If you have admin rights, you should be able to see the execution of the subscriptions within the backgrounder non-extract dashboard. I just looked at mine, the schedule is defined as parallel, and it does appear that there are some subscriptions running in parallel, but we only have 4 backgrounders.
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We have 4 background tasks and lots of schedules running at various times of both subscriptions and extract refreshes which are set to 'parrallel'. When it comes to extracts, I have definitely observered a the tasks within a single schedule set to parallel using all 4 of the background tasks.
When it comes to subscriptions though, it's a bit harder to tell from what I can see of our data (because the subscriptions run at a similar time to extracts and are of lower priority). Looking closely I can see that the subs are running on different backgrounders at times which suggests there may be some parrallelism happening as Jeff has seen. However, if there are mutiple users subscribed to same report on the same subscription schedule, these all seem to be using the same backgrounder, which seems to support your observations too. Might be worth raising a ticket to Tableau Support to get the definitive answer and then post back here so we can all know.