Piotr Synowiec
Piotr Synowiec
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After finding a lot of other posts on the topic that didn’t work out for me this one did the trick so I’m reposting for my own sense of self preservation.

Link to original article.

Copy the Virtualbox autostart plist template file to your system’s LaunchDaemons folder.

sudo cp \
    /Applications/VirtualBox.app/Contents/MacOS/org.virtualbox.vboxautostart.plist \
    /Library/LaunchDaemons

Then edit /Library/LaunchDaemons/org.virtualbox.vboxautostart.plist set Disabled to false, set KeepAlive to true, and confirm the last string entry in the command array is set to /etc/vbox/autostart.cfg.
The file should look like this:

<?xml version="1.0" encoding="UTF-8"?>
<!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "http://www.apple.com/DTDs/PropertyList-1.0.dtd">
<plist version="1.0">
<dict>
<key>Disabled</key>
<false/>
<key>KeepAlive</key>
<true/>
<key>Label</key>
<string>org.virtualbox.vboxautostart</string>
<key>ProgramArguments</key>
<array>
<string>/Applications/VirtualBox.app/Contents/MacOS/VBoxAutostartDarwin.sh</string>
<string>--start</string>
<string>/etc/vbox/autostart.cfg</string>
</array>
</dict>
</plist>

Make the directory /etc/vbox and create the file /etc/vbox/autostart.cfg with the following content:

default_policy = deny
osxusername = {
allow = true
}

Make sure to change osxusername to the username on your system that the VMs are under.

Next properly set permissions:

sudo chmod +x /Applications/VirtualBox.app/Contents/MacOS/VBoxAutostartDarwin.sh
sudo chown root:wheel /etc/vbox
sudo chown root:wheel /etc/vbox/autostart.cfg
sudo chown root:wheel /Library/LaunchDaemons/org.virtualbox.vboxautostart.plist

Now, configure the VMs that should automatically start and set how they should be stopped:

VBoxManage modifyvm vmname --autostart-enabled on
VBoxManage modifyvm vmname --autostop-type acpishutdown

Finally, test the configuration by running:

sudo launchctl load /Library/LaunchDaemons/org.virtualbox.vboxautostart.plist

After a reboot, the VMs that have been set with autostart enabled should be running!

References