Senior Director, Product (Employer of Record)
Toronto, ONOyster
10+ YOE5+ MgmtOyster needs 10+ years in product management, including 5 to 7 years leading product managers, plus experience in complex B2B, fintech, HR tech or compliance. Candidates must use AI in their own work, lead through change, and communicate well with senior stakeholders.
Payroll, Regulatory compliance, Leadership, Coaching, Communication skills, Office equipment
Content Marketing Lead
Toronto, ONOyster
8+ YOECandidates need 8+ years in B2B technology content, editorial or brand journalism, a record of narratives that shaped decisions, a portfolio that earned citations, and a hands-on AI-first practice including agents, workflows and evaluation. Exceptional English editorial judgment is required.
Content marketing, Research, Leadership, Reporting, Workflow, Editing
Lead Product Manager
Toronto, ONOyster
5+ YOECandidates need 5+ years of product management, including end-to-end ownership of a complex product, and 3+ years in HR tech, payroll, benefits, hiring, compliance or another regulated B2B domain. Strong systems thinking, first-principles judgment, direct customer discovery and clear executive communication with measured impact are required.
Regulatory compliance, Payroll, Systems thinking, Communication skills, Logistics, Office equipment
Customer Success Manager (Americas)
Toronto, ONOyster
2+ YOECandidates need at least 2 years in customer success, account management or a quota-carrying role, preferably in SaaS. They need strong written and verbal English, analytical skills and cross-functional collaboration experience.
Zendesk, Asana, Notion, Slack