Interesting question. Taking into account the state of the Bruins is definitely interesting. I think a lot of people see them as an aging team with a closing window, with Chara (43/UFA), Krejci (34/1YL), Bergeron (34/2YL), Rask (33/1YL), and the main in question, Marchand (32/5YL), all on the decline. These have been the major pieces of the Bruins' team that, since 2008, has been in the playoff mix...which in today's NHL is enough to be a contender.
However, the Bruins have done a good job of preparing for a second wave of contending status with a new core of elite players. Their prospect pool isn't overly impressive, but they have a bona-fide #1 d-man in McAvoy (22/2YL), and two first line scoring talents in Pastrnak (24/3YL) and DeBrusk (23/RFA). That's a pretty solid core of players under 25 to build around, especially with good complimentary players like Grzelcyk (26/RFA), Carlo (23/1YL), Kase (24/1YL), and Coyle (28/6YL) on the right side of 30.
Of the 'old guard', Brad Marchand is the youngest (32), has the most term (5 years left), and is probably the best player...in fact, he's probably in a race with Artemi Panarin for top left-winger in the NHL currently, although I'd be tempted to give Panarin the edge. His cap-hit is only $6.125M, so there's no reason for the Bruins to trade him currently, and while I suspect he will begin to decline as his contract runs out, there's no reason to believe he won't earn the next five years of his contract. In addition, the Bruins aren't exactly in a spacious cap-situation.
The players listed:
Player | Position | Age | Years Left | Cap-Hit |
Jack Eichel | C | 23 | 6 | $10M |
Auston Matthews | C | 22 | 4 | $11.634M |
Elias Pettersson | C | 21 | 1 | $925K |
Aleksander Barkov | C | 24 | 2 | $5.9M |
Leon Draisaitl | C/LW | 24 | 5 | $8.5M |
Brayden Point | C | 24 | 2 | $6.75M |
Mitch Marner | RW | 23 | 5 | $10.893M |
Mathew Barzal | C | 23 | - | RFA |
Mikko Rantanen | RW | 23 | 5 | $9.25M |
John Tavares | C | 29 | 5 | $11M |
Steven Stamkos | C/LW | 30 | 4 | $8.5M |
Artemi Panarin | LW | 28 | 6 | $11.643M |
Mark Scheifele | C | 27 | 4 | $6.125M |
Sebastian Aho | C/LW | 22 | 4 | $8.454M |
Andrei Svechnikov | LW/RW | 20 | 1 | $925K |
Sidney Crosby | C | 32 | 5 | $8.7M |
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All of them are younger than Brad Marchand, except for Crosby, who is about 3/4 of a year older. In my mind he's a better player, but he's also $2M more expensive (same term), and the Bruins have Bergeron, Krejci, & Coyle down the middle. Obviously you'd take the Crosby upgrade, but then outside of DeBrusk, your LW is pretty weak. Neither team would want to make that trade though probably.
The first three players are no brainers. They are already close to, or better than Marchand, and under the age of 24, so besides the cap-constraint, it doesn't hurt your Cup chances in the present, while significantly improving your chances in the future as they improve and Marchand declines. I don't really care that they are making more money, you'd be crazy not to trade a 32 year old LW for a 21-23 year old franchise centre-man...that's another decade of a DeBrusk - Elite C - Pastrnak line even after the old group is retired and gone.
Barkov, Point, & Scheifele are all making around the same money, and are significantly younger players with a lot more upside. While they might not be better players right now...over the course of the next five seasons I suspect all three have more to offer than Marchand, who will be declining each year. By the time you need to re-sign Barkov/Point in 2 years, Krejci & Bergeron will be either retired, or potential UFAs.
I don't think the Bruins would have an easy time finding the money to fit in Panarin, Marner, or Tavares, but all three are younger as well. Tavares would probably be a no - he's barely younger, making close to $5M more. Panarin is a slightly better player than Marchand, and 3 years younger, but the cost of fitting him in under the cap will likely be the loss of another player who makes up the difference in ability & age. Marner's contract is just too rich for a team with Pastrnak & Kase down the right side as U25s.
Draisaitl I would take...only $2M more and he's only 24 years old, and the Bruins' system makes up for his defensive deficiencies. Rantanen is a hard player to get a read on how good he is (apart from MacKinnon), and I don't think he's as good as Marchand, but again, age is a big factor when you're talking about a 32 year old, who is likely to decline over the next five years of his contract - at the same time, Rantanen makes ~$3M more. Aho & Svechnikov I'd probably take, given how young they are, and already very good players who would still make Boston a favourite contender this year.