Technical Program Manager

This is a fully remote position, open to applicants in Canada, +1 more country.

📋 Description

• Take full responsibility for the comprehensive delivery of large-scale AI, digital, and cloud transformation initiatives valued at $10M and above, spanning from strategy and roadmap development to launch and realization of business value.

• Decompose intricate programs into manageable workstreams with distinct ownership, sequencing, and dependencies.

• Oversee schedules across multiple Agile teams operating concurrently and uphold an integrated project plan.

• Establish program-level KPIs and governance while reporting on program health concerning scope, timeline, budget, and quality.

• Connect business requirements with technical solutions and assist in steering technical direction.

• Facilitate discussions on engineering and architecture and break down technical challenges into actionable solutions.

• Contribute to the creation of technical documentation and set documentation standards.

• Manage the AI Development Life Cycle at the program level.

• Set standards for AI-driven features, covering evaluation thresholds, human-in-the-loop checkpoints, and post-launch monitoring.

• Collaborate with AI engineering leads on model risk, data readiness, evaluation strategies, and observability.

• Establish success metrics for AI-enhanced delivery and enhance visibility across AI pipelines.

• Assess when an agentic approach may not be suitable based on context management, latency, infrastructure, and cost considerations.

• Utilize AI tools such as Claude for planning, specifications, reporting, and communication with stakeholders.

• Act as a senior program partner to client executives, managing escalations and trade-off decisions.

• Convey schedules, progress updates, and business impacts to stakeholders and senior leadership.

• Collaborate with Client Partners on follow-up projects and expansion opportunities.

• Mentor and guide Senior Delivery Managers and Delivery Managers.

• Influence the company's delivery practices, tools, and frameworks.

• Evaluate staffing and capability gaps, partnering on staffing needs and talent acquisition.

• Conduct executive interviews and assist in go/no-go hiring decisions.

⛳️ Requirements

• Minimum of 5 years of experience in leading multiple Agile teams simultaneously or at scale.

• At least 5 years of experience in leading and delivering enterprise-level IT projects.

• Demonstrated success in managing large-scale AI, digital, or cloud transformation programs valued at $10M or more, from strategy to tangible business outcomes.

• Practical experience with the Well-Architected and Cloud Adoption Frameworks.

• Strong technical background in architecture, both frontend and backend technologies, cloud-native design, technical requirements, and functional specifications.

• Experience in leading programs where AI/ML or agentic capabilities were integral to the solution, including aspects like model risk, evaluation, client expectations, human-in-the-loop checkpoints, and monitoring.

• Proven daily utilization of AI tools such as Claude.

• Familiarity with Jira, Confluence, GitHub, Azure DevOps, and CI/CD pipelines.

• Ability to operate effectively in ambiguous situations and facilitate growth discussions with Client Partners.

• A background check may be necessary as a condition of employment.

🏝️ Benefits

• Paid time off.

• Medical insurance.

• Dental insurance.

• Vision insurance.

• 401(k).