It potentially does, based on context.
Let's say there is a tripwire in the hallway that triggers a trap. Both characters see it and it is a few inches off the floor. No roll should be necessary to step over it.
But if there was a web of tripwires you had to slither through to get to the other side without triggering the trap, then a roll would be needed.
Where I might depart from
@Charlaquin is I would not differentiate between the characters who has to make the roll. If it requires a roll, everyone attempting it has to roll with the same ability versus the same DC. It may be that the 20th level rogue has no chance of failure, which is fine, but that is not the same thing as exempting them from the process.