"Clicking ‘Continue’ confirms that craigslist is the exclusive licensee of this content"
If a user then takes their post and submits it to another site that asks for a license to the post, the user has breached their contract with Craigslist. I see no evidence for the significance of the distinction you describe.
This seems like a fine point, and I wonder if it's actually true. Has there really been any case of a person being sued or threatened by Craigslist for cross-posting their ad - that is, posting their ad on Craigslist and also somewhere else? Keep in mind we're far afield here of what happened with PadMapper, which didn't have anything to do with anyone cross-posting their own ads.
This policy is new, so there can't be examples of Craigslist using it against users. They probably will never use it against users. However, I don't enter contracts I don't plan to abide by. No one should.
"Clicking ‘Continue’ confirms that craigslist is the exclusive licensee of this content"
If a user then takes their post and submits it to another site that asks for a license to the post, the user has breached their contract with Craigslist. I see no evidence for the significance of the distinction you describe.