I never owned the vintage Squid Head till I was older, but he's one of those figures that really looks ok in a group of modern figures, especially if he has a customed up paintjob. He just fills into the background well, and incomplete ones are a dime a dozen to boot, so customizing one up for filler in a modern scene is totally doable.
I loved his "Mongo Beefhead" thing they re-used the head for too... Just too weird.
The modern Tessek/Squid Head was one of the better POTJ figures IMO. A neutral pose, a little extra articulation, a working holster, and it was one of the first times I really felt Hasbro was exploring "textures" with their costume sculpts. Trying to make plastic look like it could feel like the fabrics it was based on. Really slick.
The Vintage figure and Modern have some pretty big differences obviously... Vintage was way more "playable", but the modern one was really hyper detailed.
I'd gladly take a resculpt of the modern figure, but I'm not sure I'd put him above a lot of other figures on my wishlist. Softgoods though, and a good bit of articulation, I could stand to see. This, again though, is a time when I could see my "minimum articulation standards" being applied...
I'd be happy seeing a new Tessek with ball-jointed knees added, and angle-cut elbows ala the Death Star Gunner, and wrists of course, rather than the full-on ball-jointed treatment with ankles, elbows, shoulders, knees, etc... I'm the last guy to poo poo getting hyper articulated figures, but at this point I think some figures don't need ankles (so long as they're not posed oddly, and are just flat, straight feet posed... no walking/leaning/lunging posed feet), and even some are ok with the angle-cut elbows like the DS Gunner has. Tessek/Squid Head would get my vote for that, to see other figures get things they need, like holsters, or whatever it is Hasbro's cutting back on that wave.
Anyway, I'll take a new one when they get to him, but there's a lot of unmade aliens and humans from the cantina and JP that I'd want more is all. I'm just sure Tessek's going to get remade too, haha. Just seems so memorable despite being a background guy.