Wolf was either an experienced hunter or a very lucky one, his scars and his ship evidence that, he also seemed to have method
however, maybe it was just a bad day, perhaps he was sick or something, he didnt really succed in AVP-R, started well but ended badly..... most likely another cleaner had to be sent to clean wolfs mess...
he had some clever stalking habilities, and sneaking on aliens isnt easy (ok, these aliens were turds but still....), so i say that in techniques he is superior to "classic 2"
on the other hand, classic obviously fought BSPs before, and he lost... but maybe wolf also did we dont know at all....
Mr.Black had learned a lot from watching his prey, efectively studying them, wolf probably knew from experience not studys.... so
Mr.Black probably had strategy on his side
Mr.Black as Strenght on his side too, but technologically wolf had some neat stuff that would give him advantage probably...
so....
Strenght -
Mr.BlackStrategy -
Mr.BlackExperience - Wolf, or maybe a tie
Technology - Wolf, or maybe a tie
Method - Wolf
Physical Damage Resistance -
Mr.Blackprobably they would both die.... depends more on luck and circunstance!