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Chronicles

The story behind the story

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REVEALED!  Here's Who Owns How Much Of Square

Jack Dorsey's payments startup, Square, has just hired a CFO and it's in the hunt for a reported $250 million round of fresh financing that would value it at anywhere between $2.5 billion and $4 billion, according to who you talk to.

Business Insider Owen Thomas

Context & Ripple Effects

The cap-table reveal lands mid-climb for Square: after a $27.5 million raise in January 2011 and a $100 million round led by Kleiner Perkins at a $1 billion valuation just six months later, the payments startup has now hired a CFO and is reported to be hunting $250 million more at a valuation somewhere between $2.5 billion and $4 billion.

That spread matters because the report is about who holds what: every dollar of difference between those two numbers shifts dilution between Jack Dorsey, the early backers, and whichever new late-stage investor writes the check. The story's unusually wide syndication — pickups from Fortune, GigaOM, The Verge, VentureBeat and four other outlets on the same day — reflects how much attention attaches to any ownership disclosure at a company this closely watched.

First-order effects

  • The new CFO inherits the financing process directly, taking over the books ahead of a round whose reported terms would more than double or triple Square's previous $1 billion mark.
  • Existing holders face a dilution fork: at $2.5 billion their stakes shrink far more than at $4 billion, which is why the ownership breakdown is the contested fact in the report.

Second-order effects

  • A round of this size puts Square back in front of the same late-stage investors who priced its 2011 round, forcing rival mobile-payments players to either match the capital raise or concede the merchant-acquisition race to Dorsey's pace of spending.
  • Kleiner Perkins' lead position from last June becomes a benchmark: any new investor paying two-and-a-half to four times that price is effectively underwriting Square's payment-volume momentum rather than its current economics.

Third-order effects

  • If consumer-payments startups keep clearing billion-dollar valuations within eighteen months of each other, late-stage capital concentrates around a handful of named founders — a structure where the cap table itself becomes the news, as it did here.
  • The CFO hire ahead of a mega-round points toward companies professionalizing their finance functions while still private, stretching the gap between venture-scale funding and any public-market accounting.

The trend: Mobile-payments startups are compressing the path from Series A to multi-billion private valuations into barely two years, with founder-controlled companies like Square raising ever-larger rounds before public markets see their books.