Director, Private Capital Investments in Toronto

Kilmer Group is a multi-generational platform for business development and investment, built on operational excellence, long-term stewardship, and trusted relationships. Headquartered in Toronto, we invest across three core sectors: Private Capital, Infrastructure & Real Estate, and Sports & Media, partnering with exceptional management teams to build and grow enduring businesses.

Kilmer Group has built a reputation for disciplined investment, active ownership, and creating long-term value. Our approach is grounded in partnership, integrity, and a commitment to building businesses that generate lasting impact for our partners, stakeholders, and the communities we serve.

Reporting to the President, Kilmer Capital Partners, we are hiring a Director, Private Capital Investments. In this role, you will lead investments across the full lifecycle, from evaluating opportunities and overseeing due diligence through transaction execution, integration, and ongoing portfolio management. You will combine rigorous financial and investment analysis with practical business judgment to assess opportunities, identify risks and value creation levers, and translate insights into clear recommendations and action.

This is an existing, full-time opportunity based in the Toronto office, with periodic travel to support portfolio companies and integration activities.

What’s in it for you?

• Impact and investment opportunity: You will play a meaningful role in evaluating new opportunities, shaping investment decisions, and working beyond the transaction to help portfolio companies grow and create long-term value.
• Breadth and visibility: You will gain exposure to investments across a diverse range of industries rather than specializing in a single sector.
• A broader private capital experience: You will have the opportunity to move beyond a high-volume, transaction-focused investment environment and become more deeply involved in the businesses you invest in.
• Leadership and influence: This role comes with real scope: leading deals, coaching and developing a team, and shaping how Private Capital Investments works together as we grow.

As our new Director, Private Capital Investments, you will:

• Evaluate investment opportunities: Lead the assessment of potential investments, combining rigorous financial analysis with commercial and operational judgment.
• Lead due diligence and transaction execution: Oversee end-to-end diligence across financial, operational, commercial, tax, legal, and strategic workstreams.
• Drive integration and value creation: Stay actively involved after an investment closes, partnering with portfolio company leaders to support integration.
• Monitor and strengthen portfolio performance: Develop a deep understanding of portfolio company performance using financial results, operational metrics, KPIs, and market insights.
• Build trusted partnerships: Work closely with CEOs, executive teams, Kilmer leadership, boards, lenders, and external advisors.
• Lead and develop the team: Coach and develop two Managers, providing guidance across investment analysis, diligence, execution, and portfolio work.

You bring:

• The investment experience: Experience in private equity, private capital, transaction advisory, valuations, investment banking, or corporate development.
• The financial and analytical expertise: Strong financial modelling, valuation, and investment analysis skills.
• The commercial mindset: Understanding how a business operates, competes, and creates value.
• The leadership skills: Experience guiding and developing others while remaining willing to work alongside your team.
• The relationship-building skills: Ability to build credibility and trusted relationships with senior leaders and management teams.
• The ownership mindset: High standards for accuracy, integrity, discretion, and follow-through.
• The flexibility: Ability to travel periodically to work directly with portfolio companies.

Why join Kilmer Group?

Kilmer Group continues to build on decades of successful investment and business leadership offering a dynamic and supportive environment with opportunities for growth and development. Beyond our investments, we are committed to strengthening the communities where we live and work through initiatives that support sport, health, research, and community development.

What you can expect from our interview process:

• A virtual interview with a Talent Advisor to discuss your interest in joining the company and in the role.
• An in-person interview with the Chief Financial Officer and the Vice President, Talent and Special Projects focused on your experience.
• An in-person interview with a panel of senior leaders, including the President of Kilmer Capital Partners.

Kilmer Group is committed to creating a workplace where people are treated with respect, supported in their development, and empowered to contribute their best work. We welcome applications from all qualified candidates and are committed to providing an accessible recruitment process.