I know a lot of people decide to buy a new guitar whenever they get tired of the tone, and while that's great if you can afford it, most of us can't For those of us in that position, when do you finally stop buying new guitars and start upgrading?

I just got a nice new Dot that I actually quite like, and I've heard they're very good for expanding upon (especially since I'm into the buttery classic rock sound). I'm thinking about spending the money I have left over into various upgrades for it in the future instead of saving it up for another instrument, but was interested in what you all think.
Well, on my specific guitar I'm thinking some Seymoure Duncan SH-1 59's and a Bigsby B7, but I wouldn't want to put the money in it if I was just going to buy something else shortly thereafter