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Onsite or remote • Toronto+1🌐 Remote💼 Full-time🗓 2026-06-25

- Bonus

You’ve worked on early-stage teams or launched a product from scratch

In your first 30 days, you will

- Ship core feature improvements and test new LLM workflows - Implement a scalable vector search using Supabase or Pinecone - Pair with the founder to refine product and tech roadmap - Take ownership of AI tooling, prompt design, and experimentation environments

In your first 90 days, you will

- Launch new AI modules that unlock personalized career guidance - Improve our fine-tuning and RLHF workflows to drive better user outcomes - Scale our data systems to support upcoming B2B pilots - Lead key decisions around architecture and product experience

Our Hiring Process

- Intro Call – We’ll connect over a quick call to share more about PathPilot, and learn what excites you. - Tech Interview – Deep dive into your skills, system design, and AI experience. - Practical Challenge – A short async build or discussion task using your favorite AI dev environment. - Final Call – Chat with the founder and discuss team fit, product vision, and next steps. - Offer – If it feels right on both sides, we move fast. We are a mission-driven, equal opportunity employer and value building a diverse, inclusive team.

To apply

Send your GitHub, LinkedIn, or portfolio (along with anything else you think we should see) to [email protected].

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