In my git configuration, I have an includeif section for work
related repositories that configures the user and sendemail

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 dalamagki...@work.com

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 t...@example.com dalamagki...@work.com
From: Konstantinos Dalamagkidis <konstanti...@dalamagkidis.info>
To: t...@example.com
Cc: Konstantinos Dalamagkidis <dalamagki...@work.com>

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.


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