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I've had great luck with this personal chef: http://chefmillard.com/ He does a lot of high end dinners, but I think he also enjoys the simple/fun events too.
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Ron Love does this - or at least he used to. He does burgers, dogs, fish, whole roast pig, etc. at very reasonable prices.
I wrote about him here: http://chowhound.chow.com/topics/782301
