Insight Global is seeking an experienced Senior IT Project Manager on a 6-month contract (with high possibility of extension) to support two high-impact solution investigation initiatives for a leading Canadian insurance organization. The selected candidate will oversee parallel projects replacing legacy commercial audit and risk engineering tools, drive solution analysis, and proof of concept for the project. This role includes managing Agile delivery processes, coordinating with teams, building project schedules within diverse teams, and maintaining reporting across financial and operational metrics. The Project Manager will initiate and maintain sponsor and PO connections, facilitate daily standups and biweekly portfolio reviews, and lead communication across stakeholder groups. As both projects progress through scoping and feasibility assessment, the PM will guide vendor selection, requirement gathering, and capability comparison. The most important aspect of the position is schedule creation and management for the two projects, where the successful candidate will have a strong background managing end-to-end or proof of concept projects. The ideal candidate will be located in Calgary or Toronto, with the requirement of being in office two days per week.
We are a company committed to creating inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity employer that believes everyone matters. Qualified candidates will receive consideration for employment opportunities without regard to race, religion, sex, age, marital status, national origin, sexual orientation, citizenship status, disability, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to
Human Resources Request Form. The EEOC "Know Your Rights" Poster is available
here.
To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy:
https://insightglobal.com/workforce-privacy-policy/ .
7+ years of experience as a Project Manager in IT environments
Proven track record managing multiple concurrent projects from initiation through delivery
Proficiency in JIRA, Confluence, and SharePoint for task and document management
Solid experience in project scheduling using MS Project or Excel
Strong command of financial reporting and tracking, including rate logs and budget reviews
Exceptional stakeholder communication skills, with the ability to bridge technical and business conversations
Experience delivering presentations to senior-level stakeholders
5+ years expertise in Agile delivery frameworks, including backlog grooming, standups, and sprint reporting
Familiarity with the insurance industry, particularly commercial lines
Experience evaluating enterprise tools for RFP/RFI or proof-of-concept initiatives
Comfort working with cross-functional teams and managing vendor engagement
Benefit packages for this role will start on the 31st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.