As a WARP user that has experienced a lot of problems, I'm glad that Cloudflare is allowing WARP users to switch from wireguard to MASQUE. I'm hopeful this will solve a lot of our issues.
Sometimes yes. MASQUE just looks like normal TLS port 443 traffic so it's less likely to be prevented. Other issues we had were just bugs with the WARP wireguard implementation regarding how the tunnel is built in Windows. I imagine it works better on Linux or MacOS which is likely what the developers were running when they designed WARP.