I used to spend a lot more on guitars. Hamers and Parkers into e.g. a Flextone II.
I was pretty clueless about tone, in retrospect. Maybe I still am LOL. And I would buy
way too many guitars back then, because I was hung up about having back ups for various guitars with various features in various tunings yadda yadda yadda. A little self-important for a dude playing open mics, maybe, but I wasn't feeding a kid or paying a mortgage back then, either.
Then, and now, my first consideration is having a practical rig that best accommodates all the weird stuff I want it to do: copping good electric and acoustic tones, supporting guitar synth hardware, allowing for preset recall, etc. Most of which has become pretty status quo at this point, but in the '90s/ '00s, it would usually require deviating from the obvious tonal ideal of a high end tube amp.
I couldn't see myself dishing out a ton of money on a guitar again unless Ken Parker suddenly started manufacturing OG Fly's with better electronics. (For a price he couldn't possibly achieve...)
As it stands, I've gotten much more open-minded about the probability of a tree-fiddy import kicking ass. (So long as I have an opportunity to do my own QA, per
@Boudoir Guitar's point above.) Meanwhile, I've developed a willingness to drop nearly $2K on the right modeler somewhere along the way.