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The CEO candidate of $3 billion Docusign bailed at the last minute to join Google

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Rick Osterloh, senior vice president of product management for Motorola Mobility, describes the size of Motorola's new Moto X phone at a launch event for the phone in New York, August 1, 2013. REUTERS/Lucas Jackson
Google SVP of Hardware Rick Osterloh.  Thomson Reuters

It looks like the man who was supposed to become Docusign's CEO in March bailed at the last minute to join Google instead.

According to Bloomberg, former Motorola executive Rick Osterloh pulled out of taking Docusign's CEO position in March so he could go back to Google, where he now serves as SVP of hardware. Osterloh spent over two years at Motorola, which was owned by Google until 2014.

In March, Docusign had set up press calls to announce the hiring of a new CEO to replace the current CEO, Keith Krach, who in October announced his plan to step down. At the time, Docusign's press officer said the new CEO candidate pulled out after "another company with unlimited resources approached him with an offer."

Krach's resignation came at an odd moment. The company had just raised a $233 million round and Krach repeatedly said he was enjoying his time at the company. And in another bad sign for Docusign, four top executives left in May.

Docusign, last valued at $3 billion, has been one of the fastest-growing tech companies in recent years. The digital-signature software company has raised over $500 million so far.

Bloomberg reports that the company's now looking at Enrique Salem, managing director at Bain Capital, as one of the leading CEO candidates. Salem previously led Docusign's $233 million Series F funding and now sits on the company's board.

Osterloh isn't the first Google exec to rescind a big-time offer from a "unicorn" startup. Neal Mohan, Google's SVP of display and video advertising, had accepted an executive job at Dropbox last year only to suddenly change his mind and remain at Google after the company convinced him to stay.

Docusign's representative was not immediately available for comment.

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Eugene Kim
Eugene is Business Insider’s Chief Tech Correspondent, where he leads coverage of Amazon. His reporting spans the company’s retail and logistics operations to AWS, Alexa, and its internal culture.Previously, he worked at CNBC, Fortune Magazine Korea, and Japan's Yomiuri Shimbun. He holds degrees from NYU and Columbia University’s Graduate School of Journalism.In 2022, Eugene reported on internal documents indicating that Amazon allegedly used deceptive tactics to enroll customers in Prime and made cancellation difficult. The Federal Trade Commission sued Amazon the following year, citing his reporting. The case ended in a record $2.5 billion settlement in 2025.His work has received multiple honors, including the SF Press Club’s Bay Area Journalism Award and SPJ NorCal’s Excellence in Journalism Award.Eugene lives in the Bay Area. Contact him via email at ekim@jkmperu.com, or Signal, Telegram, or WhatsApp at 650-942-3061. Use a personal email address, a nonwork WiFi network, and a nonwork device; here's our guide to sharing information securely.