Coordinating the calendars of five men in their forties is like herding cats.
Coordinating the schedules of five men in their forties can be an incredibly challenging task, akin to the difficulties of managing a group of uncooperative cats. This metaphor highlights the complexities and unpredictabilities that come with juggling multiple commitments and preferences. Each individual's unique priorities makes it nearly impossible to settle on a collective plan, often leading to frustration.
This quote from Curtis Sittenfeld's book "You Think It, I'll Say It"...