CZW Winner Takes All 2008 took place in Philadelphia, Pennsylvania. The event took place on April 5, 2008.
Results[]
- Numbers in parentheses indicate the length of the match.
- (c) refers to the champion(s) heading into the match.
- Jon Dahmer defeated Ernest Montgomery O'Keefe
- Drew Gulak defeated Dustin Lee in a Submission Match
- Pinkie Sanchez defeated BKNY and LJ Cruz and LuFisto and Stupefied and xOMGx in a Winner Takes All Match
- The Miracle Ultraviolence Connection (Brodie Lee, Cheech & Cloudy) defeated 2 Girls 1 Cup (Beef Wellington & Greg Excellent) & Player Uno (w/Kylie Pierce) in a Six Man Tag Team Match
- Dylan Summers (w/Nicky Benz) defeated Danny Havoc in a Hollywood Rules Match
- Scotty Vortekz defeated Andy Sumner in a Panes Of Glass Match
- Alex Colon & Joe Gacy defeated BLKOUT (Ruckus & Sabian)
- Brain Damage & DJ Hyde defeated Insane Lane & WHACKS
- Nick Gage (c) defeated Drake Younger in a No Rope Barbed Wire Match to retain the CZW Heavyweight Championship