Stephanie Mcmahon – $25 Million
The McMahon family truly has a long history with the WWE, with Stephanie McMahon being the fourth generation in a row to compete. After she retired, she went on to become a CBO promoter and since 1999, she has been on-air as part of The Undertaker storyline. Later, she tied the knot with Triple H, as we had mentioned before. She has become the creative director of WWE, but apparently still finds the time to write a book which will be released in 2020 according to rumors.

Stephanie Mcmahon – $25 Million