I'd agree with later dubs being more troublesome, although it's not a strict rule.
First car, D reg Mk2 Golf GL, never had any problems in the year and half I had it, except a dead battery.
Second, mk3 16v, cat conv replaced, broke down, new distributer, faulty window, engine kept dying, spent almost a grand in 9months.
Third, mk2 16v, 155k, had it running great for a year, though it needed a new clutch and a wheel bearing when I sold it.
Fourth, mk2 Polo, £100 runabout, 120k, no problems in a year.
Fifth, mk4 Polo, no problems for year until the gearbox went. Aparently this is a common problem on Polos and Golfs of that era.
Current, Mk3 Golf CL, K reg, 85k, temp sensor problem couple of months ago, nothing else but normal wear and tear for a 14yr old car.
Also, so many posts on here are to ask how to sort something out, or I've just sorted this problem in this way. So of course it will seem like so many people have problems with their dubs.
It's the character, look and feel of dubs that we like, and the reason we stick with them even though they have problems.