#4 Pat Patterson & Gerald Briscoe - 19 Years and 1 Month

The legendary Pat Patterson and Gerald Briscoe may have seen their heyday back in the late 1970's, but they still had a memorable presence on WWE TV going into the 21st century.
The two WWE Hall of Famers became comedy heels as Vince McMahon's stooges in late 1997 until 2000. The latter of their time on TV saw them each have reigns as the WWE Hardcore Champion in the early summer of 2000. Hilariously, Briscoe pinned a sleeping Crash Holly to secure the Championship that May. He would lose it to Patterson a few weeks later during a victory celebration. Former Champion Crash Holly would snag the title back from them during their match at the King of the Ring that June.
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Just under 20 years later, Patterson and Briscoe would make cameo appearances on the RAW Reunion special, which would see Patterson pin Drake Maverick to become WWE 24/7 Champion. He would lose the title to Gerald Briscoe, off-screen, later in the night. Patterson winning the 24/7 Championship would make him the oldest Champion in history of WWE, at 78 years old. The record had been previously held by the Fabulous Moolah, during her aforementioned Women's Championship reign in 1999.