These questions can't really be answered, and the numbers are fuzzy.
Cloud, Server and DC licences are in tiers. It is possible to add up the various levels of tier that are licenced (e.g. 1,000,000 10 user tier licenced systems can be counted as 10 million users, and 1,000 250 user tiers are 250,000 and so on). But
- This will exaggerate it. No-one runs the systems at exactly their tier, especially larger places. We'll regularly find 500 tier systems with 350-450 active users.
- On Cloud, tiers only go up to a certain level. On Server and DC, there is the option of "unlimited" users. There is no way to know how many people may be active on one of those. Two places I worked before Adaptavist are examples - one had 40,000 active users, another 120,000 - no way to even guess what the average is for unlimited users.
- The calculation would be made even more complex for people on Enterprise licences because they get smeared licencing (access to many systems for one licence). I'd probably just look at the tier though
- Server has a "perpetual" licence. It keeps working after you let the maintenance lapse. I know that there are tens of thousands of Jira systems out there which are not actively licenced but are actively in use. Atlassian can't count them as there's no way for them to know. (Best you could do is add up every historical Server licence and then assume x% of them are still active). This messes up any calculation of actual server vs cloud on a count of active systems, as well as the user count.
So you might get some numbers, but you'll need to bear in mind that they're not going to be accurate.
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