Description: I have tried both LibreOffice Version 7.6.7 and 24.2.5 to do Mail-Merge to send e-mails on my iMac. Mail-Merge works perfectly in both programs to create letters and evelopes for snail-mail, but it crashes with error messages (which I will provide) when I try to do Mail-Merge to send e-mails. Steps to Reproduce: 1.Open Mail-Merge in Writer, Select email, Link a Calc data file, and select relevant fields 2.Preview to see Mail-Merge is working 3.Select a range of data fields, add an email title, and start the Mail-Mmrge - ends with an error message with subroutine location errors. Actual Results: Here is a copy of the error messages received with both 7.6.7.2 and 24.2.5: When using LibreOffice version 24.2.5 - I got the following error message: <class 'smtplib.SMTPSenderRefused'>: (530, b'5.7.0 Authentication Required. For more information, go to\n5.7.0 https://support.google.com/mail/?p=WantAuthError 41be03b00d2f7-7cd9ac99525sm1493556a12.9 - gsmtp', 'hrgreenberg@gmail.com'), traceback follows File "/Applications/LibreOffice 24.2.5.app/Contents/Resources/mailmerge.py", line 290, in sendMailMessage self.server.sendmail(sendermail, truerecipients, msg.as_string()) File "/Applications/LibreOffice 24.2.5.app/Contents/Frameworks/LibreOfficePython.framework/Versions/Current/lib/python3.8/smtplib.py", line 885, in sendmail raise SMTPSenderRefused(code, resp, from_addr) at /Users/cloph/build/workdir/UnoApiHeadersTarget/udkapi/normal/com/sun/star/uno/RuntimeException.hdl:24 ==================================================================================== When using LibreOffice version 7.6.7 - I got the following error message: <class 'smtplib.SMTPSenderRefused'>: (530, b'5.7.0 Authentication Required. For more information, go to\n5.7.0 https://support.google.com/mail/?p=WantAuthError 41be03b00d2f7-7cd9ad552aasm1501325a12.59 - gsmtp', 'hrgreenberg@gmail.com'), traceback follows File "/Applications/LibreOffice 7.6.7.app/Contents/Resources/mailmerge.py", line 262, in sendMailMessage self.server.sendmail(sendermail, truerecipients, msg.as_string()) File "/Applications/LibreOffice 7.6.7.app/Contents/Frameworks/LibreOfficePython.framework/Versions/Current/lib/python3.8/smtplib.py", line 885, in sendmail raise SMTPSenderRefused(code, resp, from_addr) Expected Results: The Mail-Merge failed and only resulted in the error messages above. Reproducible: Always User Profile Reset: No Additional Info: Version: 24.2.5.2 (AARCH64) / LibreOffice Community Build ID: bffef4ea93e59bebbeaf7f431bb02b1a39ee8a59 CPU threads: 8; OS: macOS 14.6.1; UI render: Skia/Metal; VCL: osx Locale: en-US (en_US.UTF-8); UI: en-US Calc: threaded ================================================================================= Version: 7.6.7.2 (AARCH64) / LibreOffice Community Build ID: dd47e4b30cb7dab30588d6c79c651f218165e3c5 CPU threads: 8; OS: Mac OS X 14.6.1; UI render: Skia/Metal; VCL: osx Locale: en-US (en_US.UTF-8); UI: en-US Calc: threaded