I had similar issues on my trip last month where I connected on the ground and then had trouble once we were airborne. Glad to hear it's not just me.
I also travel with a MacBook Pro, iPad and 2 iPhones so this is concerning to me as I use the flight time to work usually.
I will also add that this last trip didn't even ask me to identify myself upon logging on. It just took me right online. I'll see how this week's trip goes.
Thank you JetBlueFA for keeping us posted.