Any idea why some podcasts will play on my phone from iTunes and others won't?

I transfer them from iTunes on my desktop by simply dragging them onto a folder that I get by inserting my phone's computer memory card into the desktop. I then take the memory card out of the desktop and put back into the phone and every podcast seems to play except the Dave Ramsey podcast. What is the deal? At first I thought it was because it was pre set to open with Windows media player instead of the usual iTunes, but then I right clicked and went to properties and changed to default open to iTunes, but it still won't work. When I try to play on my phone it just quickly pops back to the folder screen from the player screen. I don't see any difference between those that do play and those that don't when I look under properties. Both seem to be the "MPEG Layer 3 Audio (.mp3)" file type. Any ideas?