When Tylor thought by hook or crook, he definitely didn't think through. He himself was not very cunning person so he should have simply said by hook because he's not very well aquainted with crook. That's Anna's quality, her forte. She knows that tricks but he cannot pull those off. When she was not budging from her idea, that is Tylor might be a body double he decided to play along. What other choice did he have? And if he saw a glint of smirk in Anna's eyes then it can be purely his imagination because there's no way he can prove it. Yeah real sad. "Okay why don't you test me then? Like ask me something only true Tylor will know." He suggested after useless fight for half an hour. There's only so much that you can write and prove that this is how he writes and his pen gripping style.