For me, Laine wasn't here long enough, asked to be moved, and hasn't done much since gone. So I would not have him on the second team myself.
I agree with your first team. Second team is a bit harder, but think I'd go with:
Forwards: Connor, Little, Ladd
Defence: Enstrom, DeMelo
Goalie: Broissoit (backup but he's better than any of the other options)
I was shocked to learn that Pionk has scored the third most points of any Jets Dman behind only Byfuglien and Morrisey. Interesting for a guy who's hated on so relentlessly. If we just went by points, he should be on the Second team.
Yeah the criteria aren't really clear - the definitive and best players for each franchise.
I'd argue that Laine was a pretty big part of the 2017-18 peak, and his rookie season was like nothing we'd seen since Selanne back in 1992-93. Fun fact: Selanne played fewer games for Winnipeg than Laine did...and if we were doing a similar exercise for Jets 1.0, no one would think of leaving Selanne off the roster.
Little's chronically underrated but I don't know if I'd put him on the list. Hossa was only with the franchise for 3 years but he was pretty instrumental in getting them to their first playoff finish by putting up a 100 point season (the last time any Jet/Thrasher player had a 100 point season).
We got Peak Ladd for his time here, but he never led the team to much success. Arguably the best thing Ladd did for the franchise was refuse to sign here long term in 2015.
As much as I like DeMelo, he's not making my list...Trouba was probably worth his deal at the time he signed it with the Rangers (and I bet Chevy would've gladly signed him for that if Trouba had wanted to play here).
Brossoit would definitely at the top of my list of best backup goalies in franchise history, but he's still a backup. Lehtonen was a good goalie and solid starter...