Headstart AI

Headstart AI

Staff Product Manager

New York, NY · Staff+

Sponsorship not specifiedDetected 132 days ago
Machine LearningLLMsAI OrchestrationProduct ManagementProduct StrategyWriting

About the role

  • Turn delivery learnings into internal product IP, including telemetry standards, analytics boilerplates, and agentic curriculum.
  • 8+ years of product management in B2B SaaS, enterprise AI, or applied AI/ML, with a track record owning multi-phase, multi-stakeholder engagements from scoping through production.
  • Comfortable working in AI/ML systems, including agent architectures, retrieval, evaluation pipelines, observability, LLM behavior, and the tradeoffs around model choice, latency, cost, and safety.

Responsibilities

  • Navigate complex stakeholder dynamics, build executive relationships, drive SOW expansion, and push back when it improves outcomes.

Skills

  • Exceptional writing skills, producing clear, durable strategy docs, client specs, and internal frameworks.

Compensation

  • This role offers extensive benefits, a base salary of $240,000 USD plus competitive equity compensation, 401k with employer match, fully covered medical, dental, and vision premiums, monthly wellness stipend, free lunch everyday in our NYC

Benefits

  • Lead product strategy and execution across complex enterprise engagements, from discovery through multi-SOW roadmaps and long-term platform vision.

Company info

  • At Headstart our mission is to bring companies into the age of intelligence and automate software development.
  • We are the team behind the coding agent Friday and are building frontier applied AI technologies including agent orchestration, memory, and more.
  • We specialize in solving problems with the latest LLM capabilities that deliver measurable outcomes and breakthrough results for organizations in many different industries.
  • As the technology continues to advance at an unprecedented rate, we provide companies with custom software solutions and a suite of tools to stay ahead of the intelligence curve.
  • We are a lean, high-velocity team that ships breakthrough AI capabilities at startup speed.
  • We work directly with our users, iterate rapidly, and measure success by the real-world impact we create for our clients.
  • We believe that simplicity and product fundamentals are more important than ever in an AI driven world.
  • While this position is listed as hybrid in NYC or Toronto, we are open to considering fully remote candidates based in the US or Canada for the right fit.

This listing is sourced directly from Headstart AI's careers page and normalized into a canonical job model.