Outbound Apple Mail Gmail Messages Trapped in Outbox
Mavens,
On an iMac running Mavericks (OS X 10.9 (13A603)) and Apple Mail 7.0 (1822), outbound GMail messages remain trapped in the Outbox.
NOTE: This GMail account is using Google's 2-step Verification with an Application-specific Password for Apple Mail.
Apple Mail does access GMail's Inbox (it seems that all Gmail Inbox messages are reflected in Apple Mail's Inbox).
Outbound Gmail Emails remain trapped in Apple Mail's Outbox.
ALSO—
If Apple Mail is closed, then re-opened, it (Apple Mail) asks for the GMail password...over & over & over...the only solution I've found is to create a new Google Application-specific password. Very tedious, and quite un-Apple-like ("...it just works.").
If you've encountered—and fixed—either of these problems...what do you suggest? Any ideas?
Many, many thanks in advance.
Best,
Plane Wryter
iMac (27-inch Mid 2010), OS X Mavericks (10.9)