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
- AI Technical Program Manager driving AI-powered solutions within Bridgit's operations across teams. Collaborating with GTM teams to build and implement innovations in workflow automation and integrations.
Responsibilities
- Embed with GTM teams to deeply understand their workflows, pain points, and repetitive tasks - then translate those into AI-powered solutions
- Design, build, and iterate on internal Claude skills, plugins, and automations that eliminate manual work across Sales, Marketing, CS, RevOps and Product
- Identify and prioritize what to build next - work with GTM teams to surface the highest-impact automation opportunities, sequence them, and drive them to completion
- Partner with Engineering on integrations - you're comfortable writing scripts, hitting APIs, and getting your hands dirty when a skill or plugin isn't enough; for more complex integrations into existing tools, you'll work closely with Engineering to scope and ship it
- Keep the AI workspace healthy - maintain documentation, prompts, and configurations so that what's been built is discoverable and usable by the whole org, not just the person who built it
- Act as the internal AI expert and enablement lead: run demos, write guides, and coach teams on how to get the most out of AI tools
- Stay current on the rapidly evolving AI tooling landscape and bring the best of it back to Bridgit
Requirements
- Hands-on experience building with LLMs - you've shipped real things using Claude, OpenAI, or other major LLMs, not just experimented in a notebook
- Strong familiarity with the Claude ecosystem specifically: prompt engineering, the API, Claude Projects, and ideally building custom skills or MCP-based integrations
- Enough technical depth to build independently: you're comfortable with APIs, basic scripting (Python or JS), and workflow automation tools (Zapier, Make, or similar)
- Experience working with or inside GTM teams - you understand how Sales and CS actually operate, not just in theory
- A product mindset: you think in terms of user problems and outcomes, not just features and demos
- Strong communicator - you can translate between "here's what the AI can do" and "here's what that means for your workflow" without losing either audience.
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