Philosophical about the calamitous cost when one is taken in (5)
I believe the answer is:
stoic
'philosophical' is the definition.
(thesaurus)
'the calamitous cost when one is taken in' is the wordplay.
'the calamitous' indicates an anagram.
'when one' becomes 'i' (Roman numeral. I am not sure about the 'when' bit.).
'is taken in' indicates putting letters inside.
'cost' with letters rearranged gives 'stoc'.
'stoc' going around 'i' is 'STOIC'.
'about' acts as a link.
Can you help me to learn more?
(Other definitions for stoic that I've seen before include "Greek philosopher" , "Unflappable type" , "the original Zeno?" , "Seeming unaffected by pleasure or pain" , "Long-suffering type; follower of Zeno" .)