#4 Vince McMahon - ECW Champion (61 years, 248 days)
Ahh, Vince McMahon. Not content with booking himself to win the WWE Championship from his future son in law Triple H. Back in September 1999, he became a two time World Champion when he defeated his top star Bobby Lashley for the ECW World title at Backlash 2007.
The victory came with some assistance from his son, Shane and a lot more help from Umaga. In a 3 on 1 Handicap Match, the triumvirate finally overcame Lashley's resistance. McMahon's pinfall on Lashley earned him the belt.
McMahon was the oldest WWE Champion of all time at 54 years of age and became the oldest ECW Champion of all time with his 2007 win.
At 61 years of age, The Chairman broke his own record as the oldest World Champion in WWE history.