I think the situations are much closer than you think... and when have the Jets really had cap issues? They hovered ~74m all last season until the deadline ($6m under the cap). 16-17 hovered around $68m until the deadline ($7m under the cap). About $68m in 15-16 ($5m under the cap). They haven't ever had cap issues. They ran into issues of their core not fully panning out, players starting to age past their primes, and a core piece not wanting to stay long-term as a UFA(currently their 2nd or 3rd best player). Any or all of those issues could hit the Avs within 5 seasons. Landy could command a big raise, then fall on his face. Rants could get a deal that takes him right to UFA and walks. Makar could 'only' end up a #3D. Winnipeg failed at building a winner despite great scouting and drafting.
You look at their draft record the talent they pulled in over 5 years is kinda incredible
2011- Scheifele and Lowry - #1 and #3Cs
2012 - Trouba and Helle - Top pairing D (at minimum) and #1G
2013 - Morrissey and Copp - Top 4D and Bottom 6 role
2014 - Ehlers - Top 6 wing
2015 - Connor - First line wing
Those 5 drafts along pretty much give a solid core. Add in Buff, Wheeler, and Little roaming, they should have had a much better chance. Even adding in another top 6 winger in Laine hasn't pushed them over.
Great drafting and development alone cannot win a cup.