But his biggest of the entire season will be ahead of game seven against the Florida Panthers.
Montgomery has one last choice between Linus Ullmark and Jeremy Swayman for the win or go home game on Sunday evening at TD Garden.
Who the team should start in net for game seven has been a highly controversial, but popular, topic among Bruins fans and media.
Check out some of the best takes on Twitter below:
As noted above, a lot of the Bruins success was due in big part to the elite tandem of Swayman and Ullmark. Who won the William M. Jennings Trophy for allowing the least amount of goals (177) during the regular season.
However, the soon to be Vezina Trophy-winner has not looked like himself in this series. Whether he is dealing with something or if he just can't handle the workload, he hasn't looked like the Ullmark we saw all season long. The 29-year-old is now 3-3, with a 3.33 GAA and a .896 SV%. Not ideal.
I still think Swayman should have started game five when the Bruins had a 3-1 series lead going back to Boston, and after two huge wins on the road. It would have given Ullmark a night off and even if you don't win, guaranteed you see a better effort from the Swede in game six last night.
Oh well, there's nothing we can do now but hope for a better result in game seven than the last two games.
POLL | ||
AVRIL 29 | 193 ANSWERS Jim Montgomery Will Have One Major Decision To Make For Game 7 Who starts game seven for the Bruins? | ||
Linus Ullmark | 48 | 24.9 % |
Jeremy Swayman | 145 | 75.1 % |
List of polls |