To be fair to him, I don't think it is a money thing. He was willing to throw money at the problem to get it sorted but the girls in the office didn't react very well to the idea of giving an expensive gift after a few weeks. I think he is considering telling her that they 'should take a break'......
Wouldn't do that..he'll look scabby then.
I would go out for a nice meal and to send her a subtle message that he's interested, maybe tickets for something in Jan/Feb?