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(Notes primarily for my own reference.)

I want this so that I don’t have to set up a bunch of generic accounts for each machine, seems like it could very quickly spiral into a maintenance nightmare. Keep in mind that most Google Workplace orgs will block these for many reasons. Somehow, Microsoft doesn’t seem to care.

I settled on this docker image after trying the following:

• The built in SMTP server on Windows Server 2022: Just flat-out doesn’t work to the point where attempting to send crashes the service outright. Seriously, fuck this thing. What a ginormous waste of time.
• Postfix under WSL(2): WSL(2) is ALSO not supported on Windows Server because Microsoft fucking hates you.

Once you’ve got Docker set up:

docker run `
	--name postfix `
	-e "ALLOWED_SENDER_DOMAINS=localhost" `
	--restart always `
	-p 1587:587 `
	boky/postfix

When sending emails, make sure to set the server to localhost:1587.

Bonus!

You may be operating this from a network where the MX records aren’t working for one reason or another. You can manually specify the IP address to route the emails to using the following:

docker run `
	--name postfix `
	-e "ALLOWED_SENDER_DOMAINS=localhost" `
	--restart always `
	-p 1587:587 `
	-e "POSTFIX_disable_dns_lookups=yes" `
	--add-host [DOMAIN NAME]:[MX RECORD IP] `
	boky/postfix

You can find the MX record IP using a tool like MXToolbox.

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