Weiss is good at strategy.
He knows he is. However, it depends on what he'll use it for.
Just recently, Weiss was in need of a plan to get Sarah to back off. What he came up with was simple – invite Lady to the café and have a conversation with her as William. Contrary to what Fallon had advised, there's no need for a fake couple act.
He only needs to show that nosy coworker of his that he likes Lady. With that, he'll finally believe that he doesn't have a crush on Sarah – and ultimately, he'll stop trying to hook them up together. This way, Weiss won't have to lie either.
'I could've just pretended I liked someone else, but that guy would still tease me about it. If it's Lady, though, I won't mind. It's true, anyway,' he mused to himself as he started his afternoon shift at the coffee shop.