Let's remember, an executive order isn't a command. It's more like a want "I want us to do this" that skips the pesky Congress part. The court can still overturn any executive order, and even his admin can fumble the ball and not actually do anything more on implementing the executive order. I strongly suspect that will be the case here. If these documents are actually released, I'll be shocked.
And if they actually are, I would almost lay money there is no coverup except the gov trying to hide their own incompetence at discovering what actually happened. And so the conspiracy people will be unhappy and claim further conspiracy and nothing will change.
i believe you may be on to something, because it seems like it was blocked last time he tried. Meaning, he attempted to release JFK and Pompeo blocked it for some odd reason.