Cryptic crossword clue
He serenades Poles in joint with learner 8

The most common and most likely answer to this crossword clue is the 8 letter word MINSTREL

I've seen this crossword clue in The Times
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Buddy explains!

The straight part
We know that "He serenades" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case he serenades = minstrel.
The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.
This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.

What does MINSTREL mean?

MINSTREL noun
  1. A medieval traveling entertainer who would sing and recite poetry, often to his own musical accompaniment.
  2. One of a troupe of entertainers who wore black makeup (blackface) to present a so-called minstrel show, being a variety show of song, dance and banjo music.

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