Funny in a short run but I don't how this will work in the long run. 
If you wanna make it stick just make this manga a one vol or at least 1vol of the money joke confession then we move on to more character development and what not. 
But the more I think about it maybe when they finally start dating every act of a couple gives  the author the opportunity to reuse the same joke in a new light so I guess this could work...