Fathead's pub in New York (5)
I believe the answer is:
ninny
'fathead's' is the definition.
The answer and definition can be both people as well as being singular nouns.
Maybe you can see a link between them that I can't see?
'pub in new york' is the wordplay.
'pub' becomes 'inn' (an inn is a type of pub).
'in' indicates putting letters inside.
'new york' becomes 'ny'.
'inn' inserted into 'ny' is 'NINNY'.
Can you help me to learn more?
(Other definitions for ninny that I've seen before include "Fool" , "dope" , "gravely so miscalled by mechanicals" , "Stupid foolish person" , "Silly billy" .)