I began learning on a cheap acoustic that made it incredibly hard to play, but I never knew any better.

Many years later, I was given a nicer acoustic and I realized how much easier it was to play. Suddenly the F chord wasn't such a monster to hold down.

I feel like the cheap acoustic absolutely stunted my learning, and possibly caused me to pick up bad habits. But I still have it cause it was my first guitar and kinda like the sound of it. But holy shit, it's still hard for me to play it

I kinda agree. Knitting is the go-to for this advice, which makes sense. It gets crazy expensive crazy fast. But starting out with shitty yarn and needles makes the whole thing miserable. Same with a lot of other crafting and baking. Using low quality materials results in an unsatisfying product, and low quality tools make for an unsatisfying learning process.

I generally recommend letting yourself buy something nice-but-not-luxury that you’re excited about, but keeping those initial investments really limited in scope. Buy one nice(ish) pair of needles and just enough nice(ish) yarn to make a specific project. You don’t want to go broke for something you end up hating, but you do want to be able to know whether you hate the actual hobby or you just hate doing that hobby badly.

Nah, buy a used guitar for $50 and try it out. Most people trying out new hobbies give up after a short time.