You probably, if you've worked with him before, realized he is a tad rough on his equipment, so you maybe kinda knew what you were getting into on the loaner deal.
All on all the scratches and deck damage maybe just kinda is normal wear and tere on this deal, should be covered under normal rental rates (I know this wasn't normal rental, but effectively that's what it was for such a long period).
Sounds like you will get the cost of the hood from him, and chalk up the other $600 to experience. Maybe he will agree a few bucks for the bent deck, that would be fair. Scratches I think are gonna be normal wear and rare, sorry to say.
Wasn't the repair work that got you in trouble, it was the extra time it all took.
Shame on the fella for mowing 5 times as much lawn with a 'free' loaner than expected, but on the verbal agreement I imagine you didn't put any limit in, so he suckered you on that. Not much to do about it,
Maybe you tried to be a nice guy and kinda set yourself up to fail on this one. Maybe the warning signs were there ahead of time......
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