Cryptic crossword clue
Transport chief providing musical entertainment 7

The most common and most likely answer to this crossword clue is the 7 letter word BUSKING

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

The straight part
We know that "musical entertainment" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case musical entertainment = busking.
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 BUSKING mean?

BUSKING verb
  1. To prepare; to make ready; to array; to dress.
  2. To go; to direct one's course.
BUSKING verb
  1. To solicit money by entertaining the public in the street or in public transport
  2. To tack, cruise about.
BUSKING noun
  1. Clothing; dress; ornaments worn.

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