Director, Project Management (Future of Work Program), Ontario

DEPT®•Toronto, ON

87d•Hybrid

About The Position

As the PMO Lead, you will be the operational architect and heartbeat of the Future of Work program. You will lead a decentralized team of Project Managers situated within specific technical PODs and workstreams to ensure global alignment, resource efficiency, and measurable business impact. You are not just a coordinator; you are a builder. You will be responsible for defining the "how" of our execution—setting up the processes, tools, meeting cadences, and automation layers that allow our three workstreams (T25 Mapping, Agentic Platform Build, and Workforce of the Future) to scale. You are a "Benefits Backwards" architect. You don't build tech for tech's sake; you build it to solve the friction of modern work. You are comfortable being the final decision-maker in high-pressure environments and possess the rare ability to translate complex agentic patterns into clear, executable roadmaps for your engineering leads.

Requirements

Expert PMO Leadership: Extensive experience running complex, multi-workstream digital transformation or product development programs in a global agency or tech environment.
Stakeholder Management: Proven ability to manage "dotted-line" relationships and influence senior leadership (SVP/EVP level) across different regions (AMER/EMEA).
AI Fluent: Deep understanding of Agentic Orchestration, LLMs, and RAG (Retrieval-Augmented Generation) workflows. You should be a "power user" of AI tools.
Modern Toolset: Advanced proficiency in Asana, Jira, Confluence, and the Google Workspace ecosystem (including Gemini).
Methodology: Expert knowledge of both Agile and Waterfall methodologies, with the ability to create hybrid frameworks that suit rapid AI development cycles.

Responsibilities

PROGRAM GOVERNANCE & STRATEGY
Establish the PMO: Define and implement the Program Management Office from the ground up, including clear Terms of Reference (ToR) for all workstreams.
Reporting Lines: Provide leadership and oversight to Project Managers across the program; ensure POD-level execution aligns with global program OKRs.
Council Management: Facilitate alignment and communication between the program and our three governing bodies: - Strategic & Growth Council - Technical & Innovation Council - Risk, Trust & Governance Council
PROCESS ENGINEERING & TOOLS
Standardize the T25 Methodology: Codify the six-workshop process for client workflow mapping and future-state blueprinting.
Meeting Architecture: Design and facilitate the program’s meeting cadence, ensuring high-impact outcomes for kickoffs, status updates, and roadmap reviews.
System Ownership: Own the program’s workspace strategy, ensuring seamless integration between: - Asana: General project management and task tracking. - Jira & Confluence: Technical build management and documentation. - G Suite: General collaboration and communication.
AI-FIRST AUTOMATION
PMO Automation: Actively use AI to automate manual PMO functions, such as status report generation, risk identification, and audit queries.
Tooling Innovation: Partner with the technical PODs to implement Gemini and our internal assistant ("D") into daily project workflows.
Proactive Intelligence: Implement smart workflows to shift the PMO from reactive reporting to proactive risk mitigation and resource optimization.

Benefits

15 days Paid PTO
10 Public Holidays + Birthday off
Medical, Dental, and Mental Health Support/Benefits (through Canada Life Insurance)
Learning & growth certifications/certifications
Enhanced Family Leave (after 1 year)
A flexible, hybrid working policy
Buddy Program: You will be paired with a ‘Buddy’ to help you through your first weeks’ at DEPT®
Tons of Office perks in our Toronto office! Enjoy biweekly breakfasts and lunches, tons of free snacks, and of course team events on the regular!
A reputation for doing good. DEPT® has been a Certified B Corp® since 2021 and named ‘Agency of the Year’ at both The Lovies and The Webby Awards.
Awesome clients. Whether big or small, local or global — at DEPT® you’ll get the opportunity to work with clients of all sizes and across all industries. And we celebrate all of our successes together!
The opportunity for possibility. We want to enable you to do what you do best and help you develop your skills further with training, development and certifications.
Global annual DEPT® Cares Month in which employees come together and donate their skills to support local charities.