I routinely use two SMTP servers with authentication. Passwords are stored in TB so I'm not prompted for them when sending.
Recently, on a few occasions, a box has popped up telling me that sending has failed and inviting me to retry or enter the password. Knowing that the password is correct, I've generally selected retry - which sometimes works and sometimes doesn't (if it doesn't I usually abandon the attempt for a while).
I had assumed that this was a transient authentication issue with the SMTP server (and it may well be) but the odd thing is that afterwards if I go into my account settings (Tools -> Account Settings -> Outgoing Server (SMTP)) and look at the list of SMTP servers I have defined in TB, the only one shown on the list is the one via which I've just experienced the failure. I have five servers defined, but the other four are missing.
If I shut down and restart TB, the settings are back as they should be (with no intervention from me).
All we can really say about this is that something - under certain circumstances - appears to be preventing TB from reading the SMTP server settings (which may also account for the failure to send).
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As you are having multiple issues with TB (your BCC issue), it's possible there is an issue with the profile. I've found the best thing in those cases is to start fresh with a new one and move my mail from the old to new. I've done it on my local machine a couple times over the years.
Sometimes, the impossible can become possible, if you're awesome!
That's certainly an option, but unless I can automate any of the process of exporting settings (which may, of course, export the problem), it would take me a long time and a lot of effort to create a new profile. So I'm keen to find out first if this is a problem others are experiencing which may not be down to a corrupted profile.
How many email accounts do you have? If you're using IMAP, it shouldn't take you more than 2 minutes to recreate each one. Then you just copy over your local mail folders. It'll take a while to rebuild the index. Then you set up Lightning and add your calendars and you're done. Unless you use a ton of extensions, which would likely be where the problem is.
Sometimes, the impossible can become possible, if you're awesome!