Metromile News

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Two More HO Insurers Join Florida Market, One Led by Former Metromile CEO

Sep 23 2025 // Florida regulators have approved two new homeowner insurance companies, one led by a San Francisco tech entrepreneur and former head of Metromile auto insurance company. “I focus on companies that can successfully...

Lemonade Lays Off Some Metromile Employees Immediately

Aug 1 2022 // Immediately after Lemonade closed its deal of Metromile July 28, job boards lit up with news of layoffs at the acquired company. Former Metromile employees have been posting the news on LinkedIn, with others offering...

Lemonade Closes Deal for Auto Insurer Metromile

Jul 28 2022 // Digital insurer Lemonade said it has closed of the acquisition of pay-per-mile car insurance provider Metromile in an all-stock transaction. Metromile shareholders received 7.3 million Lemonade shares, while Lemonade...

Lemonade Execs Expect ‘Peak Losses’ in 2022

Feb 25 2022 // With unfavorable development and product mix changes propelling fourth-quarter and full-year loss 2021 ratios into the 90s—up 20 points over comparable 2020 periods—Lemonade guided shareholders that results will get...

Metromile Shareholders Approve Acquisition by Lemonade

Feb 2 2022 // Metromile said its stockholders have approved its acquisition by digital insurer Lemonade. The transaction is expected to close in the second quarter pending regulatory approval. The pay-per-mile auto insurance provider...