The most common and most likely answer to this crossword clue is the 8 letter word UNDERPAY
I've seen this crossword clue in Financial Times
U
N
D
E
R
P
A
Y
More clues leading to the result UNDERPAY
Buddy explains!
The straight part
We know that "A stingy boss may do so" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case a stingy boss may do so = underpay.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 UNDERPAY mean?
UNDERPAY verb- To pay (someone) less than the value of their work; to pay (someone) insufficiently.
- To pay less than is due for (something).