I am fairly confident that this is the last year of the rebuild.We will contend for playoffs next year.A lot of moves coming before next season.
Everything would need to be perfect for the Habs to make the playoff next year:
1- Draft Celebrini and he leaves college and he is a calder contender with 50 + points.
2- All the key players avoid injuries and play 85 % of the games ( Celebrini, Dach, Suzuki, Slaf, Caufield, Matheson, Savard, Guhle, Montembault). It's not impossible but unlikely.
3- Matheson and Savard are not trade before next year trade deadline.
4- One of Mailloux, Hutson or Reinbacher contend with Celebrini for the calder and help to improve the powerplay.
5- Habs had another top 6 forward either via trade or UFA.
6- Montembault plays like a decent number 1 goalie.
For next year drafting outside of the top 10 would be a victory and i am not sure they will be good enough to accomplish that.