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I was trying to create a system where people could manage their real estate listings on their own system, and when they submit the entry into their database, it would insert it into a craigslist listing and then log the url.
Hmm... I don't know if Craigslist would condone such automation. However, it probably would be okay: done properly, they'd never know. You probably want to use cURL, since you're going to need https.