Director of Project Management – Enterprise Delivery for Insurance & Pension Leaders
About the role
Description
At Vitech, we believe in the power of technology to simplify complex business processes. Our mission is to bring better software solutions to market, addressing the intricacies of the insurance and retirement industries. We combine deep domain expertise with the latest technological advancements to deliver innovative, user-centric solutions that future-proof and empower our clients to thrive in an ever-changing landscape. With over 1,600 talented professionals on our team, our innovative solutions are recognized by industry leaders like Gartner, Celent, Aite-Novarica, and ISG.
We offer a competitive compensation package along with comprehensive benefits that support your health, well-being, and financial security.
Role: Director of Project Management
Location: Remote Canada
Director of Project Management – Enterprise Delivery for Insurance & Pension Leaders
Lead High-Impact, Multi-Million-Dollar Programs for Market-Leading Clients
Vitech has been named the highest-designated Leader in Group Life Policy Administration Systems for 2025 by Everest Group and was recently featured in Grit Daily for rapid growth built on collaboration, innovation, and integrity.
At Vitech, we don’t just deliver software — we partner with industry leaders who shape markets and influence millions of lives. Our clients are among the largest and most visible organizations in pensions, retirement, and insurance. To meet their expectations, we are seeking a Director of Project Management in Canada — a leader with the presence to influence client executives, the rigor to own P&L, and the passion to deliver multi-million-dollar, highly complex transformation programs.
What you will do:
-
Lead the delivery of large, complex, multi-million-dollar software implementations for top-tier clients in pensions, retirement, and insurance
-
Serve as the executive-facing leader for client programs, shaping strategy, influencing decisions, and constructively challenging when needed to protect delivery outcomes
-
Own project P&L, including costs, budgets, earned/non-earned revenue, WIP models, invoicing, and financial reporting
-
Partner across Product, Engineering, Cloud Ops, Security, Finance, and Legal to align execution with client and business priorities
-
Mentor Deputy Project Managers and provide oversight to solution, technical, and QA leads
-
Drive operational discipline: structured status reporting, RCA for issues, risk management, mitigation strategies, and change management
-
Lead steering committees and client leadership meetings with clarity and confidence, preparing executive-level materials that inform decision-making
-
Champion continuous improvement by embedding efficiency, accountability, and balanced scorecard tracking into delivery
-
Identify new revenue opportunities within client accounts, partnering with Sales and Customer Success on proposals, SOWs, and amendments
-
Represent Vitech with credibility, consulting rigor, and passion for delivery in every client interaction
What We’re Looking For:
- 12+ years of experience in program or project management with a track record of leading enterprise-scale, multi-million-dollar implementations in consulting, software, or pensions/retirement
- Experience managing high-visibility clients in pensions, retirement, or insurance
- Proven success owning and managing P&L, budgets, forecasts, invoicing, and client financial models
- Executive presence and storytelling skills — able to shape opinions, manage escalations, and influence senior stakeholders
- Expertise in complex delivery environments, including Agile, large-scale system implementations, and multi-year programs
- Strong leadership background with a history of mentoring project managers and cross-functional leads
- Ability to manage multiple projects and workstreams while maintaining financial and operational discipline
Bonus Points
-
Experience with Canadian pensions, retirement systems, or benefits technology
-
Prior consulting experience with Big 4 or large enterprise system integrators
Why Join Us?
At Vitech, we believe that diversity fuels innovation, and we’re committed to creating an inclusive workplace where everyone can thrive. We’re an Equal Opportunity Employer and welcome all qualified applicants regardless of race, color, national origin, religion, gender, gender identity, sexual orientation, age, disability, or veteran status.
About Vitech
At Vitech, Your Expertise Drives Transformative Change in Fintech
For over 30 years, Vitech has empowered leading players in insurance, pensions, and retirement with cutting-edge, cloud-native solutions and implementation services. Our mission is clear: harness technology to simplify complex business processes and deliver intuitive, user-centric software that propels our clients' success.
At Vitech, you won’t just fill a position; you’ll join a purpose-driven team on a mission that truly matters. Innovation is at our core, and we empower you to push boundaries, unleash creativity, and contribute to projects that make a real difference in the financial sector. Though our name may be new to you, our impact is recognized by industry leaders like Gartner, Celent, Aite-Novarica, ISG, and Everest Group.
Why Choose Us?
With Vitech, you won’t just fill a position; you’ll be part of a purpose-driven mission that truly matters. We pursue innovation relentlessly, empowering you to unleash your creativity and push boundaries. Here, you’ll work on cutting-edge projects that allow you to make a real difference—driving change and improving lives.
We value strong partnerships that foster mutual growth. You will collaborate with talented colleagues and industry leaders, building trust and forming relationships that drive success. Your insights and expertise will be essential as you become an integral part of our collaborative community, amplifying not just your career but the impact we have on our clients.
We are committed to a focus on solutions that makes a tangible difference. In your role, you will embrace the challenge of understanding the unique pain points faced by our clients. Your analytical skills and proactive mindset will enable you to develop innovative solutions that not only meet immediate needs but also create lasting value. Here, your contributions will directly influence our success and propel your professional growth.
At Vitech, we foster an actively collaborative culture where open communication and teamwork are paramount. With our “yes and” philosophy, your ideas will be welcomed and nurtured, allowing you to contribute your unique insights and perspectives. This environment will enhance your ability to work effectively within diverse teams, empowering you to lead initiatives that result in exceptional outcomes.
We believe in remaining curious and promoting continuous learning. You will have access to extensive resources and professional development opportunities that will expand your knowledge and keep you at the forefront of the industry. Your curiosity will fuel innovation, and we are committed to supporting your growth every step of the way.
In addition to a rewarding work environment, we offer a competitive compensation package with comprehensive benefits designed to support your health, well-being, and financial security.
At Vitech, you’ll find a workplace that challenges and empowers you to make meaningful contributions, develop your skills, and grow with a team that’s dedicated to excellence. If you’re ready to make a real impact in fintech and join a forward-thinking organization, explore the incredible opportunities that await at Vitech. Apply today and be part of our journey to drive transformative change!
About Vitech
Vitech is a global provider of cloud-native benefit and investment administration software. We help our insurance, retirement, and investment clients expand their offerings and capabilities, streamline their operations, gain analytical insights, and transform their engagement models. Vitech employs over 1,600 professionals serving over 100 of the world's most successful insurance, retirement and investment organizations. An innovator and visionary, Vitech has been recognized by industry experts, such as Gartner, Celent, Novarica, and ISG.
Director of Project Management – Enterprise Delivery for Insurance & Pension Leaders
About the role
Description
At Vitech, we believe in the power of technology to simplify complex business processes. Our mission is to bring better software solutions to market, addressing the intricacies of the insurance and retirement industries. We combine deep domain expertise with the latest technological advancements to deliver innovative, user-centric solutions that future-proof and empower our clients to thrive in an ever-changing landscape. With over 1,600 talented professionals on our team, our innovative solutions are recognized by industry leaders like Gartner, Celent, Aite-Novarica, and ISG.
We offer a competitive compensation package along with comprehensive benefits that support your health, well-being, and financial security.
Role: Director of Project Management
Location: Remote Canada
Director of Project Management – Enterprise Delivery for Insurance & Pension Leaders
Lead High-Impact, Multi-Million-Dollar Programs for Market-Leading Clients
Vitech has been named the highest-designated Leader in Group Life Policy Administration Systems for 2025 by Everest Group and was recently featured in Grit Daily for rapid growth built on collaboration, innovation, and integrity.
At Vitech, we don’t just deliver software — we partner with industry leaders who shape markets and influence millions of lives. Our clients are among the largest and most visible organizations in pensions, retirement, and insurance. To meet their expectations, we are seeking a Director of Project Management in Canada — a leader with the presence to influence client executives, the rigor to own P&L, and the passion to deliver multi-million-dollar, highly complex transformation programs.
What you will do:
-
Lead the delivery of large, complex, multi-million-dollar software implementations for top-tier clients in pensions, retirement, and insurance
-
Serve as the executive-facing leader for client programs, shaping strategy, influencing decisions, and constructively challenging when needed to protect delivery outcomes
-
Own project P&L, including costs, budgets, earned/non-earned revenue, WIP models, invoicing, and financial reporting
-
Partner across Product, Engineering, Cloud Ops, Security, Finance, and Legal to align execution with client and business priorities
-
Mentor Deputy Project Managers and provide oversight to solution, technical, and QA leads
-
Drive operational discipline: structured status reporting, RCA for issues, risk management, mitigation strategies, and change management
-
Lead steering committees and client leadership meetings with clarity and confidence, preparing executive-level materials that inform decision-making
-
Champion continuous improvement by embedding efficiency, accountability, and balanced scorecard tracking into delivery
-
Identify new revenue opportunities within client accounts, partnering with Sales and Customer Success on proposals, SOWs, and amendments
-
Represent Vitech with credibility, consulting rigor, and passion for delivery in every client interaction
What We’re Looking For:
- 12+ years of experience in program or project management with a track record of leading enterprise-scale, multi-million-dollar implementations in consulting, software, or pensions/retirement
- Experience managing high-visibility clients in pensions, retirement, or insurance
- Proven success owning and managing P&L, budgets, forecasts, invoicing, and client financial models
- Executive presence and storytelling skills — able to shape opinions, manage escalations, and influence senior stakeholders
- Expertise in complex delivery environments, including Agile, large-scale system implementations, and multi-year programs
- Strong leadership background with a history of mentoring project managers and cross-functional leads
- Ability to manage multiple projects and workstreams while maintaining financial and operational discipline
Bonus Points
-
Experience with Canadian pensions, retirement systems, or benefits technology
-
Prior consulting experience with Big 4 or large enterprise system integrators
Why Join Us?
At Vitech, we believe that diversity fuels innovation, and we’re committed to creating an inclusive workplace where everyone can thrive. We’re an Equal Opportunity Employer and welcome all qualified applicants regardless of race, color, national origin, religion, gender, gender identity, sexual orientation, age, disability, or veteran status.
About Vitech
At Vitech, Your Expertise Drives Transformative Change in Fintech
For over 30 years, Vitech has empowered leading players in insurance, pensions, and retirement with cutting-edge, cloud-native solutions and implementation services. Our mission is clear: harness technology to simplify complex business processes and deliver intuitive, user-centric software that propels our clients' success.
At Vitech, you won’t just fill a position; you’ll join a purpose-driven team on a mission that truly matters. Innovation is at our core, and we empower you to push boundaries, unleash creativity, and contribute to projects that make a real difference in the financial sector. Though our name may be new to you, our impact is recognized by industry leaders like Gartner, Celent, Aite-Novarica, ISG, and Everest Group.
Why Choose Us?
With Vitech, you won’t just fill a position; you’ll be part of a purpose-driven mission that truly matters. We pursue innovation relentlessly, empowering you to unleash your creativity and push boundaries. Here, you’ll work on cutting-edge projects that allow you to make a real difference—driving change and improving lives.
We value strong partnerships that foster mutual growth. You will collaborate with talented colleagues and industry leaders, building trust and forming relationships that drive success. Your insights and expertise will be essential as you become an integral part of our collaborative community, amplifying not just your career but the impact we have on our clients.
We are committed to a focus on solutions that makes a tangible difference. In your role, you will embrace the challenge of understanding the unique pain points faced by our clients. Your analytical skills and proactive mindset will enable you to develop innovative solutions that not only meet immediate needs but also create lasting value. Here, your contributions will directly influence our success and propel your professional growth.
At Vitech, we foster an actively collaborative culture where open communication and teamwork are paramount. With our “yes and” philosophy, your ideas will be welcomed and nurtured, allowing you to contribute your unique insights and perspectives. This environment will enhance your ability to work effectively within diverse teams, empowering you to lead initiatives that result in exceptional outcomes.
We believe in remaining curious and promoting continuous learning. You will have access to extensive resources and professional development opportunities that will expand your knowledge and keep you at the forefront of the industry. Your curiosity will fuel innovation, and we are committed to supporting your growth every step of the way.
In addition to a rewarding work environment, we offer a competitive compensation package with comprehensive benefits designed to support your health, well-being, and financial security.
At Vitech, you’ll find a workplace that challenges and empowers you to make meaningful contributions, develop your skills, and grow with a team that’s dedicated to excellence. If you’re ready to make a real impact in fintech and join a forward-thinking organization, explore the incredible opportunities that await at Vitech. Apply today and be part of our journey to drive transformative change!
About Vitech
Vitech is a global provider of cloud-native benefit and investment administration software. We help our insurance, retirement, and investment clients expand their offerings and capabilities, streamline their operations, gain analytical insights, and transform their engagement models. Vitech employs over 1,600 professionals serving over 100 of the world's most successful insurance, retirement and investment organizations. An innovator and visionary, Vitech has been recognized by industry experts, such as Gartner, Celent, Novarica, and ISG.