I’ve been there! Have to admit.
The less I have had to worry about cash, the less care I take in “trying stuff out”. I sometimes get it right, sometimes get it wrong but to me that is part of the “hobby”. The surprise for lack of a better word.
Finding the next “best thing”, sometimes it is and if not I sell it again even at a loss. The reason things do not sell is because either the market is too niche, or the price too high. Avoid that and you will sell.
All part of the game and I enjoy it. I mainly buy 2nd hand, but have also had stuff built for me. I have set myself some boundaries too as I do not need Foderas or such, but for the rest it is just fun and games not more wastful than going out on the p1ss every Friday and Saturday evening and certainly healthier.
It is my money to spend, I have fun with it and it means I have been able to try many many brands and basses over the years, so can even give advice to others based on my experience with an instrument.
Nothing wrong with that in my book.