Think about in a casual way why Tito flourished? (3,4)
I believe the answer is:
toy with
'think about' is the definition.
(synonyms)
'why tito flourished?' is the wordplay.
'flourished?' indicates an anagram (I've seen 'flourishing' mean this (letters grow or flourish differently)).
'why'+'tito'='whytito'
'whytito' with letters rearranged gives 'TOY WITH'.
'in a casual way' is the link.
This may not be right. Some or all of it may belong to another bit of the clue.
Can you help me to learn more?
(Another definition for toy with that I've seen is " Tease".)