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Last spring I built a small (6x12) covered deck, using 2x6 treated lumber. Then I made a couple of errors. After letting the wood dry for a month, I sprayed on a coat of Thompson's Water Seal. Probably not needed on treated lumber, but I did it. I let that dry for six or seven weeks, and then painted the deck with latex porch and deck enamel. It started coming up right away, and the bare spots increased until now, so I am taking off the old paint so I can do it over. I borrowed a small electric pressure washer (Karcher K 2.26 M) and began to attack the paint. The machine is stronger than I expected, and I have taken up a few splinters with it.

Some boards give up the paint easily, and it seems to have very little adhesion. About half the deck is tougher, to varying degrees, and in some areas I can't get the paint off at all.

Now my questions - having gone over the whole area, should I assume the remaining paint is now permanent and ready to repaint? Also, should I expect better results next time, with similar paint, or am I beating a dead horse? How much drying time until I should try to paint again? Any prep needed this time?

All help will be appreciated.
 

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beating the dead horse....

Sorry...but...
After your first two mistakes, at this point your best bet is to mechanically remove all the offending coatings (rent the proper equipment and follow the instructions...and for the love of all that is Holy be double sure to sink all those nails), and re-coat with a proper Deck Stain, solid (like paint) or otherwise

Anything else is a "might" or "maybe" work
 

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ugg, you opened a can of worms here. Thompsons is a parfin wax based product so it will want to repel any type product you put on top of it. That can also tend to make your deck slippery when wet. Is there any chance you didn't check the cup of the boards and just put them in any which way? If so, maybe you can pry the boards up and flip them over. The general rule is to use a semi-transparent oil stain on decks. The words latex and deck should not go together untill they make the latex about 50 times better. It's ok for properly primer railings and spindels, but for high traffic horizontal surfaces :no:
 
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