AI-Driven Program Director for Enterprise Delivery

APPLY; Canada; Hybrid; CAD 160,000 - 200,000; Full time

Benefits offered by this job

Hybrid work model

Remote-friendly policies

Job summary

APPLY, based in Canada, seeks an accomplished Program Director to lead hybrid delivery for a strategic enterprise client. You will manage multi-track programs, build executive relationships, and drive growth while aligning governance, budgets, and timelines.

You will guide AI-enabled delivery, Gemini Enterprise adoption, and transparent reporting across business units, shaping scalable solutions and client value. Excellent leadership and communication are essential.

Qualifications

• 10+ years leading end-to-end digital delivery in consulting or agency environments for enterprise clients.
• Proven track record in client services and account management, building C-suite relationships and driving account growth.
• Experience managing multi-track programs or portfolios with $7-10M+ annual financial responsibility, diverse stakeholders, and competing priorities.
• Strong commercial acumen, including budgeting, forecasting, proposal estimates, and scoping multi-million dollar engagements.
• Expertise in Agile, Kanban, Waterfall, and agentic delivery frameworks across the full software development lifecycle.
• Proficiency with AI tools (Gemini, Claude) and modern project management software (JIRA, Confluence, Smartsheet, Workspace).
• Previous experience as a Strategist, Business Analyst, Technologist, or another role that contributed directly to digital project deliverables.

Responsibilities

• Define and lead the delivery strategy for multi-million dollar, multi-track programs from discovery through delivery, establishing custom governance mechanisms, steering committees, and executive reporting cadences.
• Set program strategy, plans, and success metrics, overseeing milestones, dependencies, resources, risks, and assumptions across all workstreams.
• Scope and shape new business initiatives, translating business needs into clear delivery approaches, requirements, and estimates.
• Coach cross-functional teams and Project Managers on Agile, Waterfall, Kanban, and Agentic delivery frameworks tailored to project needs.

Job description

APPLY, based in Canada, seeks an accomplished Program Director to lead hybrid delivery for a strategic enterprise client. You will manage multi-track programs, build executive relationships, and drive growth while aligning governance, budgets, and timelines.

You will guide AI-enabled delivery, Gemini Enterprise adoption, and transparent reporting across business units, shaping scalable solutions and client value. Excellent leadership and communication are essential.