Jonathan Ilany

Jonathan Ilany has built a diverse career that spans over four decades in the financial services industry. He served in the Israeli Defense Forces from 1971 to 1975, during which he held the rank of First Lieutenant. " " " He earned his B.A. and M.B.A. from the University of San Francisco. " " " "

Beginning his career at Merrill Lynch and progressing to senior roles at Bear Stearns, he developed a strong background in risk management and strategic leadership. " " " His early professional journey included work as a private investor and later as a partner at Mariner Investment Group, where he contributed significantly to the firm’s growth and risk oversight. " " "

At TIPT, he joined in October 2014 as Executive Vice President, Head of Mortgage Finance and Asset Management, and subsequently advanced to leadership roles including Co-Chief Executive Officer and his current position as CEO, which officially started on February 1, 2018. " " " His extensive experience across multiple facets of the financial industry and board memberships has bolstered his capability to lead TIPT effectively, making him a pivotal figure in the company’s governance and strategy. " " "

Non-Equity Incentive Plan Compensation

• Cash Bonus: $2,001,319 "
• Performance Metric: Based on 2024 Adjusted EBITDA with allocation of 3.5% from a 7.0% company-wide incentive pool "
• Evaluation: Determined by the CNG Committee via qualitative assessment and comparison to the prior year’s EBITDA "
• Vesting Schedule: Not applicable (cash bonus) "
• Payment Schedule: Paid in the first quarter of the following year "

Stock Awards

• Type: Performance Restricted Stock Units (PRSUs) "
• Grant Date: January 1, 2024 "
• Number of Shares: 550,000 "
• Grant Date Fair Value: $5,753,000 "
• Performance Condition: Vesting is contingent upon achieving a $70 Tiptree share price target milestone, adjusted for dividends "
• Vesting Schedule: Vesting occurs upon achieving the performance condition within ten years (by January 1, 2034), subject to continued employment "
• Valuation Methodology: The fair value was estimated using a Monte Carlo simulation based on a Black-Scholes-Merton framework "