Bob Rachofsky is a partner in the Corporate & Financial Services Department. He advises on mergers and acquisitions involving both public and private companies, private equity and other corporate transactions, as well as public and private offerings of securities, securities disclosure and corporate governance matters generally.

In 2020, The American Lawyer named Bob a ‘Dealmaker of the Year’ for his role representing FIS in its $42 billion merger with Worldpay, Inc., the largest fintech deal ever.  Bob was also recognized by The Deal as a finalist for Financial Services Dealmaker of the Year for his role in FIS/Worldpay, among other matters. He has been recognized by Who's Who Legal and Super Lawyers as a leading practitioner. A senior member of Willkie's Chambers-ranked Band 1 Insurance Transactional practice, Bob also serves as an adjunct professor of corporate law at Fordham Law School in NYC, teaching M&A and other transactions.

Continue Reading


  • Author, "Financial Sponsor Acquisitions of Insurance Companies," The Investment Lawyer (January 2019)
  • Author, “Hostile Takeovers, Proxy Fights and Insurance Holding Companies,” The M&A Lawyer (August 2016)
  • Author, "Proxy Access, Proxy Fights and Insurance Holding Companies," The M&A Lawyer (January 2011)



*Bob advised on some of these matters at his prior firm.

Selected M&A Representations

  • Sixth Street in its insurance platform Talcott Resolution’s agreement to reinsure $25 billion of liabilities from Principal Financial Group;
  • Sixth Street in its agreement alongside Resolution Life to reinsure a $35 billion fixed index annuity portfolio of Allianz Life;
  • Sixth Street in its acquisition of Talcott Resolution Life Insurance Company from a consortium of investors;
  • KKR in its acquisition of retirement and life insurance company Global Atlantic for $4.4 billion;
  • American International Group, Inc. in its sale of a 76.6% interest in Fortitude Re to The Carlyle Group and Tokyo-based T&D Holdings for approximately $1.8 billion;
  • Fidelity National Information Services, Inc. in its $42 billion merger with Worldpay, Inc., the largest fintech deal ever;
  • Walter Investment in its agreement to sell its insurance operations to Assurant Inc.;
  • FIS in its agreement to sell its Public Sector and Education businesses to Vista Equity Partners for $850 million;
  • AIG in its sale of a 73% interest in NSM Insurance Group to an affiliate of ABRY Partners;
  • AIG in its purchase of certain business lines from Ironshore Inc.;
  • Fidelity National Information Services, Inc. in its acquisition of SunGard in a deal valued at $9.1 billion;
  • Aegon USA Inc. in its sale of its COLI/BOLI business to Stone Point and Newport Group;
  • AIG in its acquisition of a controlling interest in NSM Holdings, Inc.;
  • CNO Financial Group, Inc. in its sale of Conseco Life Insurance Company to Wilton Reassurance Company;
  • Aviva plc in its $2.5 billion sale of Aviva USA Corporation to Athene Holding Ltd;
  • Quicken Loans, Inc. in its acquisition of insurance operations;
  • Remy International Inc. in its public merger transaction with a controlling stockholder;
  • Computershare Inc. in its purchase of Registrar & Transfer Company from its owners;
  • An investor group in the sale of Sedgwick Claims Management, Inc., a leading insurance claims administrator;
  • Zenith Insurance Group in its sale to Fairfax Financial, Inc.;
  • The Hartford in its sale of Omni Insurance Group, Inc. and related operations;
  • Aviva plc in its acquisition of AmerUs Group;
  • Hartford Financial Services in its sale of Hart Re to Endurance Specialty; and
  • CGNU plc in the sale of its US property/casualty operations to White Mountains Insurance Group, Ltd.

Selected Securities Offerings*

  • FIS in connection with its July 2022 public offering of $2.5 billion of senior notes;
  • Fidelity National Information Services, Inc. in its $8.2 billion, $2.9 billion, $2.5 billion, $1 billion and $1.25 billion public offerings of debt securities, as well as its $4.5 billion aggregate debt offering to finance FIS’s $9.1 billion acquisition of SunGard;
  • Aviva plc in its $400 million offering of subordinated capital securities, which was Aviva’s first public offering in the U.S.;
  • Allstate Corporation in the offering of $200 million of indemnity-trigger catastrophe bonds covering its Florida subsidiary operations;
  • Remy International, Inc., in its initial public offering of common stock;
  • Fidelity National Financial, Inc. in multiple offerings of common stock and debt;
  • Lender Processing Services, Inc., in its spin-off from Fidelity National Information Services, Inc., and concurrent $375 million high-yield notes offering under Rule 144A;
  • The underwriters (led by Goldman Sachs and Merrill Lynch) in the IPO and secondary offerings of National Financial Partners, Inc.;
  • Safety Insurance Group in its IPO and listing on the NASDAQ National Market; and
  • The underwriters in the IPO of The Phoenix Companies, Inc. and in several subsequent debt offerings by Phoenix.



Columbia University School of Law, J.D., 1985 Yale University, B.A., 1982

Bar Admissions

New York