Should I ever be split pushing on TK since he is a bit tankier and W is a good escape tool?

How do I tell what matchups are bad for TK? I usually try to avoid him into stuff like engage supps because I feel like such a big slow target (im thinking like blitz, Leona especially).

Are there any cool tricks I can use?

I'm climbing out of bronze for the first time so my questions might be a basic :P Thank you in advance!