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Ontario Teachers' Pension Plan logo

Managing Director, Investment Technology

Hybrid
Toronto, ON
Senior Level
full_time

Top Benefits

Competitive salary with performance incentives
Comprehensive employer-paid benefits coverage
Defined benefit pension plan

About the role

The Opportunity
The Managing Director, Investment Technology, is a strategic leader accountable for technology delivery across our Investments Division. Acting as the primary interface between Investments and Technology, this role ensures that technology strategies and execution are tightly aligned with business outcomes.

The Managing Director oversees Directors and Technology teams to translate business priorities into actionable roadmaps and technical solutions, fostering agility, autonomy, and continuous improvement.

By partnering with Product Owners embedded in Investments, the role champions modernization, innovation, and scalable capabilities, making it an exciting opportunity for candidates eager to shape impactful technology solutions and drive organizational transformation.

Who you will work with

In this role, you will report to the Chief Technology Officer (CTO) and collaborate closely with other Managing Directors in Technology and Delivery. You will lead the Technology team for Investments as your key business value stream, with Technology Directors reporting directly to you. The position also involves managing relationships with key agency and delivery vendor partners to ensure effective, scalable, and cost-efficient solutions. As a strategic partner to our Chief Investments Officers (CIOs), you will play a pivotal role in aligning technology delivery with business priorities and outcomes.

What you’ll do

  • Act as a servant leader to a team of Technology Directors, providing mentorship, coaching, and strategic guidance in delivering technology outcomes across Investments.

  • Lead the adoption of modern engineering, delivery, and agile practices that shift culture toward empowerment, enablement, and accountability.

  • Champion continuous improvement in technology delivery, with a focus on agility, automation, and simplification.

  • Define organizational standards for technology execution, engineering excellence, security, and resilience.

  • Collaborate with Product Owners embedded in the business, Technology leadership, and the Agile Enablement Office to strengthen agile culture and ways of working across the enterprise.

  • Set goals and success metrics for technology delivery within Investments.

  • Translate OTPP’s strategic priorities into technology delivery roadmaps that support Investments business. Drive execution of technology delivery across fixed squads, ensuring accountability for end-to-end outcomes.

  • Lead alignment across Technology and business stakeholders to ensure clarity on technology priorities, the rationale (“why and why now”), and trade-offs.

  • Partner with Product Owners to ensure business cases, benefits realization, and delivery outcomes are supported by robust technology solutions.

  • Ensure staffing, skills, and practices within technology delivery teams meet high standards of technical and professional excellence.

  • Lead strategies to evaluate, select, and implement new technology solutions that balance speed, cost, risk, and scalability.

  • Promote innovation and modernization of platforms, tools, and practices to accelerate value capture.

  • Maintain effective relationships with executives and senior leaders across OTPP to build trust and transparency in delivery.

What you’ll need

  • 15+ years of combined delivery experience, including 10+ years in a delivery leadership role.

  • 5+ years managing and mentoring senior technology leaders and directors.

  • University Degree in Computer Science, Engineering, or related fields.

  • Proven ability to inspire, influence, and align business and technology leadership, with strong change management and transformation experience.

  • Strong stakeholder management skills, including the ability to communicate effectively at Executive levels.

  • Familiarity with investments technology solutions and industry practices is required.

  • Proven success leading large-scale technology modernization initiatives, including cloud adoption, automation, and next-gen platforms.

  • Deep understanding of technology delivery models, engineering practices, agile frameworks, and enterprise architecture.

  • Strong ability to align technology delivery with enterprise architecture and data standards for scalability and integration.

  • Demonstrated capability to embed and scale consistent engineering and delivery practices across multiple squads and portfolios.

  • Experience managing complex vendor relationships to optimize cost, quality, and speed.

  • Proven ability to manage technology risk, resilience, and security considerations while enabling business outcomes.

#LI-OTPP, #LI-EO, #LI-Hybrid

What we’re offering

  • Pay-for-performance environment that offers competitive salary and incentive
  • Numerous opportunities for professional growth and development
  • Comprehensive employer paid benefits coverage
  • Retirement income through a defined benefit pension plan
  • The opportunity to invest back into the fund through our Deferred Incentive Program
  • A flexible/hybrid work environment combining in office collaboration and remote working
  • Competitive time off
  • Our Flexible Travel Program gives you the option to work abroad in another region/country for up to a month each year
  • Employee discount programs including Edvantage and Perkopolis

At Ontario Teachers', diversity is one of our core strengths. We take pride in ensuring that the people we hire and the culture we create, reflect and embrace diversity of thought, background and experience. Through our Diversity, Equity and Inclusion strategy and our Employee Resource Groups (ERGs), we celebrate diversity and foster inclusion through events for colleagues to connect for professional development, networking & mentoring. We are building an inclusive and equitable workplace where our talent is respected, accepted and empowered to be themselves. To learn more about our commitment to Diversity, Equity and Inclusion, check out

Life at Teachers'.

How to apply

Are you ready to pursue new challenges and take your career to the next level? Apply today! You may be invited to complete a pre-recorded digital interview as part of your application.

Accommodations are available upon request (peopleandculture@otpp.com) for candidates with a disability taking part in the recruitment process and once hired.

Candidates must be legally entitled to work in the country where this role is located.

Ontario Teachers’ may use AI-based tools to assist in screening and assessing applicants for this position. These tools may help us identify candidates whose skills and experience align with Ontario Teachers’ objectives by analyzing information provided in resumes and applications. Our use of AI does not replace human decision-making.

To learn more about how Teachers’ uses AI with your personal information, please visit our

Privacy Centre.

Functional Areas:

Operations

Vacancy:

Current

Requisition ID:

6726

About Ontario Teachers' Pension Plan

Financial Services
1001-5000

OTPP is a Canada-based company that provides services such as pension fund investment and management for school teachers.