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Chronicles

The story behind the story

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Squarespace files for a direct listing on NYSE, says it had revenues of $621.1M in 2020, up 28% YoY, net income of $30.6M, and operating cash flow of $150M

Our board of directors recognizes the fact that transactions with related persons present … Abigail Opiah / TechRadar : Squarespace dodges IPO in replace of Direct Listing Tweets: Dan Primack / @danprimack : Squarespace makes it official: Direct listing https://www.sec.gov/...

TechCrunch Alex Wilhelm

Context & Ripple Effects

Squarespace had already filed confidentially to go public, after a 2017 financing earmarked in part for stock buybacks. Its direct-listing filing turns that private-company path into a public-market test while disclosing a larger revenue base and positive cash generation.

The filing follows a $300 million round that valued Squarespace at $10 billion, creating a clear reference point for public investors. Later coverage of the NYSE reference price and opening-day decline shows why the listing mechanics mattered: public price discovery did not simply ratify the latest private valuation.

First-order effects

  • Squarespace puts its 2020 revenue, profitability and operating cash flow before public investors as it pursues an NYSE direct listing rather than a conventional IPO.
  • Existing Squarespace shareholders gain a route toward public-market liquidity, while the NYSE must establish an initial trading reference for a company without a traditional IPO price.

Second-order effects

  • The $10 billion private-round valuation becomes a benchmark against which public investors price Squarespace; the subsequent opening-day decline below that valuation illustrates the gap that can emerge.
  • Other late-stage software companies weighing a direct listing receive a more concrete comparison between private financing marks and market-led price discovery.

Third-order effects

  • If private rounds continue to set valuations ahead of direct listings, public debuts will increasingly function as valuation resets rather than simple liquidity events for existing holders.
  • The pattern favors companies with enough revenue and cash generation to present a credible standalone public-market case without relying on a conventional IPO allocation process.

The trend: Mature private software companies are using direct listings to convert private valuation benchmarks into public-market price discovery.

Discussion

  • @danprimack Dan Primack on x
    Squarespace makes it official: Direct listing https://www.sec.gov/...