I appreciate older motorcycles and cars, but would much rather ride/drive newer ones for the majority of my travels. I have an old car and an older motorcycle. both are fun to take out for an afternoon on a nice day. Both need a lot more attention and care than my newer options. Neither older machine is as worry free to take for a long road trip nor as comfortable or convenient. I like the modern features and options when travelling for long rides. While they are far from necessary, they do surely enhance the ride for me.
As for being able to work on modern machines, well that is a not as much a difference in the machine but in the difference of one's abilities. For some people, even doing what is considered a simple job on an older motorcycle is an intimidating and exasperating chore better left to the care of others in exchange for some form of payment. Some owners are able to do advanced mechanical repairs while a simple electronic issue will completely confound them and vice versa. Then there is the frequency of needing to do any of it being generally much less with newer machines despite the exceptions that plague the internet discussions.
Old or new, simple or complex, just ride what you like and stop fretting about what others choose.