Vegas for sure. I would love revenge for 2018. I think our team is gonna be driven by emotions agaist Vegas, epecially Scheif, Helle, Connor and Wheeler and all of them (as they showed us over the last 2-3 months) will only be key figures if they are actually engaged enough to give a f***.
I feel like an Oilers series in Round 1 would be very bad. You don't have any problems with their team, no bad blood at all coming from our side, no emotions via our core, hey I might even see them chilling up until they are down 0/1:3 because "... last time we swept them it is gonna be easy, you know" and then they're gonna act like "BUT NOW we're gonna care and come back" (which will obviously be too late). It might even be worse because I could totally see them then just accept defeat anyway because "oh well it's McDavid, he's too good, he's gonna win the Cup anyway, it's just bad luck we ran into him in his cup year" - obviously not saying it out loud but you know our core mentally.
Overall, there are quite a number of factors I see the core of our roster walking right into a "roll over"-kind of trap. I feel similar about potentially having to face the Avs.
IMO the only way the Jets stumble upon a successful playoff run is by getting into it in a tight six to seven games series that they come out of top to the surprise to the entire league (including themselves lol) with Helle playing on peak Vezina form (as he seems to may do according to his last couple of games). Suddenly you're the team "nobody wants to face" and everything is possible. The teams I would want to face for the best chances of those dynamics actually happening would be
1. Minnesota
2. Vegas
3. Dallas
4. Seattle
And for stated reasons, this is my list I wouldn't want to face in round 1
1. Edmonton
2. Colorado
3. Los Angeles