Cuz he was faking it. And do we have proof it was a suicide attempt? Or did she get loaded and go in the pool like getting wasted at your "commitment ceremony and jumping into the ocean? I won't believe it was a suicide attempt unless there's some proof of that.
That would have been perfect for him..but why at that time did he say.."If you die I will go to jail."
What if Howard was there and maybe he knew she was going in the water but turned a blind eye, but Moe noticed it and so then Howard comes out and acts like "OMG Anna, what are you doing?"
The comment "if you die, i'm going to jail" seems like a Freudian slip.
This fits with your last theory. I'm doing this from memory so if anyone remembers jump in.
The nanny is the one that saw her in the water. Then she called Howard who called Big Moe. Your theory would still work in this scenario if like you said Howie turned a blind eye. From what was said she was dead and Moe was able to bring her back that time. I think Moe also said she wasa very grateful to him.
Larry said that Danny did not like the Bahamas so maybe it was the Gibsons. Still I'm thinking it was Howard and he was ramping up his controlling ways. I wonder if Larry told Daniel about the incident in the hospital while Anna was trying to detox.