Jack

In this episode of The Missing Conversation, host Steve Evans sits down with Larry — friends call him LG — a former Naval Academy basketball player turned Silicon Valley executive, raised on manual labor and modest means in Charlottesville, Virginia.

Larry reflects on the bet his family took on him — spending their savings on one basketball camp that changed his trajectory — and traces the mentors, teammates, and his wife Deirdre who shaped him along the way, especially the toxic first job that taught him what fear does to a person left unsupported.

He speaks candidly about tying his self-worth to providing for his family, the weight of being a Black man in corporate America, and the year his son's college fund disappeared — and the discipline it took to keep that loss from becoming bitterness.

With humor and honesty, Larry explores fatherhood as an ongoing negotiation between advisor and provider, becoming an empty nester alongside his wife, and the full-circle experience of caring for his own father — landing on what matters most: keep trying, give yourself grace, and make friends along the way.