Play a losing game negative spoken language verb phrase
To make lots of efforts to do something that is ultimately doomed to fail.
You're playing a losing game if you think you can get a raise from your boss.
I feel like I'm playing a losing game trying to get him to have some medicines.
You're playing a losing game when you try to convince him to sell that house.
No matter how hard he tries, he's just playing a losing game.
Adequate measures or actions
To do one's best or try one's best to do something
If you desire something good or appealing, you must make the necessary effort to acquire it.
To work really hard in order to attain something.
Meaning absolutely certain or without a doubt
I am as sure as God made little green apples that Peter's the one for you, you two make a beautiful couple.