More Trouble Than It's Worth

I'm the first person to harp on security and have turned on 2 factor authentication for every account I've deemed important enough (and that has it available). So needless to say I was happy to hear Apple was going to start requiring app specific passwords for any third party apps using your iCloud login. Well...

It'd be wonderful if they actually worked! Over and over and over and over I keep getting the same pop up box. It's not that I'm entering the wrong password - it works for about 30 minutes then I get the same error as above, even after clicking the "Remember password in keychain" box.

Ugh. Every half hour or so since 7:45 this morning.