Jonathan Finless

Jonathan Finless embodies the next generation of senior talent advisory and corporate search. As a Senior Associate in Toronto, he has recruited dozens of executives and board directors on behalf of leading Canadian companies and institutions. Jon brings unconventional thinking to his work, challenging his clients to think laterally about fit, value creation, and long-term success.

Professional Focus

Over 5 years’ professional experience with a business background
Works with clients at all stages of development, particularly early and growth-stage innovation companies including PE- and VC-backed portfolio companies
Board and C-suite recruitment, as well as emerging talent
Fluent in English and French

Business Expertise

Technology and financial transformation consultant at a big four consulting firm
Business development, including pro-athlete relationship management for a startup
Leader of a large hospitality team at a premier Canadian hotel

Additional Expertise

Financial Services
Real Estate
Private Equity & Venture Capital
Technology
Energy

Education & Certifications

Honours Business Administration (HBA), Finance from Ivey Business School at Western University

Toronto

915-95 Wellington Street West
Toronto
Canada

Case Studies

View All

Strengthening Advancement Capacity and Culture Through a Long-Term Search Partnership

With Boyden’s support, Loyola Marymount University built a high-performing advancement team by filling 15 key fundraising roles over five years, strengthening collaboration, continuity, and campaign readiness.

From Transition to Transformation: CFO Leadership in Premium Wine Operations

How Boyden navigated a high-stakes CFO search for a global wine producer’s U.S. subsidiary.

Accelerating Growth: Building Market Leadership in Southeast Asia

Discover how Boyden recruited a top-tier Country General Manager to lead Southeast Asia expansion and strategic M&A for a global food safety solutions provider, driving rapid growth and market leadership in the region.

Thought Leadership

View All

Articles & Papers

All Aboard: The changing board of directors

Examining the driving forces behind the evolving role of boards, how stakeholders perceive and evaluate board performance, and offering valuable guidance on cultivating stronger, more resilient boardrooms. Part one of a three-part series.

Articles & Papers

A First External CEO Leads a First Generational Succession

A family enterprise approaching its first generational transition found leadership fragmented across sibling-led divisions. Growth was possible, but cohesion was not guaranteed. By introducing independent executive leadership, the family gained clarity, strengthened governance, and set a foundation for long-term continuity. Here’s how unified leadership replaced complexity.

Blog Post

No Passengers: How Shared Accountability Drives Organizational Momentum

Discover how shared accountability fuels high-performing cultures, with insights from Netflix and strategies to overcome common barriers like blame culture and misaligned incentives.