Mail trouble with outgoing mail server

For weeks now (relatively recent), MAC mail will not send consistantly. When I choose my outgoing mail server in the preferences panel and check "use only this server", Mail often will not send my message. If I leave that outgoing server as "none", my first outgoing message of the day will prompt me to choose one, and then subsequent messages are sent without asking. Inconvenient at the least - something's not right.
Any help?

Thanks for response.
I have deleted ALL accounts (to start fresh) but the unused outgoing servers 'refuse' to leave
I want to delete them to keep things tidy, also I have issues with using alternate outgoing server (next issue), so trying to start from the beginning again, before attempting to address next issue.

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