Brady Region Round 3: #2 Derek Jeter vs #3 Bobby Orr

Sometimes chalk isn’t so bad. Two pillars of both Boston and New York are matched up in this Sweet Sixteen round and both have a serious chance to move on. Derek Jeter is obviously the better known what with being the face of the Yankees and a current player but Bobby Orr should never, ever be forgotten not just in Boston Bruins history but NHL history.

Derek Jeter is one of the greatest Yankees of all-time and has pushed himself into the discussion of greatest Yankee (notice no plural) ever. He’s a 12 time All Star, five time World Series champ, five time Gold Glover winner, four time Silver Slugger plus he’s got a World Series MVP. That’s an awful lot of hardware. His career numbers are tight (.313, 492 2Bs, 240 HRs, 1196 RBIs) but on top of that Jeter has always seemed to come up clutch in his career when it really mattered (sometimes with the help of his adoring fans in right field).

Orr only played for 10 years but what a decade it was. The defensemen won two Hart Trophies and couldn’t possibly have had enough room for all the Norris Trophies he won. He led the league in points twice while also bringing two Stanley Cups to Beantown most famously the 1970 cup when he scored “The Goal” which clinched the game and created one of the most iconic goals in sports history where Orr flew across the ice, completely parallel to the ice.

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