Tom Wilson
Chairman, President and Chief Executive Officer
2007 – Present
19 years (current)
Key Decisions & Impact
Wilson, born in St. Clair Shores, Michigan, holds a business administration degree from the University of Michigan and an MBA from Northwestern's Kellogg School of Management. He joined Sears, Roebuck & Co. as vice president of strategy and analysis before moving to Allstate in 1995 following its spinoff, becoming CEO in 2007 and board chair in 2008. His most consequential acquisitions were the 2011 purchase of online insurer Esurance for about $1 billion and the 2021 purchase of National General Holdings for roughly $4 billion, both aimed at capturing non-agent-based distribution channels that Allstate's traditional captive-agent model could not reach. He has also led Allstate through record catastrophe-loss years by pursuing aggressive rate increases and geographic de-risking in states like California and Florida.
Legacy
Wilson has orchestrated the successful transformation of Allstate from a legacy, agency-centric insurer into a data-driven, multi-channel powerhouse. He spearheaded the 'Allstate 2.0' initiative, the acquisition of Esurance and National General, and the aggressive expansion of the Drivewise telematics program. He has navigated the company through historic catastrophe losses with disciplined pricing and de-risking actions, maintaining its financial strength and market leadership.