Re: it is only when replying to this specific individual that the issue occurs
Well do you see if there is anything special about messages from this individual? In the headers?
Re: my reply is not saved in FastMail's Sent folder
Only messages sent to this individual or all of them?
Please check that the app's "Sent" folder is "mapped" to the right folder on the server:
- Long press on the account on the app's main screen
- Options and folders -> Folders
- Wait 10-30 seconds for the app to refresh the folder list
- Find "the" Deleted folder ("Deleted Messages", just "Deleted", "Trash", "Bin"... can vary.. for Gmail it would be under "[Gmail]" or "[GoogleMail]")
- Tap its name, choose "Sync as Deleted".
- Same with Sent and Drafts ("Sync as Sent" / "Sync as Drafts")
PS - yes there is a debug log capability, please see a link in my signature just below.