Original, criminal mastermind Strange was a beast, and was Batman's Moriarty. Modern psychiatrist... not so much. Still a genius but not as much of a polymath.
Going with original Hugo, Ra's probably wins in prep, but not at all easily, and Strange probably wins in hand to hand (dude was HUGE).
Mostly he just has done planning on a larger scale and with more resources. Hugo was smart and has good plans, but with smaller organizations and aims.