Like herding cats
Definition 1 of 1
Pro Tip 1/3Metaphorical Use
The phrase is not about actual cats, it’s a metaphor for chaos in organization. 
Coordinating a family reunion can be like herding cats.
Pro Tip 2/3Hyperbolic Expression
Often used to exaggerate difficulty, suggesting a near-impossible task. 
Completing this project on time feels like herding cats.
Pro Tip 3/3Frustration Tone
Implies an underlying sense of frustration or exasperation with the task. 
Coaching the kindergarteners' soccer team is like herding cats.