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16a.. reckless individual, 8 letters.
I have 1st letter 't' from smooth 1d
3rd letter a, from 'leeway' 2d
5th letter 'a' from thesaurus 3d
penultimate letter 'a' from 'package tour' 4d

I take it I am wrong in one or more of my tentative answers :=)

tearaway

you are wonderful, thank you. with that all of my other clues are probably correct :)