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Wow! that's a fun wish list :p Interesting to see what it all adds up to when it's all put together. A few things there I've never used which look like they may make life a bit easier e.g. the liquid to make the paint flow easier (first coat of primer is the toughest) and the pole sander (used...

This will give the best result. No but things do get messy. You need some kind of drop sheet to keep things manageable.