It uses a mod_perl cleanup handler to do the cache cleanup, and those only run when the server handles a request. If no one is using the server, the cache will not get cleared.
It's not actually waiting for someone else to log in, but rather for anyone to do ANYTHING on the server. On a server with some traffic, you would not notice a delay.
If you frequently have only one person on the server and are concerned about this, you could run a cron job to request a page from the server and trigger the cleanup handler every minute or so.
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