Every single time I try to log on to the in-flight Wifi the first response screen is the infamous MasterSessionTimeout.html. Why? Probably because I keep one southwest.com tab open in my browser.

This is nonsense. If the session has expired, renew it already! The wifi is already slow enough without the extra 2 page loads required to report and clear an internal error that the user never should have seen in the first place. On a 55-minute flight every page load counts. I typically only get 10 or 12 page loads done before the warning chime tells me I have to shut down.