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Stripe Faces $3.5 Billion Tax Bill as Employees' Shares Expire

  • Firm plans to use $600 million for taxes to exercise options
  • Stripe has discussed $50 billion value, down from $95 billion
Stripe Inc. headquarters in San Francisco on Dec. 3, 2020.
Stripe Inc. headquarters in San Francisco on Dec. 3, 2020.Photographer: David Paul Morris/Bloomberg
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Stripe Inc., one of the world’s most valuable startups, told investors it plans to use money it receives in its latest round of fundraising to help cover a roughly $3.5 billion tax bill. 

Using an illustrative valuation of $55 billion, the payments giant said it is looking to raise about $2.3 billion to cover tax withholdings in the first quarter, according to an investor document seen by Bloomberg News. It plans to withhold an additional $500 million and $700 million in taxes later this year and next year, respectively.