#2 Spanky (Brian Kendrick)
Current fans may not know this, but 205 Live's Brian Kendrick wrestled in the WWE back in the early 2000s. Kendrick, who was known by the ring name 'Spanky' in the independent scene, even faced Brock Lesnar, and defeated him (although by DQ) in a match on SmackDown back in 2003.
The segment leading up to the match was a hilarious one where Spanky was backstage with Orlando Jordan and Funaki, chugging down bottles of chocolate syrup (as one would do in the WWE locker room). Spanky sprayed some of that syrup on WWE Chairman Vince McMahon, who was incensed by the "kid" soiling his pristine suit.
McMahon put Spanky in a match against Lesnar, who was one of the deadliest heels in the business. Lesnar destroyed the current 205 Live Superstar, before brutalising Kendrick with the chair, which gave Kendrick the win.
Lesnar was in a feud with Kurt Angle at the time, and was to face at SummerSlam for the WWE Championship.