something, founders should not need to ask twice

Bonus: prompt engineering, legal ops, recruiting coordination, event production, or content-ops experience.

Comp

⊹ $135K + 0.35% equity

⊹ $11,250 signing bonus

⊹ Full health, dental, vision

⊹ Daily meals

⊹ In-person SF, 996-style cadence

Process

Application → founder call → take-home challenge → paid work trial → offer