Here’s an interesting theory. What if prior to becoming a flying monkey, Walsh started out as the Tin Man? Think about it. He owned a furniture store, which could tie into his occupation as a woodsman.
That would actually fit really well. It sounded to me like he didn’t just sell furniture, he actually made it, because he said something about finishing Emma’s order 2 weeks early. There’s gotta be some reason that they gave him the occupation of “furniture store owner” and actually made it a point to mention it, and actually make it a part of the story. If the guy who makes wooden furniture in our world was a lumberjack in another world, that’s pretty perfect.
He also wanted to win Emma’s heart. Perhaps Zelena promised the Tin Man a love life in exchange for servitude, and walla he’s a disguised flying monkey dating Emma.
The only thing that trips me up a bit on this is how he so casually said, “And I kinda liked you,” which I wouldn’t expect from someone who had been magically granted the gift of a lover. But then again, perhaps he needed the ring on her finger in order to seal the deal, and because that didn’t happen, he didn’t truly have his heart back yet, which is how he was able to sound so dismissive of her?
I’m really liking this MonkeyTinManWalsh theory now.