Randy Orton
Randy Orton is the longest tenured wrestler in WWE today, as he has been in the active roster since 2002. From being the youngest talent in the locker room to now a locker room leader, Orton has so much to offer before he retires from WWE. Since Orton’s contract expires around 2029, Orton expressed that he wants to retire at 50 years old, which would be in 2030.

With a career heading to almost 30 years, Orton can work with anyone in WWE. Now that he has accomplished everything in wrestling, he’s at the point in his role where he can elevate younger stars. Regardless of Orton being a face or heel, deep down, he is giving back to the business by putting current talent over.