Why does my email go to outbox instead of sending it?

When I send an email it goes to the outbox and will not let me send it.

You are not the only one with Gmail problems with Mavericks and I have looked at other peoples post and there does not seem to be one off fix.
Apple provided an update to Mavericks that partly fixed some problems with Gmail, this update was a few of weeks ago, did you install that update? This update was provided in December 2013, you can either check with the App store for any updates ot check the OS X version with the About Menu icon in the Apple logo, top left of the menu bar. The update is 10.9.1
This link from Apple will tell you more about it if it is not installed.
http://support.apple.com/kb/dl1715
Other than that I use Gmail with Apple mail program and have not had any problems.
If the above is of no help, lets see if others have a better idea.

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Why does my email go to outbox instead of sending it?

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