I have a MK 6 R and it's not out of date. I bought a new phone last month
anyhow I may buy an android entertainment head, $500 instant up-to-date and you can't beat the payments $0.00.
The problem is that the cars are pretty much moving computers, and after 10 years of driving in salt infested roads, through harsh conditions, all the bumps, etc i feel like the electronics will start to fail. I'm not worried about the motor or transmission because those while expensive are mechanical and can be rebuilt/bought used/etc. I take care of my interiors so i'm not worried about that, it's really just the electronics that gives me pause keeping the car past 5 years / 150,000km ish.
I've had the car 1 year and i've already had a bunch of random CEL issues and ACC issues that VW has said "those aren't problems" (i feel that if it lights up the dash, it is a problem), so i'm scared of keeping the car past it's warranty. If VW had handled the issues better i would be more willing to chance it long term.
I love the community and it was one of the main factors i bought the car, but there's also other cars with similarly great communities. Maybe when Subaru's tech and interior departments catch up to VW i'll jump ship.