Winslow makes first comments since stepping down as DLG chief executive

Adam Winslow has said it is time for his “next chapter” after stepping down as Direct Line Group’s (DLG) chief executive.

Winslow took up the role in March 2024, joining from Aviva, where he served as the UK general insurance top boss for just under three years.

Following Aviva completing its £3.7bn acquisition of DLG earlier this week, Winslow stepped down alongside chief financial officer Jane Poole and other non-executive directors.

In a post on LinkedIn after the deal went through, Winslow said he “joined DLG because it is a business with a strong history and incredible brands”.

“I said then that I firmly believed we have a fantastic opportunity to grow and improve this business together, for the benefit of all our colleagues, customers and shareholders,” he added.

“I’m immensely proud of what we’ve achieved together and now it’s time for DLG’s next chapter, as well as mine.”

Winslow achievements

When Winslow joined DLG, he put in place a strategy to turnaround the insurer, with it having recorded an operating loss from its ongoing operations of £189.5m in the 12 months to 31 December 2023.

Among plans included removing at least £100m of costs by the end of 2025 on a run-rate annualised basis.

Winslow also oversaw the launch of the insurer’s signature brand, Direct Line, on price comparison websites (PCWs) for motor business.

His standalone strategy saw early strategic progress, with DLG revealing in March 2025 that it saw an operating profit of £205m in 2024, while gross written premium (GWP) increased from £2.98bn to £3.73bn year-on-year.

In his post, Winslow thanked colleagues, partners and customers for their support.

“I wish all DLG colleagues the very best for the future and look forward to seeing the combined business deliver for customers and go from strength to strength,” he said.