What happens when career ambition collides head-on with family life? In this episode, Tim sits down with Connor — a first-time dad, commercial pilot, and former aspiring Air Force aviator — for an honest conversation about the choices that define us as fathers.

Connor shares what it was like to grow up as the oldest of four boys in a military family, watching his stoic, often-deployed dad lead by example. He opens up about his own years-long pursuit of becoming an Air Force National Guard pilot — and the pivotal moment when his wife's pregnancy helped him finally see how far his priorities had drifted from what mattered most.

From missing church every Sunday during airline training to leaving home just days after his son Cooper was born, Connor reflects on the cost of unchecked ambition — and the unexpected peace he found in letting i ...