Q: How do I get a .mov file from my iMac to my iPad?

Hi Mike in CoS,

Welcome to the Support Communities!

What app did you use to create the .mov file?  Apps like iMove or Final Cut Pro X have options to Share to iTunes to create a compatible version for the iPad.   If you don't have the option to export the file again, then try the steps outlined in this article:

iTunes: Videos may be unable to sync to iPhone, iPad, or iPod

http://support.apple.com/kb/ts1497

Here is some more general information about syncing videos:

iTunes: Frequently asked questions about viewing and syncing videos

http://support.apple.com/kb/HT2729

I hope this information helps ....

Have a great day!

- Judy