There are a few idioms like that. One is:
You're just beating your head against the wall.
another is
Like trying to squeeze blood from a turnip.
and another is:
It's like trying to herd cats.
They each are used is slightly different situations. To be most analogous to your expression it sounds like I'd use the first one: Trying to convince him is like beating your head against the wall
Answer from Jim on Stack ExchangeThere are a few idioms like that. One is:
You're just beating your head against the wall.
another is
Like trying to squeeze blood from a turnip.
and another is:
It's like trying to herd cats.
They each are used is slightly different situations. To be most analogous to your expression it sounds like I'd use the first one: Trying to convince him is like beating your head against the wall
Sisyphean labor. "Sisyphean" means endless and unavailing, as labor or a task. Comes from Greek mythology, Sisyphus was made to roll a giant boulder up a mountain as punishment by the gods, but the boulder would always roll down before he could get it to the top, forcing him to begin the pointless exercise anew.
What’s your favourite “as useless as ____”?
What's a good as useless as?
What's your best "It's as useless as" one liner? : r/AskReddit
What is your favourite "You're as much use as" insult?
What makes the phrase "as useless as a" effective?
What are some alternatives to the phrase "as useless as a"?
How can I use "as useless as a" in a sentence?
I love the English language and our creations. Some one came out with as useless as a woodpecker with rubber lips at a co-worker today. Craiced me up any more really original ones?