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| Date | Time | Player | Team | Opponent |
| Oct 04, 1999 | 1pd 04:25 | Alex Zhamnov | @SAN | Brantt Myhres |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Oct 04, 1999 | 2pd 04:09 | Mark Janssens | @SAN | Brantt Myhres |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Oct 04, 1999 | 2pd 14:39 | Mark Janssens | @SAN | Ronnie Stern |
| Comments: Brad Brown clocks Stern along the boards starting a scrum. Janssens pulls Stern away and they hook up and agree to fight. After some positioning, Janssens gets free and winds up to land a big left that is answered with a hard right by Stern. They start trading lefts with Janssens landing harder and cleaner causing Stern to hug on to him. They wrestle in close quarters for a while before Janssens pushes off and lands a right. At this point they each have a hand free and Janssens lands a good left. Stern attempts a left of his own, but it doesn't reach and Janssens finishes off the fight landing a few more lefts. As they separate we see that Stern is cut badly and he takes a desperate swing at Janssens while skating off, but hits the linesman instead. Other Penalties: Janssens received an instigator and misconduct; Stern a roughing, high sticking and game misconduct; Brantt Myhres a misconduct. | ||||
| Voted winner: Mark Janssens (91.3%) - Voted rating: 6.7 | ||||
| Date | Time | Player | Team | Opponent |
| Oct 04, 1999 | 3pd 18:45 | Doug Zmolek | @SAN | Patrick Marleau |
| Comments: Janssens flattens (well kind of) Shields resulting in a pile of players by the crease. Pushing shoving, etc. Everybody awkwardly squares off and the camera pans towards Passmore. He has Korolyuk and has this evil look, kind of saying let go or I'll deck ya. The only problem with this is that they are focusing way too much on passmore and not showing what else is going on. At this pont, they scan to show Zmolek doing a number on somebody, whom I believe to be Marleau. Korolyuk comes to his rescue and takes a wooping himself. Now Myhres goes after Passmore and Janssens comes in and kind of blindsides him with a weak punch, sending Myhres, Janssens, linesman Mike Civic all to the ice. That's when Passmore and Shields squared off and had a short lackluster bout, and then separated on their own. | ||||
| Date | Time | Player | Team | Opponent |
| Oct 04, 1999 | 3pd 18:45 | Steve Passmore | @SAN | Steve Shields |
| Comments: Janssens flattens (well kind of) Shields resulting in a pile of players by the crease. Pushing shoving, etc. Everybody awkwardly squares off and the camera pans towards Passmore. He has Korolyuk and has this evil look, kind of saying let go or I'll deck ya. The only problem with this is that they are focusing way too much on passmore and not showing what else is going on. At this pont, they scan to show Zmolek doing a number on somebody, whom I believe to be Marleau. Korolyuk comes to his rescue and takes a wooping himself. Now Myhres goes after Passmore and Janssens comes in and kind of blindsides him with a weak punch, sending Myhres, Janssens, linesman Mike Civic all to the ice. That's when Passmore and Shields squared off and had a short lackluster bout, and then separated on their own. | ||||
| Date | Time | Player | Team | Opponent |
| Oct 06, 1999 | 2pd 02:39 | Jean-Yves Leroux | @VAN | Jason Strudwick |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Oct 10, 1999 | 2pd 02:32 | Mark Janssens | NAS | Patrick Cote |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Oct 21, 1999 | 1pd 10:10 | Bob Probert | ANA | Stu Grimson |
| Comments: Other Penalties: Grimson received an instigator and misconduct. | ||||
| Date | Time | Player | Team | Opponent |
| Oct 27, 1999 | 1pd 05:18 | Brad Brown | @MON | Jim Cummins |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Oct 30, 1999 | 2pd 06:34 | Bryan McCabe | LOS | Ian Laperriere |
| Comments: Other Penalties: Laperriere received an instigator and misconduct. | ||||
| Date | Time | Player | Team | Opponent |
| Oct 30, 1999 | 3pd 05:48 | Bryan McCabe | LOS | Ian Laperriere |
| Comments: This was the second time this game these two fought. | ||||
| Date | Time | Player | Team | Opponent |
| Nov 04, 1999 | 2pd 10:36 | Wendel Clark | BUF | Paul Kruse |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Nov 05, 1999 | 1pd 18:09 | Brad Brown | @NAS | Patrick Cote |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Nov 07, 1999 | 1pd 15:02 | Bryan Muir | NYR | Todd Harvey |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Nov 12, 1999 | 1pd 08:39 | Bob Probert | NYI | Eric Cairns |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Nov 12, 1999 | 2pd 14:07 | Brad Brown | NYI | Zdeno Chara |
| Comments: Other Penalties: Brown received a roughing. | ||||
| Date | Time | Player | Team | Opponent |
| Nov 14, 1999 | 1pd 02:06 | Mark Janssens | EDM | Georges Laraque |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Nov 14, 1999 | 2pd 02:05 | Bob Probert | EDM | Georges Laraque |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Nov 16, 1999 | 2pd 19:51 | Bryan McCabe | @LOS | Brad Chartrand |
| Comments: Other Penalties: McCabe received a roughing. | ||||
| Date | Time | Player | Team | Opponent |
| Nov 19, 1999 | 1pd 11:40 | Brad Brown | @ANA | Stu Grimson |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Nov 19, 1999 | 2pd 13:14 | Ryan VandenBussche | @ANA | Stu Grimson |
| Comments: Off the faceoff Vandenbussche drops his gloves, grabs on to Grimson, and waits for him to do the same. Finally Grimson obliges and Vandenbussche starts off with two quick right jabs that land square in the face. Grimson throws a left, but Vandenbussche catches him with a quick right that sends him tumbling over backwards. Grimson is also nicked on the nose as he skates to the box. | ||||
| Voted winner: Ryan VandenBussche (90.0%) - Voted rating: 5.1 | ||||
| Date | Time | Player | Team | Opponent |
| Nov 19, 1999 | 3pd 06:15 | Ryan VandenBussche | @ANA | Stu Grimson |
| Comments: Grimson is looking for vengeance from his earlier loss in the game and goes with Vandenbussche off the faceoff again. This time he starts pumping very heavy rights, forcing Vandenbussche to his knees under the intense onslaught. The linesmen come in, but Vandenbussche rights himself and manages a weak left as the two reset. They each toss another right before the slip, with Vandenbussche landing on top. Vandenbussche is a bloody mess and there is ample blood on the ice, his face, and Grimson's uniform. This was Grimson's third fight of the game, and he picked up a gamer for it. Other Penalties: Grimson received a game misconduct. | ||||
| Voted winner: Stu Grimson (93.7%) - Voted rating: 8.2 | ||||
| Date | Time | Player | Team | Opponent |
| Nov 25, 1999 | 2pd 06:05 | Ryan VandenBussche | @CAL | Wade Belak |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Dec 06, 1999 | 3pd 15:08 | Doug Gilmour | EDM | Jim Dowd |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Dec 06, 1999 | 3pd 19:00 | Alex Zhamnov | EDM | Todd Marchant |
| Comments: Other Penalties: Zhamnov received a crosschecking. | ||||
| Date | Time | Player | Team | Opponent |
| Dec 09, 1999 | 1pd 12:36 | Brad Brown | NJD | Krzysztof Oliwa |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Dec 10, 1999 | 2pd 08:21 | Jamie Allison | @BUF | Rhett Warrener |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Dec 14, 1999 | 1pd 05:20 | Ryan VandenBussche | @SAN | Brantt Myhres |
| Comments: Other Penalties: Myhres received a misconduct. | ||||
| Date | Time | Player | Team | Opponent |
| Dec 17, 1999 | 3pd 07:31 | Brad Brown | @ANA | Jim McKenzie |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Dec 18, 1999 | 1pd 13:12 | Ryan VandenBussche | @LOS | Sean O'Donnell |
| Comments: Other Penalties: VandenBussche received a misconduct. | ||||
| Date | Time | Player | Team | Opponent |
| Dec 18, 1999 | 3pd 16:09 | Bryan McCabe | @LOS | Ian Laperriere |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Dec 23, 1999 | 1pd 09:37 | Ryan VandenBussche | DAL | Jamie Pushor |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Dec 23, 1999 | 1pd 10:01 | Bob Probert | DAL | Grant Marshall |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Dec 26, 1999 | 1pd 03:42 | Ryan VandenBussche | PIT | Dennis Bonvie |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Dec 30, 1999 | 2pd 13:02 | Ryan VandenBussche | FLA | Peter Worrell |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 02, 2000 | 2pd 11:12 | Ryan VandenBussche | SAN | Ronnie Stern |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 06, 2000 | 1pd 03:01 | Ryan VandenBussche | CAL | Wade Belak |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 06, 2000 | 2pd 07:33 | Bob Probert | CAL | Wade Belak |
| Comments: Other Penalties: Probert received a game misconduct. | ||||
| Date | Time | Player | Team | Opponent |
| Jan 09, 2000 | 2pd 00:14 | Jamie Allison | COL | Jeff Odgers |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 09, 2000 | 2pd 03:55 | Ryan VandenBussche | COL | Chris Dingman |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 09, 2000 | 2pd 11:12 | Bob Probert | COL | Chris Dingman |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 12, 2000 | 1pd 07:09 | Bob Probert | VAN | Donald Brashear |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 13, 2000 | 1pd 12:16 | Bryan McCabe | @DET | Martin Lapointe |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 15, 2000 | 1pd 01:32 | Ryan VandenBussche | @COL | Chris Dingman |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 17, 2000 | 1pd 02:34 | Ryan VandenBussche | SAN | Andy Sutton |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 19, 2000 | 1pd 02:52 | Brad Brown | @NJD | Krzysztof Oliwa |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 23, 2000 | 2pd 12:10 | Jamie Allison | DAL | Grant Marshall |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 27, 2000 | 1pd 07:20 | Brad Brown | COL | Jeff Odgers |
| Comments: Other Penalties: Odgers received an instigator and misconduct. | ||||
| Date | Time | Player | Team | Opponent |
| Jan 27, 2000 | 2pd 06:44 | Ryan VandenBussche | COL | Chris Dingman |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Jan 30, 2000 | 1pd 05:04 | Ryan VandenBussche | @VAN | Jason Strudwick |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Feb 02, 2000 | 1pd 08:55 | Jean-Yves Leroux | @EDM | Bill Guerin |
| Comments: Other Penalties: Guerin received a slashing. | ||||
| Date | Time | Player | Team | Opponent |
| Feb 02, 2000 | 2pd 13:16 | Jean-Yves Leroux | @EDM | Bill Guerin |
| Comments: This was the second time this game these two fought. Other Penalties: Brad Brown received a roughing and misconduct; Sean Brown a roughing; Guerin a misconduct. | ||||
| Date | Time | Player | Team | Opponent |
| Feb 03, 2000 | 1pd 05:09 | Bob Probert | @CAL | Wade Belak |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Feb 12, 2000 | 2pd 09:48 | Ryan VandenBussche | @ATL | Rumun Ndur |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Feb 18, 2000 | 2pd 16:24 | Bob Probert | WAS | Jim McKenzie |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Feb 22, 2000 | 2pd 14:27 | Brad Brown | @PHI | Craig Berube |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 03, 2000 | 1pd 03:27 | Ryan VandenBussche | TAM | Kyle Freadrich |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 03, 2000 | 2pd 08:17 | Brad Brown | TAM | Gordie Dwyer |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 03, 2000 | 2pd 18:11 | Steve Passmore | TAM | Dan Cloutier |
| Comments: Other Penalties: Alexei Zhamnov and Steve Martins each received a cross checking; Passmore a leaving the crease penalty; Cloutier a leaving the crease, misconduct and game misconduct. | ||||
| Date | Time | Player | Team | Opponent |
| Mar 05, 2000 | 1pd 11:45 | Brad Brown | PHO | Louie Debrusk |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 05, 2000 | 3pd 01:28 | Bryan McCabe | PHO | Jeremy Roenick |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 07, 2000 | 1pd 08:34 | Chris Herperger | @NAS | Bob Boughner |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 07, 2000 | 2pd 07:49 | Bryan McCabe | @NAS | Scott Walker |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 11, 2000 | 1pd 04:08 | Mark Janssens | @FLA | Todd Simpson |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 11, 2000 | 1pd 17:41 | Mark Janssens | @FLA | Paul Laus |
| Comments: Other Penalties: Chicago bench received an abuse of officials minor. | ||||
| Date | Time | Player | Team | Opponent |
| Mar 11, 2000 | 2pd 15:06 | Brad Brown | @FLA | Peter Worrell |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 15, 2000 | 2pd 13:41 | Dean McAmmond | @TOR | Darcy Tucker |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 15, 2000 | 3pd 08:12 | Jamie Allison | @TOR | Tie Domi |
| Comments: Other Penalties: Domi received a roughing, misconduct and game misconduct. | ||||
| Date | Time | Player | Team | Opponent |
| Mar 18, 2000 | 1pd 14:38 | Jamie Allison | DAL | Scott Thornton |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 24, 2000 | 1pd 06:33 | Jamie Allison | @DAL | Grant Marshall |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 27, 2000 | 1pd 07:41 | Ryan VandenBussche | @COL | Jeff Odgers |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Mar 27, 2000 | 1pd 10:48 | Brad Brown | @COL | Chris Dingman |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Apr 07, 2000 | 3pd 05:45 | Ryan VandenBussche | @STL | Rudy Poeschek |
| Comments: | ||||
| Date | Time | Player | Team | Opponent |
| Apr 07, 2000 | 3pd 10:40 | Bob Probert | @STL | Kelly Chase |
| Comments: | ||||
If the opponent's team is preceded by a @ symbol, then opponent's team was the home team. Otherwise the Chicago Blackhawks were the home team.