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I just say too many variables to comment in any general sense. How stuck down is largely guesswork. Whether or not the ladder feet will grip can be guesswork. Whether or not the stuck down carpet will stay stuck can be guesswork. If there's ever any doubt, foot it somehow in some way. I like zero (near-zero since perfection is unattainable?) chance of foot slippage.

I'm very comfortable on ladders. But I'm very comfortable on them because I'm also paranoid and step one is to know that the feet aren't going to go anywhere.
 

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Thanks for the feedback. So generally speaking I am also very paranoid about my ladder placement, and the algae covered deck scenario is one I've also experienced. Had a helper with for that so wasn't a big issue that time lol.

I actually did do this however, I was under the impression the rug I had my ladder on was secure (tested by trying to wiggle on it and didn't move so thought it had a rubber backer) Climbed up to mask a window above the deck to spray the trim and fascia/soffit.
I was at the top and lifting my masking gun when the rug slipped out quickly from under me, and I fell approximately 20'. I landed like a cat (on my feet) and shattered my left ankle, and right heel. My painting career is most likely over, since it will be so long to heal that I'll have to find something else to do.
Make sure to triple check your ladder placements!
Ouch! No such thing as too careful! Hope you heal up ok and are actually able to get back into it.
 
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