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Business / GTM Co-Founder

Pilotcrew AI
San Francisco Bay Area
Full-time
AI tools:
AWS SageMaker
Azure AI
OpenSearch
Pinecone
Applications go directly to the hiring team

Full Description

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

• 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

Applications go to the hiring team directly