Technical Program Manager owning Caseware's AI roadmap and cross - functional launches. Driving predictable delivery for Canada's audit and accounting software company.
About the role
- Lead Technical Program Manager managing cross-functional integration at Waabi, an AI-driven autonomous transportation startup. Responsibilities include program execution and ensuring successful project delivery for technology innovations.
Responsibilities
- Define and maintain integrated platform program plans covering key milestones, cross-team dependencies, and ensure on-time delivery.
- Ensure all stakeholder inputs are captured and integrated into program plans before design commitments lock in.
- Build and enforce dependency maps across Hardware, Software, Systems and Safety, and Ops, identify the critical path, and ensure every dependency has an owner and an ETA.
- Own reporting into executive forums. Surface risks early with data-backed Path to Green options, not just status updates.
- Track system VnV and overall test campaigns, ensuring test coverage, sign-off readiness, and milestone alignment across teams.
- Build cross-functional roadmaps that give hardware, software, and autonomy a shared line of sight on interdependencies and sequencing.
- Champion tools to capture the single source of truth for program work, ensuring consistency across programs.
- Build scalable tracking mechanisms and systematic processes that work at fleet scale.
- Technical breadth. Ask the right questions, spot unrealistic assumptions in a plan, and know when a dependency is a real blocker versus a process gap. You can engage with engineers across hardware, embedded software, autonomy, and safety without needing to be a domain expert in any one area.
- Self-starter who builds processes from scratch. Build processes and iterate based on what actually works and impose structure without creating overhead.
- Cross-functional influencer. Work on highly cross functional programs spanning embedded software, onboard software, hardware, autonomy, safety, and operations.
- Risk-first mindset. Surface problems early, escalate without hesitation, and always arrive with options. You can dive deep and bring clarity to status updates and a Path to Green.
- Comfort with ambiguity. Thrive in bringing clarity and structure to ambiguity and convert ambitious goals into programs with hard success criteria, DRIs, and trackable milestones.
Requirements
- 6+ years of technical program management experience, with a strong focus on cross-functional hardware, software and systems integration programs.
- Demonstrated experience working across teams with meaningfully different development cadences (e.g., robotics, autonomous vehicles, industrial automation, IoT, or defense systems).
- Proven ability to build cross-functional program structure from scratch: dependency maps, risk registries, executive reporting, and milestone tracking.
- Strong written and verbal communication. You can write a crisp one-pager for an executive audience and facilitate a working-level dependency review with engineers in the same week.
- Experience in autonomous vehicles, robotics, or advanced driver-assistance systems (ADAS).
- Hands-on experience with program tracking tools like Jira, Asana and Microsoft Project.
- Demonstrated use of AI tools to improve program visibility, reduce manual overhead, or accelerate decision-making.
- Familiarity with embedded systems and software development and the constraints that come with it.
- Familiarity with ML development workflows and an understanding of how model iteration cadences interact with hardware and software delivery timelines. Experience working alongside ML or AI research teams in a program capacity is a plus.
- Experience establishing or scaling a triage process for field issues across engineering teams.
- Background in systems engineering, computer engineering, electrical engineering, or a related technical discipline.
Benefits
- Competitive compensation and equity awards.
- Health and Wellness benefits encompassing Medical, Dental and Vision coverage (for full-time employees only).
- Unlimited Vacation.
- Flexible hours and Work from Home support.
- Daily drinks, snacks and catered meals (when in office).
- Regularly scheduled team building activities and social events both on-site, off-site & virtually.
- As we grow, this list continues to evolve!
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