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IT Senior Project Manager

Etobicoke  |  Full-time (Non-union)  |  Information Technology
IT Senior Project Manager
Full-time (Non-union)
Information Technology
Our rich history is a big part of who we are.  With historic roots dating back over 135 years, Woodbine is steeped in tradition. We have been the engine that drives the Ontario horse racing industry, creating winning experiences for all our guests.

We are also currently on an amazing 20-year journey to ‘build a city within a city’ and transform the largest privately held land in Toronto into one of Canada’s premiere entertainment destinations.  This journey will unlock the value of approximately 700 acres of land, leading to job creation and the revitalization of our communities, while enhancing our ability to share the thrill of horse-racing and cementing our place as an entertainment powerhouse. 

We also take care of our PEOPLE. Here are some of the things we offer:

Full Group Benefits Plan
Paid Vacation
Discounts on Food
Ontario Attractions Discount
Free Parking
Opportunities for Advancement
Social Responsibility Initiatives
We need dedicated people to join our cause. Be part of Woodbine Entertainment and get inspired to make work awesome!

Our Values & Beliefs

The Senior Project Manager/Business Analyst will oversee the planning and implementation of key Technology and Business projects. This includes coordinating the efforts of internal team members and third-party consultants to manage project(s) throughout the project lifecycle according to planned scope, budget, and schedule. The Senior Project Manager/Business Analyst will also define the project’s objectives by leading the discovery, planning, execution, and rollout phases and oversee quality control throughout its life cycle.

Strategy & Planning
·         Define project scope, goals and deliverables that support business goals in collaboration with senior management and stakeholders
·         Effectively communicate project expectations to team members and stakeholders in a timely and clear fashion
·         Liaise with project stakeholders on an ongoing basis
·         Set and continually manage project expectations with team members and other stakeholders
·         Plan and schedule project timelines and milestones using appropriate tools
·         Track project milestones and deliverables
·         Determine the frequency and content of status reports from the project team, analyze results, and troubleshoot problem areas
·         Define project success criteria and disseminate them to involved parties throughout project life cycle
·         Conduct project postmortems and create a recommendations report to identify successful and unsuccessful project elements
·         Develop best practices and tools for project execution and management
Acquisition & Deployment
·         Estimate the resources and participants needed to achieve project goals
·         Draft and submit budget proposals, and recommend subsequent budget changes where necessary
·         Where required, negotiate with other department managers for the acquisition of required personnel from within the company
·         Determine and assess need for additional staff and/or consultants and make the appropriate recruitments if necessary, during project cycle
·         Communicate with business to understand, gather and document requirements
·         Analyze requirements to identify functional gaps, requirements risks
·         Validate, verify, and prioritize requirements
·         Investigate alternative solutions and score required system features
·         Create business requirement document, use cases, diagrams and keep them updated if requirements are changed; obtain business sign off
Operational Management
·         Direct and manage project lifecycle
·         Develop full-scale project plans and associated project artefacts
·         Delegate tasks and responsibilities to appropriate personnel
·         Identify and resolve issues and conflicts within the project team
·         Identify and manage project risk, dependencies, and critical path
·         Develop and deliver progress reports, proposals, requirements documentation, and presentations
·         Proactively manage changes in project scope, identify potential crises, and devise contingency plans
·         Coach, mentor, motivate and supervise project team members and contractors, and influence them to take positive action and accountability for their assigned work
·         Build, develop, and grow any business relationships vital to the success of the project
·         Address business feedback to dev team and ensure that all requirements’ changes are understood and accepted
·         Share and discuss dev team suggestions with business; make necessary document updates if accepted
·         Participate in QA and UAT and support business in post-deployment system life cycle

Position Requirements:

  • Formal Education & Certification
  •   University degree or college diploma in the field of project management
  • Minimum of 8 years of Project Management and Business Analyst experience
  • PMI/PMP or DASM/CSM certification is considered an asset 
  • PMI-PBA or CBAP certification is considered an asset 

  • Knowledge & Experience
  • 10 years direct work experience in a project management capacity specializing in both Technology and business projects, including all aspects of project lifecycle
  • Experience in executing large transformation programs or projects
  • Strong familiarity with project management software, such as MS Project, Asana, Monday, Procore
  • Experience in Waterfall and Agile development methodologies.
  • Exposure to agile framework and software development tools such as Azure DevOps, Jira, Confluence
  • Expert skills in MSOffice products, including Word, Excel, PowerPoint, and Project, Visio
  • Working experience with using Software as a Service (SaaS)

  • Personal Attributes
  • Experience at working both independently and in a team-oriented, collaborative environment is essential
  • Can conform to shifting priorities, demands and timelines through analytical and problem-solving capabilities
  • Reacts to project adjustments and alterations promptly and efficiently
  • Flexible during times of change
  • Ability to read communication styles of team members and contractors who come from a broad spectrum of disciplines
  • Persuasive, encouraging, and motivating
  • Ability to elicit cooperation from a wide variety of sources, including upper management, clients, and other departments
  • Ability to defuse tension among project team, should it arise
  • Ability to bring project to successful completion through political sensitivity
  • Strong written and oral communication skills
  • Strong interpersonal skills
  • Adept at conducting research into project-related issues and products
  • Must be able to learn, understand, and apply new technologies
  • Ability to effectively prioritize and execute tasks in a high-pressure environment is crucial
  • Work Conditions
  • Overtime may be required in meeting project deadlines
  • Sitting for extended periods of time
  • Dexterity of hands and fingers to operate a computer keyboard, mouse, and other devices and objects
  • Physically able to participate in training sessions, presentations, and meetings
  • Some travel may be required to meet with clients, stakeholders, or off-site personnel/management