My outgoing messages are not being saved in my sent folder

Half of my message that I try to send are not being saved in my sent folder. This is a huge problem causing lost documentation and copies of information and conversations I have had. The error message I get says that thunderbird was unable to save to my sent folder and asks if I would like to try again. If I say yes I get the same message over and over again until I give up and let the message be lost to cyberspace. What can I do to fix this issue and stop loosing valuable information for work?
I am using an HP laptop running windows 8.

What protocol is your email account using (POP or IMAP)?
If POP, you need to make sure your local disk space is enough to save the sent messages. Check where the copies are located by looking at the account settings under '''Copies & Folders'''. When using POP, I believe a copy needs to be saved on both sides: local and server.
If IMAP, the email server is where such copies are saved. You can also double-check such settings as mentioned above.
Finally, if your emails are too big, this may be a restriction of your email provider, perhaps get in touch with their support and inquire about this to rule it out as the cause of the problem. Could you share more details about the kind of emails that fail to have a local copy saved or is it for each and every email?

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