Live Like a Cowboy for $35 Million

To be fair, that gets you 30,000 acres and a mansion in Montana.
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Robert Burch always wanted to be a cowboy. When the serial entrepreneur and managing partner of the VC company Redbadge “had some luck financially” in the 1990s, he was finally solvent enough to realize his dream. (Burch is also, incidentally, Tory Burch’s former brother in law.) He spent months driving around Montana until he found the Hobble Diamond ranch in the south of the state, about an hour's drive from Bozeman, and then “pulled the trigger,” he said, buying the 9,000-acre property for what he says was less than $10 million.

Burch was thrilled; his wife Susan, less so.