I have monitor 2 set to randomly change between 2 images and set the timer for 5 minutes but it never changes. Monitor 1 is set to always show the same picture. Any ideas? I attached a pic of my settings.

Might check to see that "freeze current images" isn't selected (see attachment). It's caught me a few times as it doesn't jump out at you that it's selected.

hmm its not checked, also when i click to goto next image, the image doesnt change either. im stumped.

For a test, I'd point each monitor to a directory of pictures each (not individual files) and hit random and see if it works then...

I removed the two pictures and just pointed it to the My Pictures folder and this worked. So then I created a new folder and dropped those two images into it and added that folder by itself and then it didnt work again. Maybe it hates me?

okay i figured out work around, definitely seems like a bug. One of the two images on my left monitor was set to permanently display on my right monitor. If I make a copy of the image that shows on both and rename it then it starts randomizing on the left monitor. weird, but at least the workaround works.