This is a really good question, and I can only answer it for me. I want the VTT to automate in-game stuff. I'm not one who wants to see a fireball explode in animation or have a sword swing with a "wooosh" sound, although you can do that with most VTTs. That's something I don't care about.
What I do want is the VTT to take care of my character. If I have spells or abilities, I want it to track usage. If I cast a fireball, I want to place a template, have it select whoever is in it, and then roll saves for me. And then apply damage.
I want to be able to target creatures, and have it do all the math for attacking. I don't think this is in 5.5E, but if you flank, it should handle that. And I should be able to apply conditions to a target and have it be automated.
Oh, and I expect to handle initiative or combat order tracking too.
Outside of combat I just just want the VTT to let me easily make skill checks and saves, any die rolls I ask for.
That's just me, of course. You can have it do more or less, but that's the sweet spot for me.
I can see that kind of automation being what people are pushing back against referenced in the video if it's even a thing. As a DM I have no issue with automating stuff for my monsters but I have a lot going on. But as a player? If it tracked everything for me I think I would feel a loss of connection. Of course all of this is personal preference I'm just trying to figure out what the video the OP linked to was talking about if the visuals are already there.