I hate the current logo. I can't describe what it is that bothers me, but it is..."mushy"? And the jet looks like something a fifth grader would draw. But that's just me! I understand these things are subjective.
Subjectively...I don't think any of the logos are any good from a design perspective. The original wordmark from 1972 is awful. It might have kitschy appeal to some, but not 'kitschy good' like some classic, art-deco inspired piece of art or design from the 70's. It's just terrible. Still, I would buy a t-shirt with this, because it's 'kitschy bad'.
The 80's roundel has it's problems. I dislike the passenger airliner in a circle that's pointing at an upward angle in the top left. Squished into the the bottom of the roundel is 'Winnipeg' in an odd curved font, and then an italicized version of the font above it spelling 'Jets', but these almost look like two different fonts. There's too much negative space in the top/top right of the roundel. But, the colors are decent.
The 90's roundel is an improvement. There's more movement and the font is consistent. It looks more aggressive, the use of space is more balanced, and it just looks sleeker. More befitting a modern, professional sports team.
The current roundel, some say looks like an exploding jet. I like the idea of a homage to the RCAF, but this is just so on the nose that I actually wish they didn't do it. Let's put a jet on top of a maple leaf. I do like the symmetry of it, and again the colors, but that's about all.
The shoulder crest with the wings - I actually like this, but it's not suitable for a primary logo. The font/lettering is kind of boring but I like the use of pilots wings.
The aviator jersey wordmark - I like how the 'T' is a streaking jet. It's certainly better than the 70's wordmark, but I wouldn't want this on primary jersey.
I wouldn't mind a fresh new crest redesign.