Buying a bicycle

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I might be in the same "buying a bike" mode here shortly. I decided that I feel as though my bike is a little on the smallish side for me, so I am selling it. The ad hasn't been on Craigslist for more than a few hours and two people already emailed me asking if it's available. I hope to take that money and add 75/mo to the mix and by spring go to that same bike flea market I bought this bike from, but this time more knowledgeable about what I want, full well knowing if I don't get anything there, it's not a big deal, because the bike shop would have a 2011 Trek 2.1 in any configuration/size/whatever I want for a price I'm expecting to spend anyway.
 
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