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Stonehedge
Make sure the job takes all summer and blame the brush :)
It's like painting textured walls, it takes a lot longer than smooth. You have to keep pushing the paint in different directions which gets it into the crevices but it can create a streaky finish so you end up needing more coats. First coats of any paint always take a lot longer anyway, just accept the reduced coverage and plan to paint extra coats and the whole thing gets easier. Acceptance is the key, all the time you hate the job and try to finish it quickly the further away the end seems.
If you think the shed it too dry then you can adjust some of the parameters by watering down the paint or wetting the surface. It's easy to get stuck struggling with a combination that doesn't work in different climates, exterior work is particularly sensitive to that. I've had days when I'm fighting the paint all day, next day you add something to it or the weather changes and it's a completely different beast.