I think it is a pretty good achievment. It's quite hard to know what you want straight away and stuff, especially being that your 3rd is a completely custom build specifically for you and fulfills all your needs. Must be a great thing knowing you'll never need another guitar.
TBH now that I've experimented with most types of guitars, I know what I like and don't like, I think I coud quite easily live with just 1 Telecaster and not be too worried. But guitar is pretty much my only hobby these days and my only vice too. I don't drink or smoke, have a VERY steady relationship, rent to pay etc etc... buying and collecting guitars and gear gives me enjoyment and it's a pretty safe vice IMO, as they can always be sold to get the money back if I get hard up (You can't un-drink beer etc.)
If I could ever find a damn drummer then I'd have a band too which would justify having all this gear a bit more aswell since my main goal in life is to be able to travel and play music.