Like nailing jello to a cat.

The ultimate in complexity and difficulty. This is a combination of two other analogies:

- Like herding cats
- Like nailing jello to a tree

"Getting the House of Representatives to agree on a topic is like nailing jello to a cat."

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like trying to nail jello to a cat

A merging of two popular phrases, each meant to reflect attempting something very difficult: “like nailing jello to a tree” and “like herding cats”. This version simply implies, humorously and a bit gruesomely, that one is, in fact, attempting the impossible.

John’s attempt to get this three kids to bed after they each ate a bag of Halloween candy is like trying to nail jello to a cat.