My iTunes doesn't shuffle or repeat songs?

Okay, so i've had this problem since i first downloaded iTunes11. At first i figured its a bug that will be fixed, but after having it for this long, ive realised it's probably a problem at my end. If i click on a band/playlist, and hit shuffle or repeat, it doesnt work the first time around. I have to do it a second time for it to work. it's not a big issue i realise, but very annoying all the same.

@ King-Penguin -- no, they don't and that seems to be the problem, thanks!
Why are the ticks important, and do you know how I can tick my entire collection?
Richard

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