Entertaining one entertaining one in lift (5)
I believe the answer is:
hoist
'lift' is the definition.
(hoist can mean to lift something up)
I can't explain the remainder of the clue.
Can you help me to learn more?
(Other definitions for hoist that I've seen before include "set of flags" , "Raise on pulleys" , "Come down" , "Jack" , "Raise with ropes" .)