Another possible cause is a problem at the host.

I manage several email accounts hosted via Bluehost and managed through 
CPanel.  One account on the same domain was allowed to fill up to its 
quota.  When that happened, my account in the same domain started throwing 
these errors in K-9 (550 Send Verify error message would appear briefly).

Resolving the over-limit account and clearing my Outbox of all pending 
messages seems to have to worked. 

Keep in mind the offending account was not the one associated to K-9, but 
another account on the same domain. If I wasn't the admin, I would not have 
known this.  

On Wednesday, April 25, 2012 7:04:02 PM UTC-5, Keeta wrote:
>
> I write and send most of my emails when on the subway to or from work. 
> Formerly I had no problems - the emails would go into the outbox and 
> be sent when a connection was restored.  But lately I get an error 
> reading "failed to send some messages" which pops up and then 
> disappears.  The emails I've sent sit in the outbox, unless I turn my 
> phone off and on again.  Anyone have any idea how to fix this?

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