rmartish, you could probably use an auto poster of some kind,or if your good write a perl script of some kind to accomplish this
it depends on what you are trying to market for any recommendations from the members. the kentucky area may not be real into an seo service for example. what are you trying to advertise?
What category would you advertise an SEO service? I tried to advertise a software package, and my ad was very quickly flagged for deletion. I put it into the closest match category. Most things on Craigslist are tangible merchandise, from what I can see.
Multiple listings for the same ad is automatically deleted. The way to get around this is through your changing of the ad copy and putting ad into more relevant city and category.
you can post to 50-75 cities daily if you apply some techniques. Try this http://enamul.info/craigslist-ad-posting-tips.php
Some interesting questions and answers regarding craigslist are available on yahoo answers. Click here to see those.
I had an ad for a ghost writer and it was flagged within a week. Followed all the rules and still got flagged. I think there are people with nothing better to do than flagging ads. A neighbor selling a horse trailer got flagged. I think Craigs list is a waste of time.
advertising an SEO on craigslist might be difficult. There is just too many online biz ads that are garbage. Users are kinda desensitized by the massive amount of junk ads on craigslist.. that's what happens with free postings..
Do you want to hire ghost writer? Then try posing in the "writing gigs" category. Selecting an appropriate category is very important. Otherwise ads will be flagged and deleted.
craigslist is cool for SEO too I think. you might post using a set of keywords and base your titles around those