Too many wingers

Does NOT get you Dubois or anywhere close. Habs fans need to give up the dream and wait till he potentially hits Free Agency in 2 years or come up with better offers. Dvorak doesnt move the needle and a florida 1st is at best 20's. So what's the incentive to move him to Montreal when other teams will give them much better prospects and roster players than that.

Other teams won’t because they won’t be able to give him a long terms extension. The best return WPG could get will be at the TDL in 2024

I agree with KPasty, no way Andrew Copp fetches more than Dubois will. In my opinion it would start with an unprotected 1st and Barron. More to add from there, but I would think that would be the start or no point in moving him. Remember, he has never said Montreal was his preferred destination and even if he did. Doesn't mean the Jets need to trade him there. Jets still control his rights for 2 more years, which is way more valuable than a protected 1st and fringe 2C, more likely a 3C in Dvorak. Dubois is a 1C all day every day, highly doubt any team would want to play him as a winger.

Can Montreal actually put conditions on Florida's pick?

No chance Dubois signs that extension. Montreal's best bet is to wait 2 years for Dubois to hit FA and hope they can outbid all the other teams and drastically overpay Dubois.