Your ordinary IP address, as provided by your Internet Service Provider (ISP) doesn’t change.

Depending on internal settings and what has been whitelisted, Winston adds an overlay network to your internet connection. So, your connection to websites you visit is routed through any one of 20-30 other Winstons on the Winston Distributed Privacy Mesh Network, and it changes every 10 minutes. Those websites’ tracking systems log a different IP (“exit point”) depending on the Winston through which your data is routed, obfuscating your activity.

With Winston, the public IP address coming into your modem won't change, but Winston sends a private IP address to your router, irrespective of whether the modem is in bridge or all-in-one mode. The local IP addresses assigned by the router to the devices on the LAN don't change. If the router is in bridge mode, then Winston assigns a private IP to the devices. 

Note that if Winston is behind a firewall and/or port 7776 and 7777 is blocked, fewer exit points are available, so your apparent IP address will not change as frequently. For more information about port forwarding, please visit this article.