Location in spoiler tag because it's Deep Well related
The rope down to the Deep Wells in Robber's Den:
25 climb skill (no investment, only climb gear and stat mod) = simple climb
30 climb skill (equipping the last +5 piece) = near impossible climb
Edit: Equipping climb gear piece by piece made the climb check progressively easier, except for that last bit which pushed it all the way down to near impossible again.
Higher Climb skill making checks harder instead of easier
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Higher Climb skill making checks harder instead of easier
Konstantin Helbrecht - High Watcher of Helm [Deceased]
Arnbjorn Bladeshadow - Duergar Axemeister [Deceased]
Baldric Pyecroft - Paladin of Torm [Deceased]