vegasdan, you forgot to mention the essentials.
How tall and heavy are you?
If you're 6 5 and 275, a(n) 1100 would be a good fit, even as a starter bike.
If you are more like me, (6 1, 230) a(n) 800 such as the old suzuki 800, or the newer c50 would be a better starter bike.
Additionally, as you don't plan to drive the bike a lot (300 miles a week more or less) a larger bike will be more of a "bulky" bike to drive on shorter trips. A 750 - 800 cc bike won't have that bulky feel to it, especially when you are backing it out of a parking space.
Lugging it out of a parking space, rather.
That is not to say after a year or two of driving you won't want something different, people usually do.
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