Mike Ditka | $30 Million

Initially wanting to be a dentist, Mike Ditka also showcased a knack for sports during his childhood years, which was most apparent when he played football. Born and raised in one of Pennsylvania’s steel towns, Ditka made quite a name for himself as a high school player. Suffice to say, the skills he displayed throughout that period helped him continue his journey from an aspiring footballer to his college years.

Today, Ditka takes credit for being one of two people to have won at least one NFL title as an assistant coach, head coach, and player. Besides the achievements he has made on the field, having won several Super Bowls and other events, Ditka has also ventured onto various endeavors, including his stint as a sports analyst and commentator. Well, thanks to these, he now has an estimated net worth of $30 million.