 Heads-Up IX |
| Heads-Up Tournaments: IX VIII VII VI V IV III II I | | Current Prize Pool: $220 (1st: $110; 2nd: $66; 3rd: $44) |
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| | Champion: | Ken H | $110 | | Runner-Up: | El Jefe | $66 | | 3rd Place: | Richie the Wop | $44 |
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| Bracket View |
| 02/27/09: | | Bracket | Rnd | Match | | Winners | 1 | The Puppetmaster def The Reaper | | Winners | 2 | Ken H def Maria S |
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| 03/13/09: | | Winners | 1 | Dead Money def Matt S | | Winners | 1 | Richie the Wop def Jim H |
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| 03/27/09: | | Winners | 2 | The Puppetmaster def El Jefe | | Winners | 2 | Richie the Wop def Bryan B |
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| 04/10/09: | | Winners | 2 | Dead Money def Patrick W | | Losers | 1 | El Jefe def Jim H (eliminated) | | Losers | 1 | Bryan B def The Reaper (eliminated) |
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| 04/24/09: | | Winners | 3 | Ken H def The Puppetmaster | | Winners | 3 | Richie the Wop def Dead Money |
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| 05/05/09: | | Losers | 1 | Matt S def Maria S (eliminated) |
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| 05/08/09: | | Winners | 4 | Ken H def Richie the Wop | | Losers | 2 | Bryan B def Patrick W (eliminated) |
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| 05/19/09: | | Losers | 2 | El Jefe def Matt S (eliminated) |
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| 05/22/09: | | Losers | 3 | Bryan B def The Puppetmaster (eliminated) |
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| 05/29/09: | | Losers | 3 | El Jefe def Dead Money (eliminated) | | Losers | 4 | El Jefe def Bryan B (eliminated) | | Losers | 5 | El Jefe def Richie the Wop (3rd Place) | | Finals | Ken H def El Jefe | | Finals | Ken H def El Jefe | | Finals | Ken H vs El Jefe |
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