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Does the IP (as shown when you go to myipaddress.com on your client) ever change if you always connect to the same server. Is there a rotation of IPs?

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The IP of a given server does not routinely change. Many users have IPs configured directly into routers or apps for perfectly legit reasons, and constantly changing the IPs would cause chaos.

If you want to change IPs, change servers. In OpenVPN, for example, it's easy to pick randomly off a modest list. In either OpenVPN or Wireguard letting Air direct you to their "best" server of the moment in a given country or region is probably the best way to make your IP less of a known thing. 

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