
Insurance
Corporate M&A
Insurance Regulatory
Insurtech
Andrew R. Holland is a Partner at Sidley Austin, based in New York City, where he leads the U.S. insurance regulatory practice within the firm's M&A and Private Equity group. With extensive experience in representing insurance companies, intermediaries, and institutional investors, Andrew specializes in insurance regulatory and corporate matters. His expertise spans corporate transactions, enforcement matters, and insurtech advisory. Prior to joining Sidley, he served as General Counsel for AIG's U.S. property-casualty insurance operations. Andrew holds a JD from Georgetown University Law Center and a BS from The Wharton School, University of Pennsylvania. He is recognized by Chambers USA for his deep understanding and technical depth in insurance law.
M&A Transactions
Insurance Regulatory Matters
Litigation and Disputes
Strategic Partnerships and Collaborations

- Jefferies Financial Group Inc. invested in Hildene Holding Company, LLC in an investment deal. - Deal value was 4400000000 Sector: Financial Services; Location: USA. - On the acquirer side, legal advice was provided by a team including Benson Cohen, Michael Devins, Andrew Holland, John White, Sharon DiPrinzio, Brian Bowman, Allison Hocevar, Ben DeVore, Talbott Paulsen, John Schaff, Xi Zhao.
Dec 08 2025
4B
M&A

Partner
2012 – Unknown

Partner
2010 – 2012
General Counsel, U.S. Property Casualty Insurance
1999 – 2010

- Medica acquired the target/assets from UCare in a acquisition on not available. - Deal value was 4200000000 Sector: Healthcare; Location: USA. - On the acquirer side, not available advised, led by Andrew Holland, Michael Devins, Tu Tu, Lucas Grisham.
Nov 17 2025
4B
M&A
Nov 13

2 min
Auditor
1988 – 1991