The Title pretty much says it.
My ATV was a brutal hassle to jailbreak (an infinite number of iTunes errors) and after the dust settled, I’ve got a jailbroken 4.3. I couldn’t jailbreak a 4.4 because of the tethered boot requirement - simply because of booting errors - and we did the jailbreaking somewhere other than my home - So I needed to install a version that wouldn’t require a tethered boot.
In the end, I’m dying for the NHL channel and I can’t have that without 4.4 and I can’t jailbreak 4.4 because of the tethered booting. UGGGGHHHH
So a secondary question would be: If I upgrade to 4.4, will I still be able to download seasonpass when and if it gets updated?, etc – or will I need to purchase it again?