Project Manager

OTIP (Ontario Teachers Insurance Plan); Southwestern Ontario; Hybrid; CAD 76,000 - 104,000; Full time

Benefits offered by this job

Defined pension and benefits

Continuing education/licensing fees (

LinkedIn Learning access

Flexible work-from-home and hybrid

Career advancement opportunities

Job summary

OTIP Group of Companies (OGC) is seeking an experienced Project Manager to lead cross‑functional insurance and ITS projects from planning through benefits realization. The role requires coordinating multiple streams, managing budgets and risks, and delivering outcomes aligned with business priorities.

You will work in a hybrid or remote setup, collaborating with sponsors, partners and internal teams to drive successful project delivery while adhering to governance and quality standards.

Qualifications

• 8+ years of experience in insurance, financial services, or related industry
• Health and dental claims experience preferred
• University degree required
• PMP and Agile certifications are assets
• Experience leading Waterfall, Agile and Hybrid projects and large integrated programs
• Strong facilitation and leadership skills
• Ability to manage budgets, risks, escalations, and project execution plans
• Experience working with sponsors, partners and cross-functional teams

Responsibilities

• Manages project scope, schedule, quality, budget, resources and communication plans.
• Leads project meetings, governance and dependency management.
• Identifies, analyzes and monitors project risks through the lifecycle.
• Develops risk mitigation strategies aligned with priorities and regulatory requirements.
• Provides regular updates with metrics, risks and decisions.
• Manages change and communicates impacts to stakeholders.
• Maintains detailed project timelines from milestones to multi-team schedules.
• Fosters relationships with sponsors, vendors and leadership for successful delivery.
• Coordinates external vendors to ensure deliverables and timelines.
• Champions organizational change and new processes adoption.
• Ensures deployment readiness and post-implementation handoffs.
• Supports business case delivery by tracking benefits and risks.
• Monitors forecasts, budgets, variances and corrective actions.
• Promotes knowledge sharing and best practices across PMO.

Skills

Project management

Budget management

Risk management

Stakeholder communication

Agile

Waterfall

Hybrid projects

Facilitation

Education

University degree

PMP certification (asset)

Agile certification (asset)

Job description

With every job, there’s always the question of “why”. Why join a company? Why be part of their mission? Here, the why is easy. It’s because at some point, we’ve all needed someone there for us.

At the OTIP Group of Companies (OGC), we believe that something special happens when employees feel valued for the work they do, supported as the people they are, and included in the very fabric of the organization: they bring their best to work every day. And that's why we mean it when we say we put our people at the centre of everything we do. Join us as we grow our way into a future that reimagines what it means to deliver meaningful benefits support and service.

Reporting to the Director, Project Management Office, the Project Manager is responsible for managing cross‑departmental Business Projects and/or Information Technology Systems (ITS) related projects in a diverse portfolio. This position requires strong project management knowledge including planning, executing and monitoring projects through to completion and benefits realization. The role also supports coordinated delivery planning across related initiatives by identifying interdependencies, sequencing work, and ensuring outcomes align with broader business priorities and organizational goals. The successful candidate will have an extensive background working in the insurance space, specifically with health and dental claims.

What You’ll Do:

• Manages project scope, schedule, quality, budget, resources, and communication plans while proactively identifying, tracking, and resolving project issues.
• Leads project meetings, oversees governance and dependency management, and ensures the project team remains focused by minimizing distractions, disruptions, and impediments to progress.
• Leads the identification, assessment, documentation, and ongoing monitoring of project risks throughout the project lifecycle.
• Develops, tracks, and escalates risk mitigation strategies that reflect business priorities, process effectiveness, delivery timelines, and regulatory/privacy requirements.
• Provides regular project and delivery updates through appropriate governance forums, including performance metrics, risks, issues, dependencies, decisions required, and recommendations for escalation.
• Manages change and competing demands by assessing impacts to scope, schedule, budget, and risk, and clearly communicating required adjustments to stakeholders.
• Creates and maintains project timelines at the appropriate level of detail, ranging from high‑level milestone plans to integrated multi‑team schedules.
• Builds and maintains productive relationships with project sponsors, stakeholders, partners, vendors, and leadership across all impacted areas to ensure alignment and successful project delivery.
• Manages and coordinates external vendors to ensure deliverables, timelines, and contractual obligations are met.
• Champions organizational change and supports the adoption of new processes, systems, and ways of working.
• Ensures project decisions and deliverables align with sound business process design and operational best practices. This includes deployment readiness planning, transition to operations and post‑implementation handoff processes.
• Supports business case delivery by tracking expected outcomes, benefits, risks, assumptions, and opportunities throughout the project lifecycle.
• Monitors project financials, including forecasts, budgets, variances, and required corrective actions, where applicable.
• Promotes knowledge sharing, lessons learned, and project management best practices to support continuous improvement across the PMO.

Let’s Talk About You:

• A minimum of 8 years’ experience in insurance, financial services, or a related industry is required; health and dental claims experience is strongly preferred.
• A University degree in a related field is required. PMP and Agile certification are an asset.
• Experience leading Waterfall, Agile and Hybrid projects as well as large integrated programs is required.
• Proven experience leading projects with business sponsors, internal and external partners, and cross‑functional teams, including managing budgets, customer expectations, risks, escalations, issue resolution, and project execution plans.
• Strong facilitation skills with the ability to plan and facilitate workshops, brainstorming and planning sessions, and detailed operational tasks.
• The ability to work in an environment where project processes and frameworks are in early stages of maturity.
• A self‑starter and motivated team player who is flexible and can effectively deal with ambiguity and adapt quickly to shifting priorities and rapid changes.
• A positive attitude, a strong customer service orientation, and ability to present complex technical ideas clearly and in plain language to influence, negotiate and collaborate successfully.
• A problem solver with the ability to effectively identify and resolve issues.
• Strong written and verbal communication skills, with the ability to provide clear, concise updates to all levels of leadership and project stakeholders.

Working Conditions:

• General office environment.
• Hybrid or remote work option available.

Salary Range: $76,269 to $104,139

This position offers a competitive salary along with rewarding bonuses that recognize your dedication

At the OTIP Group of Companies (OGC), we value transparency and take multiple factors into account when determining your starting salary, including your skills, experience, and alignment with the role as well as internal equity, while positioning you for continued growth and recognition over time.

Some of the Perks We Offer:

We offer best‑in‑class pension and benefits, total reward programs and comprehensive mental wellness support to set you up for every success in and outside of work. Here are just some of the reasons you’ll love working here:

• Defined benefit pension plan for a financially confident retirement
• 100% coverage of approved continuing education and licensing fees
• Access to a wealth of learning resources, including LinkedIn Learning for professional development
• Flexible work‑from‑home and hybrid options
• Unlock your potential with opportunities for advancement

The OTIP Group of Companies (“OGC”) is a group of affiliated organizations operating under a shared purpose and values. OGC is comprised of Ontario Teachers Insurance Plan (OTIP), Curo Claims Services, and Orbit Insurance Services.

Candidate communications may refer to OGC when referencing any of the affiliated organizations applied to.

This recruitment process uses artificial intelligence tools to assist with screening and assessing applications. All hiring decisions include human review.

OTIP and its group of companies strive to create an accessible and inclusive work environment where everyone is treated with respect and dignity. Upon individual request, we will endeavor to remove any barrier to the recruitment and selection processes and provide accommodations for persons with disabilities.

As a business, we protect what matters most to our members. As an employer, we value what matters most in our workplace. Together, this includes fostering a diverse, equitable and inclusive environment for all. We are committed to learning and evolving so we can continue to celebrate what makes us special. You are who you are, and our differences are what make us unique.

We are an equal opportunity employer and encourage applications from all qualified individuals. We thank all applicants for their interest; however, only candidates selected for an interview will be contacted.