Business / GTM Co-Founder
Location: San Francisco Bay Area
Company: Pilotcrew AI
Experience: Early-stage startup experience (founder) with exposure to 0→1 or 1→10. MBA from a top-tier institution preferred, ideally completed within the last 3 years.
About Pilotcrew AI
Pilotcrew AI builds infrastructure for AI Agent Evaluation. We run automated agent evaluations, power human-in-the-loop assessments, benchmark large language models and host AI arenas for competitive testing. Our mission is to make AI agents measurable, reliable, and production-ready through structured, scalable evaluation systems.
Role Overview
We are looking for a Business / GTM Co-Founder to join the founding team and lead Pilotcrew AI’s go-to-market, revenue, and strategic growth.
This is a founding leadership role, owning everything from market positioning → enterprise sales → partnerships → fundraising support.
You will work directly with the technical founding team to scale Pilotcrew AI from early traction to a category-defining company in AI evaluation infrastructure.
Ideal Candidate Profile
• MBA from a top-tier institution (Should have completed MBA in the last 3 years)
• 5 years experience in AI / ML / SaaS companies (business side) or early-stage startups (0→1 or 1→10 scaling)
• Early in their leadership journey, with the ambition to help build and scale a company from zero to one
• Operates with a founder’s mindset—takes ownership, executes hands-on, and figures things out
Key Responsibilities
Go-To-Market & Growth
• Define and execute GTM strategy across enterprise AI teams, labs, and startups
• Build initial customer pipeline (AI labs, MLOps teams, AI safety teams)
• Drive pilot programs → conversions → long-term contracts
• Shape pricing, packaging, and revenue strategy
Sales & Partnerships
• Lead enterprise sales cycles (0 → 1 and beyond)
• Build strategic partnerships with AI companies, research labs, and infra providers
• Leverage network to unlock early adopters and design partners
Market Positioning
• Position Pilotcrew AI as the evaluation standard layer for AI systems
• Translate technical capabilities into clear business value
• Own messaging across decks, website, and investor narratives
Fundraising & Strategy
• Support fundraising (seed → Series A)
• Build investor relationships and storytelling
• Define long-term business roadmap and expansion strategy
Operations & Revenue
• Own revenue targets and growth metrics
• Build early sales, marketing, and ops functions
• Establish repeatable GTM motion
Required Skills
• Strong understanding of the AI ecosystem (LLMs, agents, infra, MLOps)
• Proven experience in GTM, sales, or business strategy
• Strong industry network (AI founders, labs, enterprise buyers)
• Experience in enterprise sales cycles or partnerships
• Ability to operate in ambiguity and move fast
Preferred Skills
• Prior founding or early-stage startup experience
• Experience in developer tools / AI infrastructure / SaaS
• Fundraising exposure
What We’re Looking For
• A builder, not just an operator
• Someone who can sell vision + close deals
• Strong bias for action and ownership
• Deep interest in shaping the future of AI systems
Why Join Us
• Be part of defining a new category: AI Evaluation Infrastructure
• Work on a $3-6B+ emerging market within a $20-30B AI ecosystem
• Founding role with significant equity ownership
• Build alongside a research-first, high-caliber technical team
We encourage you to apply only if you closely meet the core requirements outlined above, as this role demands a very specific mix of experience, mindset, and intensity.
