Bob Probert Robert Probert ( born June 5 , 1965 in Windsor , Ontario ) is a retired Canadian professional forward . Probert played for the National Hockey League ' s Detroit Red Wings and Chicago Blackhawks . While a successful player by some measures , including being voted to the 87 – 88 Campbell Conference all - star team , Probert is best known for his activities as a fighter and enforcer . Probert was also known for his off - ice antics and legal problems , as well as being one half of the " Bruise Brothers " with then - Red Wing teammate Joe Kocur , during the late 80s and early 90s . ' Probie ' is widely considered the greatest hockey fighter in the history of the game . Playing career . Prior to playing with the Detroit Red Wings , Probert was with the Brantford Alexanders of the Ontario Hockey League . After being drafted , he spent one more season with the Alexanders before spending his 1984 – 85 season with both the Hamilton Steelhawks and the Sault Ste . Marie Greyhounds of the OHL Detroit Red Wings ( 1985 — 1994 ) . Probert was drafted as the 4th pick in the third round ( 46th overall ) in the 1983 NHL Entry Draft , in which the Red Wings also selected Kocur and Steve Yzerman . During the 1985 – 86 and 1986 – 87 seasons , Probert spent the majority of his time with the Red Wings while occasionally playing for their minor league affiliate at the time , the Adirondack Red Wings of the American Hockey League . While he wasn ' t the most prolific pointmaker in the 1985 – 86 season , he finished third on the team in penalty minutes behind Kocur and Randy Ladouceur , both of whom played more regular season games than Probert . In the 1986 – 87 season , Probert accumulated only 24 points , but amassed 221 penalty minutes . The 1987 – 88 season saw Probert develop his fighting abilities and reputation as a tough guy with 398 penalty minutes . He also tied for third on the team in points with 62 ( Petr Klima also had 62 points ) . That season , Probert played in his first ( and only ) NHL All - Star Game , and he contributed the most points during the Red Wings ' playoff run , in which Yzerman missed all but the final three games with a knee injury . Probert ' s career hit a snag in 1989 when he was arrested for cocaine possession while crossing the Detroit - Windsor border . He served three months in a federal prison in Minnesota , three more months in a halfway house , and was indefinitely suspended from the NHL . The NHL lifted the suspension at the conclusion of his prison term . When Probert returned to the Red Wings , he was temporarily one of the Alternate Captains of the team along with Gerard Gallant . While his penalty minutes remained high , he also averaged 40 points a season . During his last season with the Red Wings , he accumulated 17 points for the team . At this time , Probert was once again in trouble with the law . On July 15 , 1994 , Probert suffered minor injuries when he crashed his motorcycle into a car while driving in West Bloomfield Township , Michigan . Police determined that his blood alcohol level was approximately triple the legal limit , and that there were also trace amounts of cocaine in his system . At the time of the accident , Probert had been ruled an unrestricted free agent . On July 19 , the Red Wings announced that they would not offer a contract to Probert . " This is the end , " said senior vice - president Jim Devellano . " In my 12 years with the organization . . . we ' ve never spent more time on one player and his problems than we have on Probert . " Chicago Blackhawks ( 1994 – 2002 ) . Probert ' s first season with the Blackhawks was the last in which he accumulated over 40 points in a season . From then on , his points and penalty minutes gradually decreased . While he never returned to the levels of point production he achieved with the Red Wings , he remained a physical force on the ice and continued many long - term rivalries with other enforcers . Probert also sustained various injuries during his time with the Blackhawks , most notably a torn rotator cuff injury which caused him to miss most of the 1997 – 98 season . One of the more noteworthy occurrences of his career with Chicago is that he scored the final NHL goal at the historic Maple Leaf Gardens on February 13 , 1999 . Fighting . Probert will always be remembered as the NHL heavyweight champion , in 16 NHL seasons he fought 285 NHL fights with a record of 176 - 50 - 59 and all coaches and enforcers considered him the toughest and most feared fighter in the NHL . He saw it as his job to protect his teammates , especially Detroit captain Steve Yzerman . In a recent news story , he recalled a time that he sucker - punched enforcer Kevin Maguire of the Buffalo Sabres after Maguire pummelled Yzerman . Some fights in Probert ' s career : In his career , Probert took part in many other classic hockey fights against noted enforcers such as Todd Ewen , Troy Crowder , Tony Twist , Donald Brashear , Stu " The Grim Reaper " Grimson , Bob McGill , Dave Semenko , and " Big " Jay Caufield . Retirement . After the 2001 – 02 season , Probert was placed on waivers by the Blackhawks . Because he was not picked up by another team , he was advised that his role with the Blackhawks would be limited , or even relegated to playing in the minor leagues again . On November 16 , 2002 , Probert opted to " unofficially " retire so that he could join the Blackhawk ' s radio broadcasting team . He had finished fourth on the NHL ' s all - time list with 3 , 300 penalty minutes . His stint with the Blackhawks radio team did not last long . In February 2003 , it was reported that Probert went back to drug rehabilitation . During the 2002 – 03 offseason , Probert formally announced his retirement . Post - retirement . Probert continues to make appearances in the media for various activities . Hockey - related appearances . Probert regularly appears in charity games ( he estimates at least 20 this year ) , speaks at conventions , and conducts youth clinics . His activities as a Red Wings alumnus are somewhat limited by the fact that , due to his criminal background , he requires an immigration waiver each time he wants to cross the border . On January 2 , 2007 , Probert appeared along with many other former Red Wings teammates to honor the retiring of Steve Yzerman ' s number 19 at Joe Louis Arena . He wore his number 24 Red Wings sweater , and helped former teammate Vladimir Konstantinov onto the ice for the ceremony . The Detroit crowd gave him a very warm welcome , which he later said he appreciated . He stayed on to watch the game with Joe Kocur behind the penalty box . This was noted as a possible reconciliation with the Red Wings Organization . Apparently it worked , as Probert became a late addition to a January 27 , 2007 Red Wings Alumni game against the Boston Bruins Alumni at Joe Louis Arena . He scored a goal and two assists , though the Red Wings alumni lost the game 8 - 6 . Probert recently worked on the Mike Myers film " The Love Guru " , making a cameo as a hockey player . He has commented on the irony of being given jersey number 28 to wear in the film — the same number worn by longtime rival Tie Domi . Probert recently discussed some of his recent activities and his career in an interview with HockeyBarn . com at the Baycrest Invitational . ( http : / / www . hockeybarn . com / videos / view . htm ? video = 238 & sort = date _ down ) Legal problems . In 2004 , Probert was arrested for allegedly parking his BMW SUV on the wrong side of the street and entering into an altercation over drugs with bystanders . Several police officers intervened and had to subdue Probert with taser and stun guns . He was later acquitted on all charges related to this incident . On July 1 , 2005 , Probert was arrested at his Windsor - area home for breach of peace , resisting arrest , and assaulting a police officer . Probert ' s attorney , Patrick Ducharme , advised the media , " I anticipate he will be pleading not guilty and going to trial . " Probert was arrested again on August 23 , 2005 , at a bar in Tecumseh , Ontario for violating two conditions of his probation that he not consume alcohol or be in an establishment that serves liquor . He was released after paying a $ 200 fine . All charges stemming from the arrest on July 1 were eventually dropped . Death . On July 5 , 2010 , Probert was boating on Lake Saint Clair , Ontario with his wife , children , father - in - law , and mother - in - law when he developed what was described as " severe chest pain " and collapsed at approximately 2 : 00 pm local time . His father - in - law , Dan Parkinson , a Cornwall , Ontario police chief , attempted CPR to save his life . He was rushed to Windsor Regional Hospital with no vital signs . Efforts to revive him were unsuccessful , and he was pronounced dead later that afternoon . Bob Probert / Michigan In Play ! magazine Michigan In Play ! magazine