I have an alt that I periodically reset, and it's really quite fun. You face the challenges with experience, that's true, but it's surprising how difficult some things can be in a crappy little ship.I may start a second CMDR. Need to look into how that works.
I enjoy the strategy of it, how to pull myself back up from zero. But I don't let him get too far along, otherwise it would be hard to clear save again.
One time he actually made Trade Elite during the mining extravaganza. I managed to transfer most of his 1 billion credits to my main account by selling myself junk on my carrier. But that was an exception. Usually, once he gets to having a good ship, I reset.
Anyway, do it. It's fun, and you learn a lot.