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 5 years)

• Based in (or willing to relocate to) the Bay Area

• 5-10 years experience in AI / ML / SaaS companies (business side) or early-stage startups (0→1 or 1→10 scaling)

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

Pilotcrew AI

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Business / GTM Co-Founder