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I think people are sorta missing the core problem here:
The upgrade is sorta a downgrade if your still in ARR or HW. I definitely think SE 'earns' the sub by how much they support the game, and the free trial is EXTREMELY generous, but it feels bad if you want to support the game and then realize your now locked into the sub even if your not really 'ready' for it.
The issue at hand doesn't question the generosity of the Trial or the overall difference between Trial users and subscribers. It specifically alludes to Trial vs Starter/Standard. Of course, purchasing and subscribing for content beyond HW is completely fine and justified, in my opinion. It is the difference between Trial and Starter/Standard which doesn't feel fair TO ME. I capitalize this because even though I agree there are players who would deem the QoL features worth paying and subscribing for, I am not one of them. How many of us are there? I can't tell. But what I can say is that I would definitely prefer being able to go through ARR and HW's content at my own pace, without worrying about subscriptions, than being locked out of it because I can manage parties, join FC... I would do that eventually, but not before beating ARR and HW.