head to head
Neither is meaningfully harder - they pose close to the same test. The widest gap is optimization, and it is a single point.

Execution · Competitive PvP
A one-on-one basketball game testing shot timing and reading the opponent.

Execution · Competitive PvP
Shot timing and play-calling against opponents who scheme around your habits.
Jordan vs. Bird: One on One leans Execution (Competitive PvP); NBA 2K16 leans Execution (Competitive PvP).
Same score on execution - which means the number cannot separate them. The difference is in what each one asks of you.
Jordan vs. Bird: One on One
Timing shots, jumps and dunks needs precise input
NBA 2K16
Shot-stick timing and dribble moves gate every possession
Same score on reads - which means the number cannot separate them. The difference is in what each one asks of you.
Jordan vs. Bird: One on One
Human opponent in one-on-one can be predicted and faked
NBA 2K16
Online opponents adjust defensive schemes against your tendencies
Same score on variance - which means the number cannot separate them. The difference is in what each one asks of you.
Jordan vs. Bird: One on One
Shot success has mild randomness
NBA 2K16
Shot RNG and card packs add bounded randomness
NBA 2K16 leans a little harder on optimization, though the gap is small.
Jordan vs. Bird: One on One
Knowing shot positions and patterns improves scoring
NBA 2K16
Playbooks, rotations and roster building reward deep study
A matching score does not mean a matching test. Two games can both sit at 10 on execution and demand completely different things of you - which is why the reasoning above matters more than the number beside it.