As an NBA analyst, Penn is regularly featured as a basketball operations expert on advanced analytics, salary cap issues, the NBA Draft, player trades and collective bargaining issues [REF].
Penn started working with ESPN during the 2010 NBA Draft,[2] and during the free agency period of 2010, Penn operated ESPN's cap machine on SportsCenter, where he manipulated a touchscreen to show potential destinations for LeBron James and other marquee free agents [REF].