You're making this
way too complicated. The reason why it appears to be a stupid plan is not because that's part of the ruse - It's just a stupid plan.
Jacob Wohl is not your average Trump twitter fan. He's significantly below average. Let me show you how I first got introduced to him.
https://www.dailydot.com/layer8/hipster-coffee-shops-trump-meme/
What we have here is someone who is very bad at making his lies seem even a tiny bit believable. Everyone on the planet (with the possible exception of Slings And Arrows) realizes that this guy does not have the strange fortune of eavesdropping on pro-Trump liberals in hipster coffee shops (except for that one time it was an
inner city coffee shop, because it was about the Trump-Kanye meeting).
For Wohl's real claim to fame you must instead look at
his dealings in the financial industry, where due to even more very obvious lies, he received a
lifetime ban from futures trading. To the best of my knowledge, he is the youngest person to receive such a dubious honor.
But let's set all that aside and assume that Jacob has been mainlining Mentats for a week straight and came up with a halfway sensible plan involving a modicum of misdirection. Why, then, would he have the scheme trace back to him in very obvious ways? Why would he make himself the one cheerleading the big story several days before it is exposed? Why would he put his own image (through an odd photoshop filter) on the Surefire Intelligence website? What about his own e-mail address? His mother's phone number? Why didn't it dawn on him that all of this is super illegal?
He's just an idiot. It's that simple.
My prediction: Within a week, he will engage in some misguided attempt to save face by admitting to at least a few of the things he has been denying, with some cartoonish positive spin, of course.
I honestly wouldn't be surprised if he fled the country.