As I outlined, everything starts with the decision about their number-one goaltender. They need to lock in a goalie of quality or, at the very least, a goalie with the potential to be a quality starter.
They will also likely need to make room for young players on cheap contracts to enter the lineup, give them the first half of the season to develop, and allow them to make their case to be a part of the playoff lineup. Depending on how those players perform, it will determine if it makes sense to run with a lighter roster that accumulates cap space before the deadline, allowing them to buy aggressively at the deadline and fill any holes that present themselves over the regular season.