I'm a computer scientist by trade, but I really just enjoy working on open mathematical problems in my free time. Kimberling's page is pretty nice as you mentioned, I was able to knock one of them out (a minor one, the Swappage Problem), and always look forward to when new ones are posted.
One of the best places I have found for open problems is probably open problem garden. The site is frequently updated with new problems ranging from graph theory, theoretical computer science, algebra, etc. The nice thing is that the problems are also ranked by relative difficulty.
As for cash: A number of the problems DO offer some type of cash bounty (as clearly indicated in the summary section for the problem next to "Prize" text if it exists). Problems such as The Erdos-Turan conjecture on additive bases offer cash incentives for solving.
There are also other problems listed that offer monetary compensation and are posted periodically throughout the site. However, sifting through the problems can be time consuming as many of them do not offer cash incentives.