Hello, In my git configuration, I have an includeif section for work related repositories that configures the user and sendemail sections. I can verify that the configuration is read correctly by git: % git config --get-regex "sendemail.*" sendemail.smtpencryption tls sendemail.smtpserver smtp.office365.com sendemail.smtpserverport 587 sendemail.smtpuser dalamagkidis@xxxxxxxx But when running git send-email the default sendmail is used: % git send-email --dry-run 0001* [...] Dry-OK. Log says: Sendmail: /usr/sbin/sendmail -i test@xxxxxxxxxxx dalamagkidis@xxxxxxxx From: Konstantinos Dalamagkidis <konstantinos@xxxxxxxxxxxxxxxxx> To: test@xxxxxxxxxxx Cc: Konstantinos Dalamagkidis <dalamagkidis@xxxxxxxx> [...] If I move the sendemail section to the main gitconfig file, it works as expected. I normally use v2.20.1, but I could also reproduce this with v2.23. Rgds Konstantinos