Sounds like he's buying bikes that are too much for him. He needs to check the ego at the door and pick up a dirtbike as previously mentioned or an EX500 for a season.
Dude doesn't have much common sense. If I bought a Desmo and I didn't have riding experience, I'd buy a beater to tool around on just to get my skills up and leave the Desmo in the living room until I got comfortable.
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