It's tougher because Nate has a tough chin and is a fierce fighter, he is a puncher and a wrestler Jake may have an edge in boxing skill but this guy is tough as a nut and loves to get hit to get a hit, I rule out Jake knocking out Nate Diaz because he has never been knocked out although he has one loss via TKO against Josh Thomson.
If Jake going to beat Nate he'll have to pour a lot of punches because the guy can take it, and for Nate to beat Jake he has to pressure him and go for his weak spots.