Managing Director, Financial Services, Private Capital

Ontario Teachers' Pension Plan • Toronto, ON

1d • Hybrid

About The Position

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.

Requirements

• ~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.
• Strong 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, and exit.
• Strong negotiating skills, with ability to lead commercial terms in acquisitions, mergers, and financings.
• Ability to balance priorities, work independently, lead teams, and thrive in a high-performance environment.
• Very strong analytical and quantitative skills to perform and guide in-depth, innovative, critical analysis.
• Deep understanding of fundamental investment analysis and private equity value creation.
• Strong interpersonal skills and ability to build constructive relationships with internal and external parties, particularly management teams, boards, and senior advisors.
• Strong communication skills, both oral and written, including IC paper authorship and presentation.
• Willingness and ability to travel across North America and globally.

Responsibilities

• 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.

Benefits

• 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 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

What This Job Offers

• Job Type: Full-time
• Career Level: Director