Role: AI Program Manager

Location: Toronto, ON (Hybrid)

Duration: Contract

Skills:

- 10 to 15 years of experience in program or delivery management within large-scale technology transformation, financial services, or enterprise change programs.
- Strong stakeholder management skills, with a demonstrated ability to hold direct, candid conversations with program teams and technical leads, and to build credibility quickly across a large, distributed portfolio.
- Proven ability to manage multiple concurrent programs, prioritizing effectively and maintaining accurate situational awareness across a large and varied portfolio.
- Comfort operating independently in a vendor or staff augmentation capacity, able to take direction from an internal leader and represent the workstream credibly in day-to-day interactions.
- Financial services or large regulated enterprise experience, with an understanding of how program delivery operates inside formal governance structures.
- Practical understanding of Agile, SDLC, or technology delivery methodologies, sufficient to have credible conversations with technical program teams.

Nice to Have

- Direct experience with AI-Native SDLC, AI-assisted development tooling, or leading technology transformation programs that embed AI into delivery workflows.
- Prior experience working in a vendor delivery model supporting a major financial institution.
- Change management experience, particularly supporting adoption of new ways of working across program teams.

Responsibilities:

Stakeholder & Program Conversations

- Serve as the primary working-level point of contact for AI-DLC Leads and program teams across the Live Programs portfolio, holding regular check-ins to understand progress, blockers, and support needs.




- Run structured conversations with program teams to validate readiness across key dimensions: orchestrator embedment, scope definition, team allocation, training, tooling access, baseline capture, and sponsor engagement.
- Build trusted working relationships with program stakeholders so that issues surface early rather than at the point of crisis.

Execution Support Across the Portfolio

- Track execution progress across all active programs in the portfolio, maintaining visibility into what is on track, what is at risk, and what needs intervention.
- Support program teams in resolving day-to-day delivery obstacles, connecting them with the right resources, tooling, or guidance to keep momentum.
- Work with the Lead Operations role to ensure program status is accurately reflected in the workstream's governance and reporting artifacts.

Escalation Triage & Resolution

- Triage issues raised by program teams, resolving what can be handled at the working level and escalating only what genuinely requires the Senior Director's involvement.
- Maintain a clear escalation trail so that when an issue does reach the Senior Director, it comes with full context and a recommended path forward.
- Follow up on escalated items to confirm resolution and close the loop with the originating program team.

Coordination with AI-DLC Leads & Orchestrators

- Act as the connective tissue between the Live Programs pod and the network of AI-DLC Leads and orchestrators embedded in individual programs.
- Coordinate cross-program dependencies, surfacing conflicts or resourcing gaps that affect multiple programs at once.
- Support onboarding of new programs into the workstream as cohorts scale, ensuring recent teams understand governance expectations and reporting cadence from day one.

Thank you

Praveen [email protected]

📌 AI Program Manager (Toronto)
🏢 Themesoft
📍 Toronto