Jeff Freeborough

Jeff Freeborough

Direct +1 416 920 7702

About Jeff

Jeff Freeborough is the managing partner of Caldwell’s Toronto office and is a member of the firm’s leader team.  He is a key member of the Financial Services and Professional Services practices, and is also an active member of the Data, Digital and Technology  and Private Equity and Venture Capital practice teams. Jeff advises clients on search strategy and leads executive level mandates to bring game-changing leaders to their organizations. He specializes in building management teams and boards of directors with an emphasis on transformation – specifically surrounding growth, scale-up, ownership transition, financing/capitalization, transaction, restructuring and culture shift.


Prior to executive search, Jeff spent several years as a consultant in the US and Canada specializing in business and digital strategy, and also worked for a number of early-stage companies in various management roles.


Jeff attended Babson College in Massachusetts and earned a Master of Business Administration degree with a focus on finance and entrepreneurship. He holds a Bachelor of Arts  in economics from Western University.

More About Jeff

Jeff is an active volunteer board member of Bay Street Fore a Cause and has been a fundraiser for Covenant House Toronto, Canada’s largest shelter for homeless youth.  He also sits on the board of Daytrippers Children’s charity which funds school field trips nationally for underprivileged children.

Recent Feedback

“Jeff was incredible in providing insight, advice and guidance throughout the process. It is such a pleasure to work with a professional with this level of dedication and professionalism. I strongly recommend his work.” – Yaniv Nathan, Vice President, Product Management and Solution Strategy

“Excellent client experience throughout the process. Professional, responsive and enjoyable to work with. Both Jeff Freeborough and Meera were excellent.” – Jeff Thorsteinson, Vice President, Partnerships & Business Development, Online Brokerage & Digital Wealth, Aviso Wealth

My experience with Caldwell was fantastic. Jeff and Geoff were very clear about the process, the interview preparation and follow ups. I felt extremely engaged and that certainly contributed to the successful outcome. A real pleasure working with this firm.” – Vice President, Beutel Goodman & Company Ltd.

All members I spoke with at Caldwell were extremely professional. Special mention to Jeff Freeborough who was extremely thorough and helpful throughout this entire experience. This is the one and only time I have ever dealt with a company like Caldwell….life events like a change in career can be very unnerving but the Caldwell team and Jeff made it a very smooth and comforting experience.” – Vice President, Alterna Savings

“Our brand and process are extraordinarily important to us and how we partner with agencies and how they carry our brand is something that we take seriously. Jeff, Adam, John, Emily, and the rest of the team have been true partners and have carried our voice and brand through all the work that they have done. I have been very happy with the effort and work that the Caldwell team has put forward and the valued relationship that we have built.” – Director, Talent Acquisition – Canada, Canadian software and services company

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