I Had The Corporate Dream Job & A Drinking Problem No One Saw

Rise Above with Kevin Lanning · Oct 3, 2026 · 1h

From the outside, Mike Cavallaro had the blueprint: prep school, college athlete, investment banker with the title and the money. But a career-ending back injury stripped away the only identity he'd ever known, and in the years that followed he chased that sense of self through fraternities, bartending, and the high-pressure finance world — numbing the emptiness with weekend benders that got longer and darker every year. It cost him his health, his peace, and two relationships with women he genuinely loved before he finally looked in the mirror and admitted something had to change.

What makes…