TO THE OUTSIDE OBSERVER, Matt Calderwood was the picture of corporate success. For over 20 years, he delivered results—no matter the circumstances. This mindset initially served him professionally, propelling him to the C-suite, where he oversees 150 employees as managing director of the Americas for multinational software provider SA Global. “I was very good at fragmenting my mind, segmenting the emotions, and putting them in different boxes just to be able to hit the goals at any cost,” he says.
The cost became apparent in 2019, when Calderwood was newly divorced and had no one to open up to about it. He broke down crying when he read about a retreat that
