Bob, that's close to what I'm seeing, but not exactly. For the one podcast, it NEVER downloads until I click the cloud. For my other one, it's random. Lately it's been better, but it missed yesterday, worked today. But in any case, it's not working like it used to before the last major update to iTunes, which was, as I recall, associated with Mavericks release. In addition, syncing to the IOS application Podcasts is less reliable for me. In fact, more than 50% of the time after syncing the new podcasts are NOT there and are downloaded by the iPhone directly to the Podcasts app. I take this behavior as Apple's way to weaning away from any Podcast support in iTunes, forcing all podcasts to go to the Podcast app. I wonder if they plan on a Podcast application for OSX? I sometimes listen to podcasts on my iPhone, sometimes on my MBP. I like the flexibility to be able to do that, or I'd quit the iTunes podcast downloads altogether as a "not ready for prime time" un-feature. ;D