Chief Of Staff

Chief of Staff to the CEO
Firstwork is building the AI operating system for frontline labor

The companies that staff hospitals, power cities, run warehouses, and move freight still hire and onboard workers through systems built decades ago - fragmented, manual, slow

We replace that with AI agents that compress time-to-hire by up to 80% and turn compliance into real-time infrastructure.

We work with complex enterprise operators across the US and EMEA. Backed by Y Combinator, Gradient (Google’s AI fund), and leading AI investors, with offices in New York and globally.

Frontline labor powers more than half the economy. When hiring stalls, capacity collapses. We’re rebuilding that layer properly.

The Role

This is force multiplication for the CEO.
Not coordination. Not slide-making. Not “strategy support.” You ship.

You will:

Build and launch new commercial channels (including PE partnerships)
Own pricing and packaging evolution
Tighten sales, billing, and operational systems
Drive cross-functional initiatives that don’t have obvious owners
Turn ambiguity into measurable outcomes

You operate across product, GTM, marketing, and strategy.

If something is stuck, you unstick it.
If something is unclear, you clarify it.
If something matters, you own it.

What Success Looks Like (6-12 Months)

New revenue channels are live and producing results
Pricing is sharper and commercially defensible
Enterprise initiatives move faster and with less noise
Internal execution is tighter and more predictable
CEO time shifts toward external leverage, not internal coordination

Who Wins Here

You likely have:
4-8 years of experience
Time in structured environments (consulting, banking, investing)
Real operating exposure in early-stage companies (bonus points if in workforce operations, HR, or similar categories)
Strong analytical horsepower
Exceptional written clarity
Comfort with pace and imperfect information
A bias toward action over process

You prefer ownership over commentary.
You care about rebuilding the real economy; logistics, infrastructure, healthcare - not just digital funnels.
You want proximity to real decisions and real consequences.