Top Tech Jobs & Startup Jobs in Toronto

Lead the vision, strategy, and execution of Oyster’s Employer of Record product across onboarding, payroll, benefits, compliance, and offboarding. Manage and develop a multi-layered product organization, prioritize complex initiatives, and partner with Engineering, Design, Legal, Finance, and Operations. Drive AI-powered automation, scalable workflows, measurable business outcomes, and product quality across a regulated global employment platform.

Manage customer relationships, ensure satisfaction, address inquiries, conduct product demos, and collaborate with internal teams to improve customer success.

Own product vision, strategy, and execution for Hire & Onboard or Benefits. Lead discovery, prioritisation, and roadmaps; partner with Engineering and Design; coordinate cross-functional stakeholders (Legal, Compliance, Ops, GTM). Drive AI and automation use cases, embed regulatory/compliance requirements, use quantitative and qualitative data to measure impact, and improve product processes and outcomes.

Own product vision, strategy, and execution for Hire & Onboard or Benefits domain. Lead discovery, roadmap, and delivery with Engineering and Design; embed regulatory and compliance requirements; leverage AI/automation and data to improve outcomes; align cross-functional stakeholders and measure impact.

Lead Oyster's data platform and AI strategy, centralize AI initiatives into production systems, build scalable data and MLOps infrastructure, modernize knowledge architecture and semantic search, partner cross-functionally to embed AI into products and workflows, enforce tooling standards and governance, and drive organizational adoption and change management for AI-assisted operations.