It definitely will take a lot of work to scale it, but I think it can be done. I could probably be watching 3-4 cities at a time fairly easily. Portland has a very active Craigslist community and I have a lot of down time waiting for new ads to come up. On the other hand, if I'm always at the computer, I lose a good chunk of profit on items I have someone else pickup, so I have to increase volume to make up for it, which is not always easy. I'd love to hear your thoughts and suggestions, as this is my main hurdle I'm facing right now.