Penniless, broke (5)
I believe the answer is:
skint
This clue is a double definition.
'penniless' is the first definition.
(I've seen this before)
'broke' is the second definition.
(both can mean struggling financially)
(Other definitions for skint that I've seen before include "On one's uppers" , "Without money (slang)" , "bust" , "Having little money" , "Impoverished" .)