How the Partnership Between Apple and Goldman Sachs SouredRead more

Illustration by Josh Brill

Startup Founders Use Record-High Valuations to Cash Out Earlier

By  |  Sept. 13, 2021 6:01 AM PDT
Photo: Illustration by Josh Brill

Earlier this year, Pipe raised a new round of funding led by investment firm Greenspring Associates that valued the financial software startup at $2 billion. As part of the round, Pipe co-CEO Harry Hurst also sold an undisclosed number of his own shares in the company, which he had co-founded two years before.

Such a share sale would have been uncommon only a few years ago, when investors avoided buying shares from founders running young companies out of fear the wealth would demotivate them at a pivotal time. But that culture has changed due to the past year’s funding boom: Founders are increasingly selling millions of dollars of shares in the earliest stages of the capital-raising process, venture capital investors and lawyers who work on such deals say.

Access on the go
View stories on our mobile app and tune into our weekly podcast.
Join live video Q&A’s
Deep-dive into topics like startups and autonomous vehicles with our top reporters and other executives.
Enjoy a clutter-free experience
Read without any banner ads.
Ryan Breslow. Photo by Getty
Exclusive startups
Bolt Probed by SEC, Investors Over Statements Made During Fundraising
The Securities and Exchange Commission subpoenaed e-commerce software startup Bolt and sent a notice to co-founder and former CEO Ryan Breslow last year over their past statements to current and potential investors, according to an April 2023 letter from a lawyer representing two of Bolt’s major investors.
Stripe president and co-founder John Collison, as imagined in front of his Abbey Leix estate in the Irish midlands. Photo-illustration by Clark Miller
The Big Read startups Finance
John Collison’s Land Grab: A Stripe Co-Founder Grows in Power
Visitors to the Abbey Leix estate in County Laois, Ireland, must drive on an unkempt gravel road that leads through a thick forest and past a derelict corn mill to get to the giant old house in the country’s midlands.
Goldman Sachs CEO David Solomon, left, and Apple CEO Tim Cook. Photos by Getty.
Exclusive apple Finance
How the Partnership Between Apple and Goldman Sachs Soured
Apple and Goldman Sachs were in test runs before embarking publicly on one of the biggest-name partnerships ever between tech and finance.
Art by Clark Miller
Scene and Heard
The Cult of Notion: A Productivity App Becomes a Sensation for Creators
In May, hundreds of people queued outside an auditorium in the San Isidro district of Lima, Perú.
Roelof Botha of Sequoia Capital. Photo by Getty
Dealmaker venture capital
Sequoia Exits Add to Pressure on Junior Dealmakers
Five partners have exited Sequoia Capital, I reported yesterday, one of the biggest personnel shake-ups at the legendary venture capital firm in recent history.
Cameo CEO Steven Galanis. Photo by Getty
Exclusive markets startups
At Cameo, Deep Layoffs Followed a Dash for Cash
Last week, things finally seemed to be stabilizing for employees of Cameo—an online marketplace where people can pay supporting cast members of “Seinfeld” and other celebrities to record personalized video messages.
Cookies on The Information
We use cookies for a number of reasons, such as keeping The Information reliable and secure, personalizing content and ads, providing social media features and to analyze how our sites are used.