Sick prisoner with face with florid rash (3-10)

I believe the answer is:

ill-considered

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'rash' is the definition.
(synonyms)

'sick prisoner with face with florid' is the wordplay.
'sick' becomes 'ill' (synonyms).
'prisoner' becomes 'con' (abbreviation for 'convict').
'with' is a charade indicator (letters next to each other).
'face with' becomes 'side' (synonyms. I am not sure about the 'with' bit.).
'florid' becomes 'red' (I've seen this before).
'ill'+'con'+'side'+'red'='ILL-CONSIDERED'

Can you help me to learn more?

(Other definitions for ill-considered that I've seen before include "Foolish" , "Not carefully planned" , "Rash" , "End collier I/Ds? (anag)" , "Badly thought out" .)

I've seen this clue in The Sunday Times.

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