Overview Kensington delivers the world’s most personal travel experiences. We bring to life each client’s desire to travel in a way that’s tailored specifically for them, in the company of local private guides who ensure that they enjoy the authentic best of their destination. The result is a unique journey rich in memories that last a lifetime!Hybrid Work This is a hybrid position with currently 2-3 days a week onsite from our office located at 2 Queen St. E in Toronto, ON.About the Role TheSenior Enterprise Project Managerowns the business casing, planning, delivery, adoption, and governance of strategic projects that sit at the intersection of technology and business. This role is the connective tissue between stakeholders who define the vision and the teams who build and deliver, responsible for end-to-end execution across technical and non-technical workstreams.A defining characteristic of this role is the ability to bridge technology and business: translating complex data and systems initiatives into structured delivery plans with clear accountability, timelines, and outcomes.What You’ll Work OnStrategy and business casing:Partner with initiative stakeholders to shape strategy, define the business case, and articulate the value and investment rationale needed to secure executive sponsorship and funding approval.End-to-end delivery ownership:Define and manage schedule, scope, and budget across technical and non-technical workstreams, from initiation through go-live and hypercare.Stakeholder liaison:Serve as the primary point of contact between project sponsors, business stakeholders, and delivery teams, balancing competing priorities with clarity and transparency.Project Planning:Build and maintain detailed project plans, RAID logs, resource plans,



and dependency maps; surface risks proactively before they become blockers.Progress tracking and reporting:Monitor milestones and performance metrics; provide regular status updates to leadership, including executive-level reporting.Resource management:Assess team capacity, allocate work according to skills and experience, and adjust as constraints shift throughout the project lifecycle.Process optimization:Design and continuously refine project intake, planning, and execution processes to reduce backlog and improve delivery velocity across the organization.Change management:Apply structured change management approaches to drive adoption of new systems, processes, and ways of working with business teams.Task assignment:Assign individual workstream tasks to the right contributors based on expertise; reassess and realign asproject conditions evolve.Knowledge AreasProgram and project management methodology (Agile, waterfall, hybrid)Techniques for planning, monitoring, and controlling complex programChange management methods and toolsBudgeting and resource allocation proceduresBusiness and technology relationship: understanding how systems decisions drive commercial outcomesImplementation planning for multi-user, multi-team environmentsMust Have Skills7+ years in a project management role delivering strategic enterprise projectsDemonstrated experience managing cross-functional,



multi-stakeholder projects to completionExperience working across enterprise initiatives (business, sales, tech, strategy, marketing, among others)Experience with structured change management strategies, documentation, and knowledge sharingBachelor’s degree in a relevant field, or equivalent work experienceExcellent written and verbal communication skills with experience reporting out to the C-suiteExceptional multitasking, organizational, and planning skillsComfortable operating with ambiguity and building structure from scratchNice to Have SkillsPrior exposure to Master Data Management, enterprise data unification, Customer 360, or CRM implementation (e.G., Salesforce, Dynamics 365, HubSpot)Project Management Professional (PMP) or PRINCE2 certificationExperience with data governance frameworks and cross-functional data stewardshipFamiliarity with tools such as Jira, Confluence, Smartsheet, or equivalentCompensation We provide a competitive compensation package with a solid pay‑for‑performance rewards approach. Employees have the opportunity to participate in incentive programs and compensation tied to business and individual performance. The expected compensation range for this position is:$120,000 to $135,000 CAD. The actual compensation may vary depending on local market conditions, geography, and relevant job‑related factors such as knowledge, skills, qualifications, experience, and education/training.Equal Opportunity Statement We are committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. If you require accommodation due to a disability at any stage of our hiring process, please advise us when completing your application.#J-18808-Ljbffr

📌 Senior Enterprise Project Manager - C$120,000 - C$135,000 A Year (Toronto)
🏢 KENSINGTON
📍 Toronto