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AI Gateway Product Manager

Job in Winnipeg, Manitoba, R2C 0A1, Canada
Listing for: Tailscale
Full Time position Listed on 2026-11-15
Job specializations:
Salary/Wage Range or Industry Benchmark: 209000 - 296000 CAD Yearly CAD 209000.00 296000.00 YEAR

Job Description & How to Apply Below

Shape Aperture’s AI gateway strategy with strong technical fluency and customer focus at Tailscale, a fully distributed company.

As Product Manager, Aperture, you will guide an early-stage product toward becoming central to safe enterprise AI adoption. You will work with Tailscale’s co-founder and AI-native engineering team while engaging technical buyers. The work spans AI governance, security, identity, and product-market fit.

Key Responsibilities:
  • Shape Aperture’s roadmap with the co-founder and engineering team
  • Translate customer AI governance needs into product requirements
  • Balance rapid prototypes with production rigor for dependable AI software
  • Represent Aperture with customers, partners, and the community
  • Track adoption, usage, and product-market-fit metrics
Requirements:
  • Three to five years of product management experience
  • Meaningful early-stage or zero-to-one product experience
  • Experience building for IT, security, or platform teams
  • Technical fluency with Go, identity, security, and AI-agent workflows
  • Excellent written and verbal communication skills

Lead Aperture’s roadmap, customer discovery, and AI governance strategy through technical product management at Tailscale.

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