Ryan R. Caswell

Companies

• Cannae Holdings, Inc.Chief executive officer Aug 15, 2025 to now¹
• System1, Inc.Board member Jun 30, 2023 to now²
• Cannae Holdings, Inc.President Feb 27, 2023 to now³
• Austerlitz Acquisition Corp IOfficer Feb 25, 2021 to Feb 25, 2021⁴
• Austerlitz Acquisition Corp IIOfficer Feb 25, 2021 to Feb 25, 2021⁵

Holdings

Stock this person has reported owning, from the forms officers and directors file with the SEC. See the biggest insider stakes.

Shares held

• CCannae Holdings, Inc. CNNE309,898 shares⁶$5.0M at $16.00Aug 13, 2026
• SSystem1, Inc. SST38,577 shares⁷$79.1K at $2.05Jul 31, 2025

As of each latest filing. The line shows shares held over time.

Recent filings

• Aug 13, 2026Shares withheld for tax 13,116 shares at $15.56 of Cannae Holdings, Inc.⁶
• Aug 13, 2026Granted 33,333 shares of Cannae Holdings, Inc.⁶
• Aug 13, 2026Returned to company 33,333 shares of Cannae Holdings, Inc.⁶
• Mar 13, 2026Shares withheld for tax 19,597 shares at $11.51 of Cannae Holdings, Inc.⁸
• Mar 9, 2026Granted 150,000 shares of Cannae Holdings, Inc.⁹
• Feb 28, 2026Shares withheld for tax 18,218 shares at $12.20 of Cannae Holdings, Inc.¹⁰
• Feb 28, 2026Granted 30,325 shares of Cannae Holdings, Inc.¹⁰
• Feb 28, 2026Returned to company 30,325 shares of Cannae Holdings, Inc.¹⁰
• Feb 28, 2026Shares withheld for tax 19,675 shares at $12.20 of Cannae Holdings, Inc.¹⁰
• Feb 26, 2026Granted 30,325 shares of Cannae Holdings, Inc.¹⁰
• Feb 26, 2026Returned to company 30,325 shares of Cannae Holdings, Inc.¹⁰
• Feb 26, 2026Shares withheld for tax 19,675 shares at $12.57 of Cannae Holdings, Inc.¹⁰
• Aug 13, 2025Granted 100,000 shares of Cannae Holdings, Inc.¹¹
• Jul 31, 2025Granted 15,000 shares of System1, Inc.⁷
• Mar 14, 2025Shares withheld for tax 19,597 shares at $16.33 of Cannae Holdings, Inc.¹²
• Feb 28, 2025Shares withheld for tax 19,675 shares at $20.04 of Cannae Holdings, Inc.¹³
• Feb 28, 2025Granted 30,325 shares of Cannae Holdings, Inc.¹³
• Feb 28, 2025Returned to company 30,325 shares of Cannae Holdings, Inc.¹³
• Feb 26, 2025Granted 150,000 shares of Cannae Holdings, Inc.¹⁴
• Jun 11, 2024Granted 120,000 shares of System1, Inc.¹⁵
• Apr 17, 2024Granted 15,981 shares of System1, Inc.¹⁶
• Mar 15, 2024Shares withheld for tax 13,500 shares at $21.96 of Cannae Holdings, Inc.¹⁷
• Feb 28, 2024Granted 138,889 shares of Cannae Holdings, Inc.¹⁸
• Feb 28, 2024Granted 150,000 shares of Cannae Holdings, Inc.¹⁸
• Mar 15, 2023Granted 149,402 shares at $20.08 of Cannae Holdings, Inc.¹⁹