Henry hasn’t out wrestled anyone (as far as takedowns and top control) besides Sergio Pettis. That’s about it. He had moments with DJ in the second fight but he isn’t a strong submission grappler, and he doesn’t pass well (whether by choice or his lack of passing game idk which).
I could see Sean giving him issues as Tim Welch is pretty in tune with current submission grappling meta and has been drilling wrestle ups since last fall if I had to guess. I’d imagine Sean will be pretty comfy at getting to turtle and being tough to keep down come this fall when he fights.
I think Merab is a tough matchup for him as well and could end up being a war.