Craigslist will send you a take down notice in a week, this is explicitly against their terms. I'd advise taking it down before a lawsuit.
With the amount of scams causing a decline of their platform, I'd think that Craigslist would want other sources of traffic. I know that most sites have a policy against scraping/indexing, but Craigslist has their head up their own ass.
If you scrape all the jobs data as soon as it shows up, and repost it to your site, then maybe employers think you're the one they should be paying, based on prospects coming in your site and not CL.
I would assume that matters more than if you scraped older data or got older data by scraping it more slowly.