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K.J. Santos hasn’t played in nearly two years, so how has he stayed ready?

A common tactic for a basketball skills trainer is to create stakes and induce stress. Otherwise, working on footwork or absorbing simulated contact on the way to the rim just becomes bland mimicry. As a practical matter, the environment tends to be dull: a quiet high school gym.

Chris Conrad, though, has a setting that oozes authenticity. Players meeting him for a session might cock their head when they pull up to the a farm in St. Charles, Ill., which sits on the western edge of Chicagoland. Before them stands an ancient barn. In their head, a host of questions crop up.