I am having this problem as well.  I'm running Outlook with Quickbooks.  

Everytime I try to send an invoice I get a Crash dump error message from Kapersky and it restarts Outlook.  

I check my sent items and my invoice has been sent.  However, I have to wait until Outlook reboots before I can send the next invoice.  We are not very busy because of Covid 19 - I would be really upset if I was as busy as I usually am.  

At least the invoice is sending!  The last issue I had with sending invoices required copying and pasting each invoice and manually attaching it to an email.  

I just read that someone is using the send later function so I guess a batch is being sent.  I will try that the next time I am sending several invoices.  

It seems that there are issues with Quickbooks keeping up with Windows 10 updates and it appears that this issue has been ongoing for several months. 

I'd like to know if this will be fixed with a general update.