The opportunity

Ontario Teachers' Pension Plan Board (Ontario Teachers') is a global investor with net assets of ~$279 billion as of December 31, 2025. Ontario Teachers’ is a fully funded defined benefit pension plan, and it invests in a broad array of asset classes to deliver retirement security for 346,000 working members and pensioners. Our Private Capital group deploys ~$60 billion across direct private equity investments and private equity funds globally.

The Managing Director will lead investments end-to-end — from origination through exit — sponsor transactions at Underwriting Committee, take active board roles at portfolio companies, and help build and develop the Financial Services investment team. This is a senior seat for a candidate with a proven private equity track record and deep Financial Services expertise.

Who you'll work with

Reporting to the Senior Managing Director, the role will be part of a deal team comprising analysts, associates, principals, directors, and managing directors, supported by third-party consultants, operating executives, and legal and accounting advisors dedicated to each transaction.

The Financial Services team invests across sub-sectors including Insurance, Wealth & Asset Management, Lending, Professional Services, and Cards & Payments, with particular need to understand the regulatory, AI, and digitization themes reshaping the sector. The role will also potentially partner with colleagues in OTPP's global offices on international investment and / or cross asset class opportunities in Financial Services.

What you'll do

- Lead deal teams end-to-end,



from origination through close and through the life of the investment; serve as the named sponsor at Underwriting Committee and author Underwriting Committee papers.
- Own deal execution with limited oversight — including pricing, structuring, financing, and final commercial and legal negotiating positions.
- Take active board leadership roles at portfolio companies; drive value creation agendas with management and sponsor follow-on capital, M&A;, and exit decisions.
- Originate proprietary deal flow through personal networks with CEOs, operating executives, sponsors, bankers, and advisors; represent OTPP Financial Services externally.
- Set coverage priorities and investment theses for one or more sub-sectors; partner with the SMDs on team strategy and sector positioning.
- Build, lead, and develop the Financial Services investment team; partner with the SMDs on hiring, performance management, and succession. Hold the team accountable for quality of judgment, execution discipline, and alignment with OTPP's mission, vision, and values.
- Work in a highly collaborative manner, bringing a complex network of stakeholders along (Global and Sector SMDs, deal teams, Portfolio Solutions / Value Creation, international office leaders, portfolio companies). Strike the appropriate balance of being a confident decision-maker and an inclusive leader.
- Define value creation playbooks across the Financial Services portfolio and hold portfolio company management accountable for delivery.




- Exercise independent judgment on deal execution within approved mandates; serve as the named sponsor at Underwriting Committee and hold board-level decision authority at portfolio companies.
- Provide disciplined thinking, sound judgment, and courage of conviction, with a willingness to take balanced, thesis-driven risk. This includes stepping in and intervening directly and effectively when required.

What you'll need

- ~15+ years of meaningful work experience with a substantial track record of private equity deal leadership. Supplementary experience in management consulting, investment banking, and/or corporate M&A; (preferably corporate development or similar) considered in combination with PE tenure.
- Track record sponsoring deals at Underwriting / Investment Committee and delivering committed returns across a full investment cycle, including conducting and leading multiple diligence streams (financial, operational, legal, tax, insurance), arranging debt financing, and negotiating documentation.
- Direct investment track record in Financial Services required; insurance, wealth, or payments expertise particularly valued.
- Deep knowledge of Financial Services sector dynamics — particularly Insurance, Wealth & Asset Management, Lending, Professional Services, and Cards & Payments — and the emerging regulatory, AI, and digitization themes reshaping them.
- Active “for profit” board director experience, including committee leadership.
- Robust academic background, with a financial designation (MBA, CFA, CBV, or CA strongly preferred).
- Demonstrated leadership across the full investment process, including sourcing, due diligence, debt financing, negotiation

📌 Managing Director, Financial Services, Private Capital (Toronto)
🏢 Ontario Teachers'​ Pension Plan
📍 Toronto