Jonathan Hess
Available to Speak:
Virtual and in-person
About Jonathan
Jonathan Hess is a corporate advisor with over 20 years of experience in capital markets, fundraising, and business development. A former Director in Investment Banking at Scotia Capital, he has led and supported a wide range of transactions including IPOs, M&A, and strategic advisory mandates.
He also brings an entrepreneurial perspective as a business founder. Jonathan holds an MBA from the Rotman School of Management and a BA from Dartmouth College.
Areas of Expertise
Jonathan Hess supports CEOs and executive teams in strengthening the “financial intelligence and strategic discipline side” of their organizations—so they operate with sharper insight, stronger control, and a clearer path to sustainable growth. As a seasoned Fractional CFO and financial advisory leader, Jonathan brings extensive experience guiding companies through scaling challenges, cash flow complexities, and strategic planning. He equips leaders with practical systems for forecasting, financial decision-making, profitability improvement, and organizational alignment. Jonathan’s approach demystifies financial strategy for non-financial CEOs, giving them the clarity and confidence needed to lead their organizations through growth, transition, and uncertainty.
- Fractional CFO leadership
- Financial strategy
- Forecasting & cash flow
- Profitability improvement
- Strategic planning
- Growth advisory
- Financial systems & reporting
- CEO financial literacy
- Operational decision-making
Types of Events
Jonathan is well suited for CEO and executive forums where practical insight, collaborative discussion, and financial clarity are critical. His sessions help leaders better understand the economic engine of their organization and translate numbers into meaningful strategic action. Jonathan emphasizes interaction, peer sharing, and real-world examples—making financial leadership accessible, relevant, and immediately useful for busy executives.
Common Engagements
- CEO Forum meetings
- Executive peer group sessions
- Financial strategy workshops
- Scaling & growth roundtables
- Leadership retreats
