It sounds like the questions is which mobster had the highest IQ? Obviously that's anyone's guess, but some who had very good mathematical skills were Lansky, Dalitz, Siegel, Donald Angelina, Jimmy Napoli, and I'm sure there were plenty of others. Michael Franzese started medical school or was on his way to going to one before getting into his lucrative scams followed by becoming a movie producer, then an author and public speaker. The Desimones of Los Angeles included Frank, who was a criminal attorney before he became a Mafia boss, and his brother who was a surgeon.