Sometimes the thing we wished someone would give us becomes the thing we’re meant to build ourselves. In this episode, Jason reflects on the early dreams, detours, and small-town influences that shaped his relationship with entrepreneurship. He shares how a long-held fantasy of being “chosen” by a seasoned business owner eventually transformed into becoming that stabilizing presence for others.

Along the way, he explores the real work behind growth—systems, scaffolding, and sustained intention—and how supporting emerging entrepreneurs has become one of the most meaningful parts of his career. Listeners are invited to consider where they’ve already become what their younger selves were waiting for.