spend $ on old or on new(er)?

[jerseymike]

So has anybody or do you know of anybody, spending a good amount of $ on an older bike even though they could get a newer bike with the same amount of $ they spent on fixing/updating the older bike? Why did you/they do it and how did you/they feel a year after? Any remorse about it?

Im thinking of putting about $3000-4000 into my 03 EC250, I actually have it up for sale on here. Bought it in June for $2800, have another $1000 into it with parts/service, tire, brakes, seat, etc. The motor is solid, all bearings for rims, suspension are great, no free play. Was looking at suspension work, Lectron carb, rotors/pads, chain/sprokets, mostly bolt on stuff, Mako 360, 18" rear rim, new power valve, plastics, clutch plates/basket, maybe paint frame.

I know i could get a newer bike, but kinda want to build something, something i'll probably keep a long time knowing i'll never see that $ back.

Thoughts?