’It’s a privilege to be invited to lead DLG into the future,’ says new top boss

Direct Line Group (DLG) has revealed that Adam Winslow will join the insurer next month.

DLG announced the former Aviva UKGI top boss as its new chief executive in August 2023 and said he would take up the role in Q1 2024.

The firm has now revealed that Winslow will start on 1 March 2024, while his appointment to the board will take effect from the 21st of that month.

“DLG is one of the UK’s leading insurers with some of the most recognisable brands in the retail and commercial market,” Winslow said when his appointment was first announced.

“It’s a privilege to be invited to lead DLG into the future, particularly given its rich heritage and passion for serving its millions of customers.”

Next steps

When Winslow steps into the role, acting chief executive Jon Greenwood will work with him to help ensure a smooth handover and transition.

After this, Greenwood intends to step back from his executive career and pursue other opportunities, including non-executive roles.

Danuta Gray, chair of DLG, said: “The board is delighted to announce that Adam Winslow is to be our new chief executive.

“Adam has deep expertise in the UK general insurance market and significant leadership experience, spanning two decades across personal and commercial lines insurance.

“I would like to thank Jon Greenwood for stepping up as acting chief executive, where he has shown commitment, leadership and focus to improve business performance and for his leadership of the successful commercial function before that.”

The 2025 Insurance Times Awards took place on the evening of Wednesday 3rd December in the iconic Great Room of London’s Grosvenor House.

Hosted by comedian and actor Tom Allen, 34 Gold, 23 Silver and 22 Bronze awards were handed out across an amazing 34 categories recognising brilliance and innovation right across the breadth of UK general insurance.
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