FirstWork

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.

Introducing Firstwork Firstwork is building AI-native workforce operations software for companies that hire, onboard, verify, train and manage large frontline workforces. Our mission is to eradicate friction from labor markets. For businesses, that means moving workers from applicant to productive up to 90% faster, with fewer manual touches and stronger compliance. For workers, it means a clearer, faster and more dignified path into paid work - less chasing, less confusion, fewer dead ends. Our Inflection We’ve 10x’d revenue in the past 6 months and are now live with major workforce operators, processing hundreds of thousands of applicants per month across the US, UK, Europe and APAC. We’re backed by Gradient (Google’s AI fund), Y Combinator, and other leading investors. The Role As we gear up for our next chapter, we’re hiring our first VP Marketing to help define the category around AI-native workforce operations. This is an executive marketing role focused on thought leadership, C-suite engagement, enterprise events and pipeline creation across frontline industries like logistics, light industrial, retail, hospitality, healthcare, staffing and Private Equity. You’ll help get the right operators, executives and investors in the room - then make Firstwork the company they associate with the future of labor markets. The Bar We’re looking for someone with exceptional taste, strong writing, real enterprise instinct and the ability to build trust with senior executives. You may come from enterprise software, vertical SaaS, founder-led GTM, frontline industries, or the PE ecosystem. Former founders, early GTM leaders and sharp operators who know how to turn insight into market gravity are especially interesting. The Details You’ll own positioning, brand, narrative, executive events, customer stories, founder-led content, vertical programs and the early marketing team. Remote-first, US Eastern time preferred. This is a high-leverage role for someone who wants to help build one of the defining companies in AI-native workforce operations. Highly competitive salary and share ownership available for the right candidate.