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Boston's a better team than Detroit this year. The regular-season results were outstanding, and while the Red Wings are probably better than they've looked (that team has been eaten alive by injury), Boston has been so dominant that they should win this series.
And yet, despite Boston's postseason success in recent years, this is also a team that's had some scares and some big slip-ups. Last season, only an epic collapse by Toronto in the third period of Game 7 allowed the Bruins to survive the first round. In 2011-12, Boston lost in the first round despite being heavily favoured over Washington. In 2009-10, the Bruins blew a 3-0 series lead in the second round and went down in seven to the Flyers.
All of those failures and near-failures had much the same core as this Boston team, and for that matter, much the same core as the team that won in 2011. The Bruins have shown in the past that they can win in the playoffs, but they've also shown themselves capable of appalling stretches of play that have cost them dearly or come close to doing so.