Metromile

InsurtechUSA
New to Unitard
🀝 Acquired
PeakΒ $1.3 BillionToday
~-89%
from peak
  1. πŸ¦„
    Became a unicorn
    Feb 2021
  2. πŸ“ˆ
    Peak valuation
    $1.3 Billion ’21
  3. πŸ’”
    Became a Unitard
    Nov 2022
  4. πŸ’Έ
    Last valuation
    ~$143M
Current status
Acquired by Lemonade ~$145M (2022)

The rise & fall

5 moments Β· 2011–2022

The key moments.

2011
Founded in San Francisco
Pay-per-mile car insurance for people who barely drive.
Crunchbase
Feb 2021
The peak: a $1.3B SPAC debut$1.3B
Lists via SPAC merger at about $1.3B in the insurtech frenzy β€” unicorn and peak on arrival.
Crunchbase
2021
Losses mount, shares slide
Underwriting losses and a falling stock erode the valuation within months of the debut.
Crunchbase
Nov 2021
Lemonade comes calling
An all-stock rescue deal is announced β€” which means the price shrinks as Lemonade's own shares fall.
TechCrunch
2022
Acquired by Lemonade for ~$145M$145M
The all-stock deal closes at roughly $145M β€” about a ninth of the SPAC valuation less than two years earlier (~-89%).
Crunchbase

How it happened

Metromile was a U.S. pay-per-mile auto insurtech that went public via SPAC in February 2021 at about a $1.3B valuation. Mounting losses and a falling share price eroded its value, and it was acquired by Lemonade in an all-stock deal worth roughly $145M that closed in 2022, leaving it far below unicorn status (~-89%).

Source: Crunchbase

Founders & leadership

  • Dan Preston
    CEO
    Now Co-Founder & CEO at StandLinkedIn β†—
  • David Friedberg
    co-founder & chairman (ex-CEO of The Climate Corporation)
    Now Chief Executive Officer at Ohalo GeneticsLinkedIn β†—
  • Steve Pretre
    co-founder
    Now Partner at World Innovation Lab (WiL)LinkedIn β†—

Current roles as self-reported on LinkedIn, retrieved 2026-08-20. See our methodology.

More from the club

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