Garlinghouse left Hightail when the company's board didn't want to sell, Re/code reports.
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Matt Hunter is the senior technology editor at CNBC.com.
Ari Levy is CNBC.com's senior technology reporter in San Francisco.
Cadie Thompson is a tech reporter for the Enterprise Team for CNBC.com.
Josh Lipton is CNBC's technology correspondent, working from CNBC's Silicon Valley bureau.