Project Management Lead delivering multi-track digital programs and portfolios for APPLY, an Agentic Customer Experience partner. Establishing AI-enabled delivery standards, managing clients, and supporting commercial growth.
Responsibilities
Lead small-to-medium programs and portfolios with multiple workstreams, up to $5M annual revenue
Provide delivery direction to Project Managers and run individual tracks when needed
Develop and execute program delivery plans covering milestones, deliverables, dependencies, and resource allocation
Manage risks, issues, dependencies, assumptions, and decisions through resolution
Enforce project management best practices and establish processes to address gaps
Oversee team capacity planning and backfill Project Managers when needed
Maintain an organized and current program knowledge base
Coach teams on Waterfall, Kanban, Agile, and Agentic delivery methods
Establish delivery guardrails and human review gates for AI-assisted outputs
Structure work between AI agents and team members with risk logs and permission boundaries
Align senior client stakeholders to an agentic operating model
Report on program outcomes, time to value, delivery velocity, and measurable value validation
Champion reusable prompts, skills, agents, and automations
Manage executive and middle-management client relationships
Communicate program status, risks, and trade-offs to internal and external stakeholders
Guide complex client situations and resolve tensions
Partner with Client Services and account leadership to identify growth opportunities
Contribute to RFPs, pitches, and proposals
Present delivery approaches, timelines, ways of working, resourcing plans, and budget estimates to prospective clients
Collaborate across disciplines to standardize delivery approaches
Requirements
8–15 years leading end-to-end digital solution delivery in consulting or agency environments for enterprise clients, including multi-track programs
Proven ability to build trusted relationships with Director, VP, and C-suite client leadership
Expertise in Agile, Kanban, waterfall, and agentic delivery frameworks
Strong commercial acumen across program budgets, forecasting, fixed-price and T&M agreements, and proposal estimates
Experience delivering small-to-medium programs or portfolios up to $5M annual revenue from kickoff through closure
Ability to demonstrate measurable value and maintain baseline margin targets while mitigating scope, timeline, and commercial risks
Ability to mobilize and guide teams through ambiguity in an AI-driven environment
Experience with Composable/Headless CMS, E-commerce/Commerce, Loyalty, Personalization, and Analytics
Proficiency with Claude, Gemini, Co-pilot, JIRA, Confluence, Notion, Instagantt, Smartsheet, and Google Suite
Deep knowledge of software development lifecycle, CI/CD, and delivery workflows across product, design, development, and QA
Knowledge of AI, machine learning, data analytics, cloud computing, and platform integrations
Hands-on experience using LLMs and AI workflows for planning, documentation, and reporting, with critical evaluation skills
Exceptional written and verbal communication
High emotional intelligence and ability to navigate conflict and influence stakeholders without formal authority
Strong accountability, customer-centric mindset, adaptability, and sound judgment
Preferred candidate based in Canada and working hours aligned to PT or ET
Benefits
Modern tools, systems and approaches
Training budgets and mentorship focused on Agentic AI and future-of-work skills
Flexible personal time off (PTO)
Extended health and dental plan with customizable coverage
Flexible work arrangements, including remote, in-office, or blended work
Inclusive and safe work environment
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