He entertains a lot (4)
I believe the answer is:
host
I believe this is a double definition.
'he entertains' is the first definition.
(I've seen this before)
'a lot' is the second definition.
(I have seen 'lot of people' mean 'host' so perhaps 'lot' could also mean 'host')
(Other definitions for host that I've seen before include "Large crowd" , "Army; publican" , "Army - innkeeper" , "One entertains guests" , "Present" .)