IOS – How to sync videos between a PC and an iPad

AirSharing is a swiss army knife of turning any iOS device into a wireless file server. There are many others, but this program has three versions that have stood the test of time.

The "copy when connected" nut will be harder to crack. Unless someone steps up with a ready made solution, you will have to set up SMNP monitoring of your router and trigger a sync when the iPad MAC address is logged as joining the network. You could also poll bonjour locally, but SNMP seems more elegant to me since it will log and push that join without constant monitoring on the mac end.

I'm surprised nobody has answered this correctly.

The solution is to open iTunes, click on your iPhone, go to the Photos tab, then Sync Photos for the folder that contains the photo and video subfolders you want to sync. Each subfolder will then be sync'ed to your iphone UNDERNEATH the Camera Roll as new Albums, and these are treated seperately than the Camera Roll and will always remain synced.

Furthermore, apps that can access the Camera Roll almost always can also access Synced Albums, so this should really work well for you. I keep a whole bunch of old photos and videos on my iPhone at all times using this method and it works great.

As a bonus, unlike the Camera Roll, these Synced Albums don't get backed up in iTunes, so it won't slow down your Backup like a growing Camera Roll will.