@VinAllen Yes, while IKEv1 will work with a single S2S connection, it does not work for multiple S2S connections in Azure. If you want to connect multiple S2S connections into Azure, this setup either requires a software termination (strongswan, etc, ugh) which then terminates multiple static routes from the Meraki, or another piece of hardware, like an on-premise Cisco 891 that supports dynamic routes using IKEv2. Supporting IKEv2 dynamic routes to get a better OOB experience with multiple Meraki's + Azure would be ideal, since it would eliminate either 1) a virtual appliance thats needed to terminate static routes in Azure, or 2) additional on-premise hardware thats supports dynamic route-based vpns (specifically for folks with multiple s2s needs)
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