How Can I Force iTunes to Sync Automatically?

MAC OS X 10.8.2 iTunes 11.0 (64 bit)
Most questions I read here ask how to manually sync...my problem is just the opposite. Whenever I connect my iPod to sync, iTunes opens with the boxes checked for "manually manage music and videos" and "enable disk use." When I remove these checkmarks I get messages about being synced to another library (something like that) and, bottom line, I have to reload all my content. When I close iTunes I first make sure these boxes are NOT checked. But the
next time I go to sync the same thing happens all over again.
I THINK I am aware of all the boxes that should be checked or unchecked, but, obviously there is some setting that I know nothing about that needs to be changed. I know most will say, "Why not just sync manually...it's better that way anyway?" Truth is I may have to take that advice if I can't get it to work.
It's just that nobody else seems to have this problem.
Thanks in advance for any help.

Don't think you can. Your best bet is to copy the backup you want to keep to a different location to prevent it from being overwritten. You can later return it to it's original location and iTunes will recognize it and make it available to restore from. Your backup(s) will be located at one of the following locations:
Mac OS: ~/Library/Application Support/MobileSync/Backup
Windows XP: %AppData%\Apple Computer\MobileSync\Backup
Windows Vista: %AppData%\Roaming\Apple Computer\MobileSync\Backup
Windows 7: %AppData%\Roaming\Apple Computer\MobileSync\Backup

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How Can I Force iTunes to Sync Automatically?

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