Cassidy’s first bank robbery took place on June 24, 1889 when he, Warner, and two of the McCarty brothers robbed the San Miguel Valley Bank in Telluride, stealing approximately $21,000 (equivalent to $586,000 in 2018), after which they fled to the Robbers Roost, a remote hideout in southeastern Utah.
In 1890, Cassidy purchased a ranch on the outskirts of Dubois, Wyoming. This location is across the state from the notorious Hole-in-the-Wall, a natural geological formation and a popular hideout for outlaw gangs, including Cassidy’s during the era. It is possible that Cassidy’s ranching was a façade for clandestine activities, perhaps with Hole-in-the-Wall outlaws, as he was never financially successful at ranching. His ranch used the “unmistakable brand” of “Reverse-E, Box, E”.
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