Enterprise

When DocuSign goes public, it could be worth over $3.8 billion — here are the biggest winners

Docusign CEO Keith Krach
Docusign chairman Keith Krach Docusign
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  • DocuSign, expected to IPO next week, has offered a price range for its shares.
  • At the mid-range, it would value the company at $3.8 billion, slightly higher than its last round of private investment. 
  • We now have a glimpse at the company's condition in 2016, when it famously spent the entire year struggling to hire a new CEO.
  • The company's founders are not significant stakeholders anymore. But there will be a few other big winners, including former CEO Keith Krach. 

DocuSign is gearing up for its IPO, expected to take place next week, and has floated an initial price range between $24 and $26 for the 21.7 million shares it will sell.

At the mid-price of $25 a share, this would see DocuSign enter the public markets with a $3.8 billion valuation, up from its last private valuation of just under $3.1 billion, according to Pitchbook, a database that tracks such things.

Tom Gonser DocuSign
Tom Gonser, DocuSign founder  Tom Gonser/LinkedIn

In terms of financials, DocuSign had losses of $52.3 million on revenues of $518.5 million for its last fiscal year, with revenues rising and losses narrowing. Its previous fiscal year, it lost $115 million on revenues of $382 million.

DocuSign's road to an IPO has been a long one. The company was founded in 2003 by Tom Gonser, Court Lorenzini,  and Eric Ranft. Ranft left the startup after two years, according to his LinkedIn. Lorenzini was CEO for five of its early years but left that role in 2008. Neither Lorenzini nor Ranft are mentioned in the company's S-1 forms to go public, meaning they have neither a significant stake in Docusign, nor a meaningful role.

After cycling through a couple more CEOs the company than added the flamboyant Keith Krach as chairman, who later took on the CEO role, too.

Krach has since become the person most closely associated with DocuSign. Krach had previously founded Ariba, another successful enterprise cloud software company, which SAP bought in 2012 for $4.3 billion.

Under Krach, Docusign started raising huge sums of money from venture capitalists, private equity funds, and its strategic partners including Dell, Microsoft, Intel, and Deutsche Telekom. In 2015, DocuSign raised over $551 million at a valuation of just under $3.1 billion.

A rocky 2016

Things seem to hit the skids for the company in 2016 when VCs started being tighter with their investments. Krach announced he was leaving the CEO job. But the company had difficulties hiring a new CEO, including a memorable instance where one guy bolted at the last minute to join Google.

Thanks to the forms filed with the SEC, we can now see the financials of the company in 2016, amid the turmoil. It lost $122.6 million on revenues of $250 million. So, as many people suspected, the company's burn rate — the degree at which it spends cash — was pretty high.

Docusign CEO Daniel Springer
Docusign CEO Daniel Springer  Docusign

Finally, in January, 2018, DocuSign hired a CEO, Daniel Springer. By the time he joined, Krach had started to reduce the company's spending compared to revenues. Krach is still chairman.

Gonser is now hailed as the sole founder. He is credited with coming up with the idea for electronic signatures, as well as holding some patents on the tech, and is still involved as a board member. However, he cashed out a lot of his stake years ago and became a VC. He sold $9.8 million worth of shares in 2015, and sold another $3.3 million in 2016. 

He still has over 2 million shares, though, which amounts to just over a 1% stake in the company

Krach is the single largest individual shareholder, not affiliated with a venture investment firm. He holds a 5.5% stake, or about 8.5 million shares. He's cashing out a small chunk of shares in the IPO, about $4 million worth at the mid-price, $25 level.

Other winners should this IPO prove successful: Peter Solvik at Investor Sigma Partners who owns bout 17.4 million. This is by far his biggest investment win and he's cashing out over 850,000 shares in the IPO for his fund.

Another winner is former Intel and Apple exec Scott Darling of Frazier Technology Ventures, who owns about 9.7 million shares and is cashing out about 496,000 in the IPO.

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Julie Bort was Business Insider's Editor at Large for the Tech team. She loves investigating stories and shedding light on the tech industry's most amazing people.Here's a small sample of some of Julie's work.Former Pinterest employees describe a traumatic workplace where managers humiliate employees until they cry, Black people feel alienated, and the toxic culture 'eats away at your soul'Sex, tequila, and a tiger: Employees inside Adam Neumann's WeWork talk about the nonstop party to attain a $100 billion dream and the messy reality that tanked itInsiders say WeWork's IT is a patchwork of cheap devices and Band-Aid fixes that will take millions to fixWeWork's toxic phone booths were created in-house by its Powered by We business70-hour weeks and 'WTF' emails: 42 employees reveal the frenzy of working at Tesla under the 'cult' of Elon MuskElon Musk works so many hours at Tesla, employees are constantly finding him asleep under tables and desksHow this woman went from a Pizza Hut employee to a founder of a $4 billion startupAn Oracle insider explains how some salespeople gamed the system to sell more cloudTHE TAKEDOWN OF TRAVIS KALANICK: The untold story of Uber's infighting, backstabbing, and multimillion-dollar exit packagesMicrosoft is in talks to buy GitHub, a startup at the center of the software world last valued at $2 billionThe alarming inside story of a failed Google acquisition, and an employee who was hospitalizedInside Facebook's plan to eat another $350 billion IT marketHow a registered sex offender wound up living in an Airbnb hosting unsuspecting guestsA controversial ex-banker is the person who really runs Twitter — and he's gambling the company's future on one risky betSecret passages and skipped meals: Oracle's CEO gave us a rare peek at what it really takes to run a $37 billion companyHP told some employees to choose between becoming contractors with no benefits or being fired without severance'I felt like we were being extorted': Customer says Oracle tried to strong-arm him into a cloud saleHow the queen of Silicon Valley is helping Google go after Amazon's most profitable businessAirbnb host: A guest is squatting in my condo and I can't get him to leaveLIES, BOOZE, AND BILLIONS: How one of the fastest-growing startups in Silicon Valley history raised $580 million then spiraled out of controlGitHub is undergoing a full-blown overhaul as execs and employees depart — and we have the full inside storyWhen she's not writing for Business Insider, Julie can usually be found on the trails, on my mountain bike, or on my skis, if you know where to look.