Ok, as I thought, you are using bukkit, so you must include -Djline.terminal=jline.UnsupportedTerminal in your custom command line. That's what it adds when you click the "Bukkit" check box. The terminal i/o doesn't function correctly without that. Just put it somewhere after java and before -jar. And no, for a daily backup (at 12 am) just leave the timing exactly as it sets it default and click backup and set your warnings. That's it. The default setting is for every day at 12am. Setting hour to 0 and checking again every 23 means it will happen at 12am and again at 11 pm. After that i'm not quite sure how it would proceed, it would either do it again at 12am or perhaps the next would be at 10pm.