Technical Program Manager (TPM) (m/f/d) | Remote (within ±1 hour of Toronto)

Start: ASAP / by agreement

Duration: Long-term project (multi-quarter)

Workload: Full-time

Location: Remote (within ±1 hour of Toronto)

Remote: 100% remote possible, occasional workshops if required

Languages: English (fluent)

Responsibilities

• Own and drive end-to-end delivery of complex technical programs, from initial structuring through successful execution
• Translate ambiguous or incomplete inputs into a clear delivery plan, including workstreams, milestones, and critical path
• Coordinate multiple teams and cross-team dependencies across multi-squad environments
• Lead multi-quarter programs, ensuring alignment across product, engineering, and business stakeholders
• Drive decision-making processes and maintain strong stakeholder communication at both engineering and executive levels
• Ensure transparent delivery progress through measurable reporting and clear status updates
• Establish and maintain core program governance artifacts, including RAID tracking, dependency mapping, and decision logs
• Manage release planning and delivery sequencing across teams
• Maintain a single source of truth documentation for program progress, risks, and decisions
• Engage with engineering teams on APIs, integrations, architecture constraints, and delivery risks (no hands-on coding required)

Must-haves

• Extensive experience in Technical Program Management, Technical Delivery, or Program Leadership
• 8–12+ years of total professional experience, including 3–6+ years leading complex technical programs
• Proven track record of managing multi-squad programs across multiple quarters
• Strong experience in program setup, governance, and delivery execution
• Hands-on experience with program management artifacts such as RAID logs, dependency tracking, and decision logs
• Ability to identify, manage, and mitigate delivery risks and cross-team dependencies
• Strong technical fluency to engage with engineering teams on APIs, integrations, and architecture constraints
• Clear and structured communication style with the ability to simplify complex topics
• Experience in platform or marketplace environments is a strong plus
• Strong sense of ownership, including proactive decision-making, scope management, and delivering measurable outcomes

______

Please include brief answers to the following questions in your application (based on a recent example from the last 12–18 months).

1. End-to-End Delivery

Describe one technical program you delivered end-to-end (workstreams, key milestones, what shipped and when).

2. Program Governance

How did you run program governance? Which artifacts did you use (e.g., RAID, dependency map, decision log)?

3. Scope Management

Share an example where you cut scope or said “no.” What was the trade-off and what was delivered instead?