head to head
Neither is simply harder - they are hard in different places. Hobo: Tough Life demands more variance; Portal demands more execution.

Optimization · Pure Optimization
A survival RPG testing resource management and city knowledge against the coming winter.

Optimization · Pure Optimization
The portal-gun puzzle game whose solutions are everything.
Hobo: Tough Life leans Optimization (Pure Optimization); Portal leans Optimization (Pure Optimization).
Portal leans clearly harder on execution.
Hobo: Tough Life
Survival is menus and walking, not reflexes
Portal
Portal placement timing modest.
Same score on reads - which means the number cannot separate them. The difference is in what each one asks of you.
Hobo: Tough Life
NPCs run static dispositions, not adaptive minds
Portal
No adversary modeling player.
Hobo: Tough Life leans clearly harder on variance.
Hobo: Tough Life
Weather, NPC moods and scavenging rolls pressure plans
Portal
Deterministic chambers; no randomness.
Portal leans a little harder on optimization, though the gap is small.
Hobo: Tough Life
Managing hunger, money and winter prep is the real game
Portal
Pure puzzle-solving optimization.
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.