"Check failed! Please check your network connection!" Error when trying to update.

I'm trying to check for updates to the OS on my Insignia Flex 15AT08, 8" tablet and keep getting the "Check Failed! Please check your network connection!" error. I know I'm connected to wifi so I do have a network connection. I just can't understand why I can't check for updates. My Flex 7"...

"Check failed! Please check your network connection!" Error when trying to update.