Enterprise

Insiders explain why BlackBerry’s $1.4 billion acquisition of Cylance could be the last endpoint security deal of its size

John Chen looks at a Blackberry
BlackBerry CEO John Chen made sure the company had cash on hand, even after its $1.4 billion acquisition of Cylance. REUTERS/Aaron Harris
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BlackBerry's $1.4 billion acquisition of Cylance marks a major milestone for the $5 billion company, as CEO John Chen executes further on his strategy to move the once-ubiquitous cellphone manufacturer into the world of software and services.

Sources said that the deal — first reported by Business Insider last week — was touch and go for a while, particularly because Cylance wanted more money than Chen was willing to spend. The startup was weighing going public, sources said, where it potentially could have eventually ended up worth more than $1.4 billion.

One source close to the deal said while there may have been some back-and-forth in the negotiations, overall the process was very straightforward. 

The 34-year-old BlackBerry was in the market for a cutting edge AI and security product, which it decided was easier to buy than to build internally. And Cylance was ready for a big exit — IPO or otherwise — and was attracted to its acquirer's reach in sectors like government, finance and automotive, the source said. 

The all-cash deal ate up more than half of the $2.4 billion in cash and cash equivalents that BlackBerry had on hand as of August 31. Chen was careful to ensure that the company didn't spend its whole budget on one deal, the source said, especially since the company wants to be ready in case another good acquisition opportunity presents itself.

"Stay away from endpoint security"

Not everyone is convinced that Cylance would have thrived on the public markets, or that it can prove its value as it joins BlackBerry. 

Competition from Microsoft and other security startups is steep, said Yoav Leitersdorf, an investor at the YL Ventures, which invests heavily in cybersecurity. That means Cylance risks losing "most of its market share similar to the demise of the BlackBerry smartphone."

"The endpoint security space has become the most crowded in cybersecurity. Cylance has had a difficult time recently battling it out with CrowdStrike," wrote Leitersdorf, who said executives in the space consider CrowdStrike to be a superior product. George Kurtz, CEO and founder of CrowdStrike, a $3 billion company, is an advisor to YL Ventures. 

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Leitesdorf said that YL Ventures doesn't invest in endpoint products, however, and encourages entrepreneurs to "stay away from endpoint security, as margins will strongly erode and industry players will go out of business or be acquired for much lower multiples than what BlackBerry is paying for Cylance today."

Leitersdorf added that while he expects more acquisition in the space in 2019, he thinks those startups will sell at a "very low multiple" — as low as 1x, which would mean investors basically just get their money back.

"Many of these vendors will seek to be bought due to the intense competition in the space and the increasing threat from Microsoft, and buyers (acquirers) will have the strong negotiating leverage, thereby eroding multiples at acquisition," he wrote.

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Becky Peterson was formerly a tech features correspondent focused on long-form profiles and investigations into the most interesting people and companies at the intersection of technology and finance.She's broken news on major tech stories including Palantir's work on Project Maven, Peter Thiel's $18 million estate in Miami (which was once featured on MTV's 'The Real World'), Jeffrey Epstein's tour of SpaceX, and Uber CEO Dara Khosrowshahi's insistence that employees take "the D."Previously, she covered enterprise tech and tech investment banking with a focus on M&A, IPO and venture capital deals in San Francisco. She graduated from New York University with a master's degree in media, culture and communication with an emphasis on technology and society. ExpertiseSilicon Valley, Venture Capital, Investment Banking, Jeffrey Epstein, Ghislaine MaxwellPopular articlesInside the turmoil at the Bill & Melinda Gates Foundation, where employees say divorce, Epstein, and vaccines have left some staffers polishing their résumésThe secret life of Ian Osborne, the shadowy 38-year-old cofounder of Chamath Palihapitiya's SPAC who has built the ultimate black book of billionairesSilicon Valley VCs are at war with the 'far left radicals' running CaliforniaInside the life of Ghislaine Maxwell's secret husband, a once-high-flying tech entrepreneur backed by Eric Schmidt who is now a central figure in one of the country's most high-profile legal casesRent the Runway CEO Jennifer Hyman, one of the most successful female founders, is fighting to save her companyJeffrey Epstein set Elon Musk's brother up with a girlfriend in effort to get close to the Tesla founder, sources sayA drunken late-night assault allegation has roiled the secretive world of Mark Zuckerberg's private family office. Personal aides are speaking out about claims that household staff endured sexual harassment and racism from their colleagues.