Bosses' time to request 1000 flowers (11)

I believe the answer is:

taskmasters

'bosses'' is the definition.
(I have seen 'Hard bosses' mean 'taskmasters' so perhaps 'bosses' could also mean 'taskmasters')

'time to request 1000 flowers' is the wordplay.
'time' becomes 't' (abbreviation).
'to request' becomes 'ask' (to ask is to request something).
'1000' becomes 'M' (roman numeral).
'flowers' becomes 'asters' (aster is a type of flower).
't'+'ask'+'m'+'asters'='TASKMASTERS'

(Another definition for taskmasters that I've seen is " Hard bosses".)

I've seen this clue in the Sydney Morning Herald.

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