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Technical Program Manager

Toronto, CA

Role:

• Senior TPM owning cross-domain program delivery for Payments & Payouts, Capital & Insurance, Monetization, and Merchant Services - orchestrating initiatives across Product, Engineering, Business, and Design that move billions in transaction volume across 190+ markets.
• 10+ years leading large-scale, cross-functional technical programs end-to-end, with strong technical fluency (system architecture, APIs, delivery risk) - must operate independently in ambiguous environments.
• Bachelor’s degree in computer science, Engineering, Business, or equivalent
• Experience collaborating with Program, Development, Technical, Corporate Operations and Sales/Marketing groups
• Proven track record of leading large-scale, cross-functional programs in a product and technology environment from conception through completion, with the ability to operate independently under ambiguous or unfamiliar circumstances with little to no guidance.
• Proven technical background — able to engage directly with engineering teams, understand system architecture, assess delivery risk, and translate technical trade-offs for business and executive partners credibly in both directions.
• Practitioner-level experience with AI and GenAI tools (including ChatGPT Enterprise, Gemini, Glean, NotebookLM, Claude Code, and custom AI agents) actively applied to accelerate program planning, documentation synthesis, and execution — not as experiments, but as repeatable operational habits.
• Proficiency in Agile methodologies and program tracking tools — Jira, Airtable, Confluence, and Google Workspace; comfortable writing queries, building dashboards, and creating templates that make program data effortless for teams; experience with Tableau, Looker or Power BI is a plus.
• Capable of leading through influence, negotiation, and information management; holding stakeholders accountable to shared goals regardless of seniority; managing multiple partners across levels proactively and clearly, and prioritizing competing demands without loss of efficiency or visibility.
• Strong executive presence and communication skills. Experience delivering presentations to steering committees. Manage blocking issue frameworks and program documentation for VP and C-suite audiences. Work with global, matrixed engineering organizations.

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