About the job Senior Product Manager — AI / LLM

We're hiring a

Senior Product Manager

to join a fast-growing Series B technology company building applied AI products. You'll be one of a small number of PMs working directly with the CTO, owning a new AI-driven product line from early discovery and proof-of-concept through launch and deployment. What You'll Do

Own products from

inception through deployment Define product strategy, roadmap, requirements, and success metrics Work closely with engineering, design, sales, marketing, and customers Lead development of

AI/LLM-based, document-heavy, data-rich products Translate complex customer problems into scalable product solutions Establish KPIs and use data to measure product performance Work directly with enterprise customers throughout discovery, testing, and launch Operate with a high degree of ownership and autonomy in a fast-moving startup environment What We're Looking For

5–10 years of Product Management experience Experience at

growth-stage startups Proven experience taking products from

idea/inception through launch and deployment Strong

data literacy





and ability to define and understand product metrics Comfortable working with complex, data-heavy products Strong ownership, autonomy, and cross-functional leadership Must already be authorized to work in Canada without visa sponsorship Able to work

in office in Toronto Strongly Preferred

Experience managing

AI or LLM-based products Experience launching products for

enterprise customers Background in regulated or compliance-heavy industries such as:

Insurtech Fintech Healthtech Financial services

Experience with enterprise sales cycles Startup or founder experience Why Join

Work directly with the CTO on a lean, high-impact product team Own a new product line using applied AI to solve high-stakes insurance problems Opportunity to define both the product and its success metrics from the ground up Series B company with

$30M+ raised CA$185K–CA$220K

base comp Significant ownership and visibility across the organization

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📌 Senior Product Manager — AI / LLM (Winnipeg)
🏢 Prime Talent Recruiting
📍 Winnipeg