head to head
Neither is simply harder - they are hard in different places. Championship Manager 2008 demands more reads; The Elder Scrolls V: Skyrim demands more execution.

Optimization · Pure Optimization
A football management sim about building squads and optimizing tactics against variance.

Optimization · Pure Optimization
An open-world RPG mostly about discovering and stacking exploitable progression systems.
Championship Manager 2008 leans Optimization (Pure Optimization); The Elder Scrolls V: Skyrim leans Optimization (Pure Optimization).
The Elder Scrolls V: Skyrim leans clearly harder on execution.
Championship Manager 2008
Menu management requires no physical skill
The Elder Scrolls V: Skyrim
Combat is forgiving; aim and timing rarely punish you.
Championship Manager 2008 leans clearly harder on reads.
Championship Manager 2008
Opponent AI tactics are somewhat predictable patterns
The Elder Scrolls V: Skyrim
Enemy AI is scripted and exploitable; not adaptive.
Championship Manager 2008 leans clearly harder on variance.
Championship Manager 2008
Match results and injuries carry significant randomness
The Elder Scrolls V: Skyrim
Loot tables and leveled lists inject mild randomness.
Championship Manager 2008 leans a little harder on optimization, though the gap is small.
Championship Manager 2008
Squad building, tactics and transfers are the deep core
The Elder Scrolls V: Skyrim
Skill stacking, enchant loops, and exploits are deeply solvable.
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.