I had a '94 XR250 for a year..... Ran really nice all types of roads/terrain.
I did change oil every 1000 miles, semi synthetic mineral oil.
As for air, oil or water cooled.... they are all designed to work as manufactured. Personally, water cooled is added complication & risk of leaks so I prefer air cooled.
I also run a couple of Kawasaki Z1000's an early 70's design... 11.5 sec @ 116mph - over 1/4 mile...... and
also ran it to York & back this summer, 650+ miles in a weekend, no probs
Any bike thats looked after & not treated like sh*te should be fine
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