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As per the docs, you need to have it running on a regular basis. To be on the safe side, might as well do as guide says and schedule a task to run it on boot (login) and every day just after "midnight" (00:00).
Should pretty much cover it, ie, if the box is left on, it runs at midnight, and if you reboot the box, it runs as soon as it comes on.
What VM you using btw? 9D hated my VMWare one and would cause all sort of **** to happen on the VM as soon as i launched the client on the host.
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