Sycophant, toady (3,3)
This clue is a double definition.
'sycophant' is the first definition.
(I've seen this before)
'toady' is the second definition.
(I've seen this before)
(Other definitions for yes man that I've seen before include "Fawning staffer" , "Sycophant of assenting kind" , "He never dissents" , "One always agreeing with a superior" , "Flunkey" .)
I believe this is a double definition.
'sycophant' is the first definition.
(I've seen this in another clue)
'toady' is the second definition.
(I've seen this before)
(Other definitions for lackey that I've seen before include "A servile follower or old servant" , "An old servant or slavish person" , "An archaic servant or servile follower" , "Flunkey, sycophant" , "Old footman or servile follower" .)