I've seen lots of ads on CL where there is one price listed in the header, and a different one in the text of the ad. I always wondered why --maybe this is a sneaky way landlords get around the pricing question. FWIW, I never pursued those ads because I was afraid of a bait and switch, and also didn't want to deal with a landlord/management company who was that sloppy (if it was just a clerical error). I also would not be inclined to rent from someone who listed something, pulled it, and listed again at a higher price like you are suggesting doing. That could also easily be interpreted as a CL scam (I did run into one of those last year -- listings were 6-8 weeks apart, though, and the second, higher priced listing for the same unit was clearly a scam and not just the owner re-running an ad for the same unit at a higher price).
Is it REALLY that hard to figure out market pricing, though? Seems like trolling CL for a few weeks and seeing what units in your area go for what prices in what timeframe would give you a pretty good idea of what the market will bear. And ultimately, a good tenant is probably more important than getting absolute top dollar.