Senior Technical Program Manager
TLDR
Lead cross-squad execution in a fast-moving SaaS engineering organization undergoing multi-track transformation, translating architecture into actionable delivery plans.
- Own end-to-end program execution across multiple engineering squads and external contractor teams, ensuring alignment on priorities and delivery timelines.
- Manage sprint planning, release coordination, and cross-team dependency tracking across parallel workstreams.
- Oversee delivery of core platform initiatives, including release cadence, maintenance-mode operations, and incident coordination.
- Translate architectural and strategic decisions into structured, executable engineering plans across squads.
- Maintain visibility of milestones across platform modernization, migration, and product development initiatives.
- Challenge and validate technical estimates with informed judgment to ensure realistic and achievable timelines.
- Coordinate contractor workflows and intake processes to ensure seamless integration with internal engineering efforts.
- Provide clear, structured updates to leadership on program status, risks, and dependencies.
- 6–10+ years of experience in Technical Program Management or engineering delivery roles in SaaS, data, or AI-driven environments.
- Proven experience managing complex, multi-track engineering programs across internal teams and external contractors.
- Strong technical fluency with the ability to understand architecture discussions and evaluate trade-offs.
- Experience supporting platform migrations, system transitions, or large-scale production changes.
- Excellent communication skills with the ability to deliver clear executive updates and detailed operational tracking.
- Strong systems thinking and ability to manage interdependent engineering workflows.
- Comfort operating in ambiguous environments where structure must be built from the ground up.
- Experience in analytics platforms, cloud environments, or data-heavy systems is a plus.
- Competitive compensation ranging from USD/CAD $120,000–$198,000 depending on experience
- Fully remote work environment across Canada and the U.S. (EST-friendly timezone preferred)
- Comprehensive health, dental, and vision insurance coverage
- Unlimited PTO and company-paid holidays
- 401(k) retirement savings plan
- Opportunity to work on high-impact AI, cloud, and platform transformation initiatives
- Exposure to modern data and AI technologies including GraphQL, GCP, and Snowflake
- High-growth environment with meaningful ownership and cross-functional influence
Requirements:
Benefits:
Benefits
Health Insurance
Comprehensive health, dental, and vision insurance coverage
growth and ownership opportunities
High-growth environment with meaningful ownership and cross-functional influence
Paid Time Off
Unlimited PTO and company-paid holidays
Remote-Friendly
Fully remote work environment across Canada and the U.S. (EST-friendly timezone preferred)
Jobgether runs the largest remote job platform, effectively linking job seekers with over 200,000 flexible and remote opportunities that match their unique skills and preferences. Our focus is on enhancing the hiring process, ensuring efficiency while prioritizing the candidate experience, particularly in the growing health and wellness sector.
- Founded
- Founded 2020
- Employees
- 11-50 employees
- Industry
- Professional Services