PathPilot careers
PathPilot is building an AI Career Companion to help people navigate and optimize their careers in the age of AI.
As AI transforms the workforce—displacing millions of roles while creating entirely new ones—most people are left without a clear path forward. Career tools today are outdated, generic, and not built for a world where skills shift every year and job titles evolve overnight.
At PathPilot, we're creating a personalized AI assistant that acts like a coach, strategist, resume writer, and accountability partner—all in one. Powered by LLMs, vector databases, and fine-tuned models, our product gives people real-time support on everything from goal setting and job discovery to interview prep and upskilling.
We’ve secured 7-figures in non-dilutive funding, formed key partnerships across workforce innovation and education, and are now building with real users. Our go-to-market is B2B2C, and our mission is simple: help millions of people grow, adapt, and thrive in a rapidly changing world of work.
If you’re excited by fast iteration, deep tech, and making a lasting human impact—we’d love to connect.
As AI transforms the workforce—displacing millions of roles while creating entirely new ones—most people are left without a clear path forward. Career tools today are outdated, generic, and not built for a world where skills shift every year and job titles evolve overnight.
At PathPilot, we're creating a personalized AI assistant that acts like a coach, strategist, resume writer, and accountability partner—all in one. Powered by LLMs, vector databases, and fine-tuned models, our product gives people real-time support on everything from goal setting and job discovery to interview prep and upskilling.
We’ve secured 7-figures in non-dilutive funding, formed key partnerships across workforce innovation and education, and are now building with real users. Our go-to-market is B2B2C, and our mission is simple: help millions of people grow, adapt, and thrive in a rapidly changing world of work.
If you’re excited by fast iteration, deep tech, and making a lasting human impact—we’d love to connect.
Founding Engineer, AI
Onsite or remote • Toronto • Remote (Canada)
$125k – $175k CAD • 1.0% – 5.0%3 months ago
Software Engineer
Onsite or remote • Toronto • Remote (Canada)
$100k – $130k CAD • No equityDrew Lindsay
Worked at GuruLink. Went to Queen's University. Liker of things.