I beat it!
You all did a lot right, so I am going to just mention a few things that went wrong for me.
The most annoying one was going up against 2 of those healer guys, got stuck in an RNG battle with them for 10+ minutes, which was longer than my 2nd run entirely lol.
Speaking of those guys, they basically allow you to reach full health every time you face one because you can just heal infinitely. Maybe make it so they can't appear solo at least, and certainly not as a pair lol.
Also there is a bug where if you don't like your roll you can jump again really quickly to reroll your numbered die. Or maybe it was a feature, like a parry in Dark Souls hahaha.
I didn't get to see much of the upgrades... hit maybe to opportunities for an upgrade each run. That would obviously be solved with additional levels etc, so it might be fine as is. I was powerful enough to beat the boss with the two upgrades I had so whatever
Anyways, great job! Still enjoyed my time!