You know Oomis, I was thinking of a similar but not quite situation, where both sides had said yes, knew that it would be two weeks till they could meet and in the interim, a shidduch that someone had been working on for a while that we were very excited about finally come through with a yes. We were told that while this exciting shidduch was definitely more promising they couldn’t go out till she met the boy both had committed to.
You’re right, under these circumstances I don’t think a shaila is necessary, and the shadchan should be told a yes with the understanding that a yes from the boy must be forthcoming.