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Stuart Winchester

VP

Stuart joined The Zebra as a VP in July 2024. Previously he was the Founder and CEO of Marble, which was acquired by The Zebra. Before Marble, he worked as the General Manager, Insurance Product at Better.com, where he launched and led the company's national insurance practice, Better Cover.

Stuart has been a licensed property and casualty agent since 2018 and a licensed life insurance agent since 2022. He has been quoted or cited in Forbes, Time, Money, Business Insider, Fortune, and the Motley Fool. He is also a frequent podcast guest, and occasionally writes on insurance independently at shwinchester.com.

Expertise

  • Home insurance
  • Auto insurance
  • Life insurance
  • Renters insurance
  • Commercial insurance
  • Insurance bundling

Education

  • BA, MA English Literature — Trinity College, Dublin University

Credentials

  • 8+ years as a licensed and active insurance agent