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