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Venture Capitalist Peter Thiel in his offices at the Presidio in San Francisco, Calif., on Tuesday, Sept. 30, 2014. Thiel, who cofounded PayPal with Max Levchin and Elon Musk recently released a book called Zero to One, a how-to for building startups. (John Green/ Bay Area News Group)
Venture Capitalist Peter Thiel in his offices at the Presidio in San Francisco, Calif., on Tuesday, Sept. 30, 2014. Thiel, who cofounded PayPal with Max Levchin and Elon Musk recently released a book called Zero to One, a how-to for building startups. (John Green/ Bay Area News Group)
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Peter Thiel has likely become the first top-tier VC to invest millions into pot.

Thiel, through his San Francisco venture-capital firm Founders Fund, has invested several millions into Privateer Holdings, a private equity firm that is propping up the legal cannabis industry. The investment is part of a larger $75 million Series B — its largest round yet — which Business Insider reports will value Privateer at $425 million.

Founded in 2011, Seattle-based Privateer invests in Tilray, medical cannabis distributor in Canada; cannabis information company Leafly; and Bob Marley’s namesake pot company, Marley Natural. The firm is run by CEO Brendan Kennedy, who has a background in software and startups, and is trying to build a family of globally recognized and legal pot companies, validated by investments from Privateer.

According to Wired, Privateer operates a 60,000-square-foot federally licensed facility in Canada, where it grows cannabis for Tilray’s 4,000 customers. This year, Tilray is on track to generate $25 million in online orders. Leafly, meanwhile, has about 4 million monthly users and is slated to bring in $12 million in ad revenue this year. With the Marley family, Privateer has a lucrative royalty agreement.

Thiel, a billionaire entrepreneur and investor, who earned his fortune as a co-founder of PayPal and early Facebook investor, is an influential libertarian who has publicly advocated for legalizing marijuana, among other issues. He has given millions of his self-made fortune to Libertarian and Republican candidates, and become involved in the campaign to legalize gay marriage.

After publicly criticizing Twitter last year as a horribly mismanaged company with a lot of pot-smokers, Thiel clarified his position in a later interview by saying: “You could smoke a lot of pot and still have a great company, if the business model is as robust as Twitter’s,” he added.

Photo: Venture Capitalist Peter Thiel in his offices at the Presidio in San Francisco, Calif., on Tuesday, Sept. 30, 2014. John Green/ Bay Area News Group.