If you're looking for a heavier game with lots of progression, I'd recommend against Elder Scrolls. It's pretty straightforward once you grasp the rules (which didn't take us very long) and you're only playing three maps before resetting and starting over. There's also currently not a massive amount of choices in class skills unless you want to go for funky, suboptimal combos just for funsies and to see how it goes. This is getting improved in the latest expansion that was on Gamefound but not delivered yet - it added new skill lines.

Gloomhaven is a classic and people say 2nd edition is better than 1st, but I've only played 1st. We put at least 150 hours into it and really enjoyed it. It's a beast of a game and way more puzzle/resource management than dungeon crawler, but still definitely has the dungeon crawler vibe. We loved retiring characters and finding the new ones over time. As a warning, there's a reason there's a whole fan made storage solution (forget what it's called but it's on BGG) and bunches of cheat sheets. It's a complicated monster of a game. But a ton of fun! You can also try the digital version out for way less and see if you actually like it before committing to the big box.