Senior Director, Strategy and Operations

Mila - Quebec Artificial Intelligence Institute

. Lead the development of Mila’s annual and multi-year planning .

Posted 11/4/2026full-timeMontreal • CanadaSeniorWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in strategic planning, financial modeling, and project management, with a strong ability to lead multidisciplinary teams and optimize workflows. Proficient in developing business cases and implementing OKR frameworks to drive organizational objectives.

Highest-signal resume keywords

Strategic PlanningFinancial ModelingProject ManagementTeam ManagementOKR Framework Implementation

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Strategic PlanningMarket IntelligenceHypothesis DevelopmentFinancial ModelingBusiness Case DevelopmentWorkflow OptimizationPortfolio ManagementProject ManagementOKR FrameworksEcosystem Analysis

Soft Skills

LeadershipCollaborationInfluenceCommunicationProblem-Solving

Tools & Technologies

Quarterly Business ReviewsManagement CadencesCross-Team SLAsIntegrated Planning CycleStrategic Briefs

Industry Keywords

Business AdministrationEconomicsFinanceEngineeringAI Technology TrendsStrategic OperationsChief of StaffMultidisciplinary TeamsLarge-Scale ModelsPartnership Structures

Tech Stack

Tools & technologies

ChefFlux

About the role

Key responsibilities & impact

Lead the development of Mila’s annual and multi-year planning
Structure and lead an integrated annual planning cycle connecting strategic priorities, budgeting, and workforce planning
Design and deploy an OKR-based model for cascading objectives
Conduct ongoing strategic and competitive intelligence on AI technology trends, global innovation models, and emerging organizational practices
Perform ecosystem analyses to identify high-impact sectors and new development and funding opportunities
Formulate hypotheses, conduct feasibility studies, and develop rigorous business cases
Develop executive-level strategic briefs, narratives, and presentations
Equip the leadership team to prioritize and make trade-offs across Mila’s portfolio of priorities
Define critical success metrics and oversee strategic tracking
Facilitate collaboration across teams and unblock dependencies
Establish rigorous execution governance, including Quarterly Business Reviews, alignment protocols, and cross-team SLAs
Define and deploy operating structures, stage-gate criteria, and delivery standards
Map, simplify, and optimize critical cross-functional workflows
Gradually build Mila’s project management capabilities and lead major cross-functional strategic initiatives
Lead an initial team of two Senior Strategy Advisors
Support leadership teams in designing, evolving, and introducing new large-scale models, programs, and initiatives

Requirements

What you’ll need

Bachelor’s degree in business administration, economics, finance, engineering, or a relevant field
At least 10 years of relevant experience
Significant experience—ideally 5 or more years—in an internal strategy, strategic operations (BizOps), or Chief of Staff role
Proven team management experience
Demonstrated ability to lead strategic initiatives throughout their full lifecycle
Proven experience managing multidisciplinary teams and external partners
Demonstrated ability to lead through influence in a matrixed environment
Strong expertise in strategic planning, market intelligence, hypothesis development, financial modeling, and the preparation of structured, quantified business cases
Demonstrated experience mapping and optimizing workflows, implementing management cadences (SBR/QBR) and OKR frameworks, and eliminating operational bottlenecks
Experience structuring portfolio management or a project management (PMO) capability is an asset
Experience providing strategic support for the design and structuring of new business models, partnership structures, large-scale AI projects, or training programs
Professional fluency in French and English, both written and spoken, is required

Benefits

Comp & perks

Comprehensive group insurance coverage, including health, dental, disability, life, travel, and supplementary benefits
Employee and family assistance program
Access to telemedicine services
Annual leave policy offering a minimum of 20 vacation days from the date of hire
Retirement savings plan with a minimum employer contribution of 4%
Generous flexible benefits allowance, allowing you to tailor your benefits to support your well-being
Flexible hours, summer hours, and the option to work remotely
Workplace in the heart of Little Italy, in the vibrant Mile Ex neighbourhood, close to public transit
A team of experts in their fields, made up of passionate and inspiring people
A collaborative and inclusive work environment