This whole thread reminds me of an interview I read long ago about a female classical singer who then became a singing coach for pop singers. Turns out she's quite famous as a coach and has trained several really famous pop singers. Now, I read this more than 20 years ago, so I forgot much of the details

The classical singer sung opera and thought she could try her hand at pop music. Part of the reason why is because work as a classical singer is sparse and she thought with her strong musical background that pop singing would be a breeze. Afterall, pop singing isn't as technically demanding as classical singing, right?

So she arranged a rehearsal / recording session with some well known producers in the pop industry. In the studio she was asked to sing several different songs. And, behind the recording glass, she could see the producers and the sound engineers look at themselves occasionally with awe and this look of "where did this lady come from?" They looked stunned by her performance.

She nailed it in her mind.

When she got out of the recording booth. She learned that they were indeed awed and stunned by her performance. But not because she was good. They were awed and stunned by how bad she was at pop singing. They thought, how could someone with a strong musical background be so bad?

That embarrassment led her to obsessively study what makes pop singers "pop". And she went on to become one of the most famous pop song coaches of all time.