Sr Engineering Technical Program Manager - Internal Platform Infrastructure (Winnipeg)
About The Technical Program Management Team
Technical Program Management partners with engineering and teams across the business to drive discovery, prioritization, implementation, improvement, and ongoing management of high‑impact technical solutions and programs.
About The Role
This role owns the Internal Platform Infrastructure program, driving the platform and integration layer that powers Thumbtack's operational teams while coordinating across IT infrastructure on identity, security, and enterprise tooling initiatives. You'll partner closely with Engineering, Security, IT, Procurement, Data, HR, and business stakeholders across Commercial Operations, Sales, Service, and Trust & Safety.
This is not just a status‑tracking TPM role – it's a highly technical, strategic, AI‑forward delivery leader behind the technology that propels the company’s internal tooling. The right person can participate credibly in architecture and solution design conversations, drive vendor and cross‑functional decisions to closure, navigate input and visibility expectations from junior to senior audiences, and keep multiple concurrent workstreams moving. On any given week, you might be unblocking an authentication migration, leading an enterprise AI tooling pilot, coordinating downstream system impacts from an org change, or driving a decision on a data and integration platform.
What You'll Do
- Drive end‑to‑end program management across our Business Applications and IT Infrastructure portfolios, from discovery and prioritization through implementation and operationalization.
- Lead architecture‑heavy platform and integration programs across a complex, highly integrated tooling stack spanning CRM, identity, telephony, automation, and data systems; drive RFCs, design reviews, and cross‑functional tradeoff discussions.
- Own vendor and third‑party technical relationships, including evaluations, pilot design, contract and renewal coordination, technical escalations, and build‑vs‑buy recommendations.
- Program manage identity, access, and security initiatives spanning SSO, SCIM, RBAC, service accounts, device trust, zero trust, and compliance tooling rollouts.
- Drive enterprise AI platform evaluation and deployment, including LLM‑based agents, tool and skill frameworks, MCP and connector patterns, governance models, security controls, observability, and adoption tracking.
- Coordinate data and workflow infrastructure initiatives across ETL/reverse ETL, system migrations, source‑of‑truth modeling, and business‑critical integrations.
- Lead business rhythms and planning cycles for the Internal Tools Infrastructure team, overseeing OKR attainment and roadmap execution to ensure high‑impact results.
In order to be successful, you must bring
- 5+ years in Technical Program Management within infrastructure, platform, enterprise systems, or IT organizations, working across Engineering, Security, IT, Procurement, Data, HR, and business stakeholders.
- Robust technical fluency with authentication/identity patterns (SSO, SCIM, RBAC, service accounts), infrastructure concepts (AWS, IAM, Terraform), and infrastructure‑as‑code workflows.
- Experience with complex, integrated tooling stacks spanning CRM, telephony, automation, identity, and data systems, with literacy across APIs, ETL/reverse ETL, data pipelines, and source‑of‑truth modeling.
- Proven vendor management covering RFP/RFI processes, evaluations, pilots, renewals, and escalation management.
- Practical fluency in modern enterprise AI concepts, including LLMs, AI agents, tools, skills, MCP or similar connector patterns, guardrails, and governance; demonstrated habit of leveraging AI tooling to accelerate your own program management work meaningfully.
- Experience working alongside platform engineering, SRE, or infrastructure teams on API platforms, microservices, observability, or security infrastructure programs.
- Excellent written and verbal communication, with a track record of driving alignment and decisions in ambiguous environments.
Expected salary ranges
For candidates living in Ontario and British Columbia, the expected salary range for the role is currently $145,400 - $188,100.
Actual offered salaries will vary and will be based on various factors, such as calibrated job level, qualifications, skills, competencies, and proficiency for the role.
Equal Opportunity Employer
Thumbtack embraces diversity. We are proud to be an equal opportunity workplace and do not discriminate on the basis of sex, race, color, age, pregnancy, sexual orientation, gender identity or expression, religion, national origin, ancestry, citizenship, marital status, military or veteran status, genetic information, disability status, or any other characteristic protected by federal, provincial, state, or local law. We also will consider for employment qualified applicants with arrest and conviction records, consistent with applicable law.
Thumbtack is committed to working with and providing reasonable accommodation to individuals with disabilities. If you would like to request a reasonable accommodation for a medical condition or disability during any part of the application process, please contact
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