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| Stanley Cup Champions |
| Year | Champion | Coach | Finalist | Coach | Result | | 2009 | Pittsburgh Penguins | Dan Bylsma | Detroit Red Wings | Mike Babock | 4-3 | | 2008 | Detroit Red Wings | Mike Babcock | Pittsburgh Penguins | Michel Therrien | 4-2 | | 2007 | Anaheim Ducks | Randy Carlyle | Ottawa Senators | Bryan Murray | 4-1 | | 2006 | Carolina Hurricanes | Peter Laviolette | Edmonton Oilers | Craig MacTavish | 4-3 | | 2004 | Tampa Bay Lightning | John Tortorella | Calgary Flames | Darryl Sutter | 4-3 | | 2003 | New Jersey Devils | Pat Burns | Mighty Ducks of Anaheim | Mike Babcock | 4-3 | | 2002 | Detroit Red Wings | Scotty Bowman | Carolina Hurricanes | Paul Maurice | 4-1 | | 2001 | Colorado Avalanche | Bob Hartley | New Jersey Devils | Larry Robinson | 4-3 | | 2000 | New Jersey Devils | Larry Robinson | Dallas Stars | Ken Hitchcock | 4-2 | | 1999 | Dallas Stars | Ken Hitchcock | Buffalo Sabres | Lindy Ruff | 4-2 |
| Complete List · By Team · Conn Smythe Winners |
| Annual Awards |
| Award | Player/Team | | Hart Trophy (MVP) | Alex Ovechkin, Washington | | Pearson Award (NHLPA MVP) | Alex Ovechkin, Washington | | Calder Trophy (Rookie) | Steve Mason, Columbus | | Norris Trophy (Defenseman) | Zdeno Chara, Boston | | Vezina Trophy (Goalie) | Tim Thomas, Boston | | Lady Byng Trophy (Sportsmanship) | Pavel Datsyuk, Detroit | | Selke Trophy (Defensive Forward) | Pavel Datsyuk, Detroit | | Masterton Trophy (Perseverence) | Steve Sullivan, Nashville | | Jack Adams Award (Coach) | Claude Julien, Boston | | Clancy Trophy (Community Service) | Ethan Moreau, Edmonton | | Art Ross Trophy (Points) | Evgeni Malkin, Pittsburgh | | Richard Trophy (Goals) | Alex Ovechkin, Washington | | Jennings Trophy (Fewest GA) | Tim Thomas & Manny Fernandez, Boston | | Presidents Trophy (Regular Season) | San Jose Sharks | | Prince of Wales Trophy (Eastern Conference) | Pittsburgh Penguins | | Clarence S. Campbell Bowl (Western Conference) | Detroit Red Wings |
| 2009 Award Coverage |
| First-Overall Draft Picks |
| Year | Player | Pos. | Drafted By | Amateur Club | Age | | 2008 | Steven Stamkos | C | Tampa Bay Lightning | Sarnia (OHL) | 18.5 | | 2007 | Patrick Kane | RW | Chicago Blackhawks | London (OHL) | 18.8 | | 2006 | Erik Johnson | D | St. Louis Blues | U.S. National U-18 | 18.3 | | 2005 | Sidney Crosby | C | Pittsburgh Penguins | Rimouski (QMJHL) | 17.11 | | 2004 | Alex Ovechkin | LW | Washington Capitals | Dynamo Moscow (Russia) | 18.9 | | 2003 | Marc-Andre Fleury | G | Pittsburgh Penguins | Cape Breton (QMJHL) | 18.0 | | 2002 | Rick Nash | LW | Columbus Blue Jackets | London (OHL) | 18.0 | | 2001 | Ilya Kovalchuk | LW | Atlanta Thrashers | Spartak (Russia) | 18.2 | | 2000 | Rick DiPietro | G | New York Islanders | Boston Univ. (NCAA) | 18.9 | | 1999 | Patrik Stefan | C | Atlanta Thrashers | Long Beach (IHL) | 18.9 |
| Complete List |
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