I know them both - a bit..
Im old as fuk.
Love them both.
Id say Randy would take it.
I can expand.
Lets pretend they are both 'prime"
Henderson - has the better striking , far more power.
but he never ever used his wrestling.
like never til he was old and slow
He felt confident enough in his striking - even while losing
to never attempt so much as a take down.
this is someone who went to worlds and two olympics, never ever used those tools- he was happy to kick box and land some bombs.
Randy on the other hand is the master game planner-
after getting KTFO learned how to train for each opponent.
just me 2c