Caleb Lipsitt is an NIL Agent at Insight Sports Advisors, specializing in transfer portal strategy and athlete representation. He works directly with players and families to maximize exposure, identify the right program fit, and build long-term value through NIL and branding. Caleb supports school outreach, roster fit evaluation and personal brand positioning to help athletes stand out to coaching staffs.

He previously managed the digital presence of NBA legend Muggsy Bogues, driving significant audience growth, and brings additional experience in Sales from the LA Dodgers and Chicago White Sox Spring Training facility. Caleb holds a Bachelor’s degree from the University of South Carolina (Cum Laude) and a Master’s degree in Sports Law and Business from Arizona State University, graduating with honors.