What kind of work do you need done, and what is the timeframe?
A friend may do it for the beer. I know The Shop charges $80 and hour, but they do great work. I guess it would depend on how well you know the person your are hiring and what they do for a living...meaning if they are a mechanic, they may expect a little more. If they are just into bikes, $25-$40 an hour is not too bad, but I'd try for a flat rate. It's a lot easier to say I'll pay you $150 to do this or that, before they add up all of the hours it will take them. If it ends up being a lot of work, beer always helps.
I've done some work on my bike, but learned it better by diving into it. I am in Milwaukee and live on the Eastside on Knapp St, and don't have a ton of space to work on my bike, but I've had the front end off it. If it's engine work, that's one thing, but carbs can be done by almost anyone with a little help from this site. I guess you need to look at what you want done and how much you can afford and go from there.
BTW is that your Orange 550 I see on Cass street? I ride by it every day on my way to work.