I am currently running IOS Downgrader and it has been at content #09 for 15mins now. Should I restart the wii, or wait longer??

Pretty sure you've lost connection... try to have your router next to the Wii, and stop downloading durind downgradepenetr8or said:Just wait. It can take some time.
I must admit I don't have any experience with IOS Downgrader, but wanins safe 4.0 upgrader appeared to be stuck at one content, I don't remember which, for approx. 90 minutes.
Never restart your wii during something like this, it may not do any damage, but it also might do alot of damage