Adam Winslow

Adam Winslow
Born1979 (age 46–47)
United Kingdom
EducationUniversity of York, ESCP Business School
OccupationBusiness executive
Known forChief executive officer of Direct Line Group
FatherPeter Winslow

Adam Winslow (born 1979 or 1980) is a British businessman who served as the chief executive officer of Direct Line Group from January 2024 to July 2025.

Career

Winslow served as Aviva's UK and Ireland CEO of general insurance from 2021 to 2024. He was announced as the new chief executive of Direct Line Group in August 2023 and was appointed in the first quarter of 2024. Succeeding Jonathan Greenwood who had been appointed acting chief executive following the resignation of Penny James in January 2023. Winslow resigned in July 2025.

In July 2026, he was named as the chief executive of CFC insurance.

Personal life

He is the son of multi-millionaire Peter Winslow, a co-founder of price comparison website Compare the Market.

References

  1. 1 2 Treanor, Jill (21 January 2024). "Direct Line's new boss is insurance 'royalty' — but can he turn the firm around?". The Times. Archived from the original on 30 March 2025. Retrieved 30 March 2025.
  2. 1 2 3 Saker-Clark, Henry (30 August 2023). "Direct Line poaches Aviva's Adam Winslow to be its new chief executive officer". The Independent. Archived from the original on 30 March 2025. Retrieved 30 March 2025.
  3. ↑ Cowen, James (7 July 2026). "Ex-DLG boss Winslow to join CFC as group chief executive". Insurance Times. Archived from the original on 8 July 2026. Retrieved 8 July 2026.
  4. ↑ Cowen, James (3 July 2025). "Winslow makes first comments since stepping down as DLG chief executive". Insurance Times. Archived from the original on 21 December 2025. Retrieved 21 December 2025.
  5. ↑ Harris, Lee (7 July 2026). "London IPO candidate CFC hires ex-Direct Line chief Adam Winslow as new boss". Financial Times. Archived from the original on 8 July 2026. Retrieved 8 July 2026.
  6. ↑ Armitage, Jim (26 January 2025). "Simples! How Compare the Market left its rivals for dust". The Times. Archived from the original on 30 March 2025. Retrieved 30 March 2025.