Our Leadership

The best in the business

Our leadership team represents an unprecedented blend of insurance industry expertise and technology innovation. Together, we are redefining what it means to be an insurance company in the digital age.

Meet our team of visionaries
and change-makers

Spike Lipkin

Co-Founder & Chief Executive Officer

Brian Hetherington

President

John Newell

Chief Commercial Officer

Mike Brown

Chief Operating Officer

Paige Maisonet

Head of People

Gordon Wintrob

Co-Founder & Chief Technology Officer

Aaron Forth

Chief Product Officer

Bethany Hale

Chief Marketing Officer

Alex Ip

Chief Financial Officer

Jonathan Young

General Counsel & Chief Compliance Officer

Michael McCloskey

Chief Financial Officer Emeritus

Kurt de Grosz

Executive Chairman

Rod Sockolov

President of Business Insurance & Private Client Services

Darren Brown

President of Total Rewards

Rod Sockolov

President of Business Insurance & Private Client Services

Darren Brown

President of Total Rewards

Deirdre Finn

Executive Risk Solutions Practice Leader

Holly Long

Private Client Services Practice Leader

Greg Kaplan

Retirement Services Practice Leader

Keith VanderZanden

Wholesale Benefits Practice Leader

Tom Whitenight

Vice Chairman of Business Insurance

Wendy Cook

Wendy Cook

Head of Insurance Placement, Midwest Regional Managing Director

Cole Wagner

Cole Wagner

US Growth Leader

Ed Cha

Global Benefits and Property & Casualty Leader

Jennifer Wilson

Head of Cyber

Linde Hotchkiss

Regional Managing Director of the Southwest Region

Matthew Summers

Matthew Summers

Construction Leader, Regional Managing Director

Andrea Trudeau

Executive Vice President, Total Rewards

Casey Rhodes

Executive Vice President, Total Rewards

Kate Pitts

Executive Vice President, Total Rewards

Louisa Bolick

Executive Vice President and Founding Partner, Boston

Renee Polk

Executive Vice President, Total Rewards

Chris Call

Executive Vice President, Retirement Plan Consultant

Eric Long

Risk Management Leader

Erik Stenson, blockchain and crypto insurance leader at Newfront

Erik Stenson

Executive Vice President

Michael Talmanson

Executive Vice President and Founding Partner, Boston

Tim Dunleavy

Executive Vice President, Business Insurance

Ted Dobos

Private Equity Group Leader

Mark Stokes

Executive Vice President, Education and Public Service Leader

Phil Huffman

Phil Huffman

Greater Pittsburgh Leader

Tyler McAllister

Tyler McAllister

Greater Philadelphia Market Leader