Can’t win for losing

Friday, 2022-10-14, Phrase: Can’t win for losing
For when you’re not getting what you want out of life.

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Phrase: Can’t win for losing

Have you ever wondered what it would be like to be a fly on the wall of a session between Vladimir Putin and his therapist?

I imagine him lying on a sterilized sofa in an underground bunker at the Kremlin, talking to his doctor on Zoom and saying, “I don’t know what it is, doc. No matter how hard I try, I can’t win for losing. I want the Ukrainians to love me, but no matter how many advances I make, they continue to push me back.”

We’ll pause Mr. Putin here so I can explain that today’s expression can’t win for losing.


When someone says they can’t win for losing, they mean they have been experiencing a lot of bad luck, and no matter what they do, everything seems to be falling apart.


It’s fair to say that Putin can’t win for losing when it comes to Ukraine.

If he doesn’t have a therapist, he should consider getting one.

Russia is stuck in a rut, and no matter how often he changes the military leadership, they still lead a broken military.

Putin is not getting what he wants out of life.

He’s getting the direct opposite.

So, let’s go back to Mr. Putin’s therapy session.

What would you say if you were his therapist and had this volatile, insane nut job on your sofa asking for help?

Remember, his only friends are Iran and North Korea, so he doesn’t have much emotional support.

Even China is giving him the cold shoulder at the moment.

If it were me, the first thing I’d do is switch to mobile and start driving. 


Flesch-Kincaid Readability Test 

This post is understandable by someone with at least a 7th-grade education (age 12).   

On the Flesch-Kincaid reading-ease test, this post scores 74.   

The easier a passage is to read, the higher the score on a scale of 0 – 100.



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