I am similar to most posters here in that I have done all my own MRO work for all my life and still enjoy it. I find with toys that if you can't work on it then you probably shouldn't own it as the cost of paying for repair would be prohibitive. If I had to pay $130 an hour for all the maintenance time I devote to the trailer it would most likely never get done.
I'm 65 and fortunately I still have the time, energy and tools to get the jobs done. When that changes I will probably just get rid of the toys rather than hang up the tools.