Adam Ottavino spent 20 years pitching in professional baseball, including 15 seasons in the Major Leagues. A former first-round draft pick who transitioned from minor league starter to big league high leverage reliever, he experienced nearly every role and outcome the profession can offer — from being designated for assignment and traded, to performing among the best in the game, to enduring seasons that required difficult recalibration. Over time, he learned how to adjust, rebuild, and extend performance, ultimately producing more career value in his 30s than in his 20s. That perspective — earned across success, failure, and reinvention — informs this advisory practice.