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Closing on this 1955 cape in need of paint (also a roof, windows, etc. . .). As far as painting the aluminum siding, what would be the sequence of work? Would cleaning involve a power washing and a hand scrub? Is there anything to make paint hold up better in shady areas prone to mold and/or pine resin (a clear coat?) I have access to a nice spray machine, any thoughts on the method? I will be going to my local Benjamin Moore store where they always have given me good advice, just wanted some more professional opinions.
 

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This is going to be an on going issue unless you get rid of or at least cut back some of those trees.
I use a pump sprayer to apply outdoor Bleach (it's thicker and most box stores will have it.) Let it sit about 15 min. and use a low pressure nozzle on the pressure waser and pay attention in which direction you point it so the water does not blow under the siding.
Do not hold it to close, Some areas will need some scrubbing with a stiff brisle brush.
 
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Lots of topics on here about painting aluminum siding.http://www.diychatroom.com/f4/aluminum-siding-questions-163408/

Pressure wash to get the dirt and chalk off the siding. You may have to use a scrub brush and some Krud Kutter cleaner to get any stubborn mildew off. If you have hardened pine sap or some moderate flaking, you could use an orbital sander to remove some of that being careful not to go to hard with the sander because you will end up with swirl marks.

Once it's thoroughly cleaned and DRY........two coats of your favorite exterior paint does the trick. You can spray, brush, roll, whatever method is comfortable for you. I like SW's SuperPaint Satin for aluminum and I like to brush and roll it on. Have done it this way for well over 30 years with great results.......in fact, I've never had to go back to a job because it peeled off the aluminum. I do go back because the paint faded or the house needs a fresh coat. Most aluminum sided house paint jobs last 8 - 10 years, some even longer if there not in direct sunlight most of the day.
 
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