Not the shidduch crisis, but just one that comes up when it rains:
Does she bring her own umbrella? If she didn’t, should you have two? Or one?
I was skimming the Hammacher Schlemmer catalog, which is definitely a good Shabbos afternoon’s entertainment, and came across this little solution: The Double Umbrella. I’d love to see a video of how it opens and closes. But I’d settle for seeing it work on a date.