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If you can stretch to the Festool Domino it would be a great time to do it. Much easier than pocket holes and it's the kind of tool that keeps it's money or value to you whichever way you look at it.
I'll have to have a closer look at the sprayer. I'm always put off spraying by the amount of cleaning it takes but I'm a dab hand with a brush or roller. Most of the work is in the prep anyway.
Not sure if you've already done the deed but you need to consider the amount of paint that gets wasted when you clean the spray gun at the end of the job. It's one reason why I've stayed away from it, especially the larger machines that have bigger intestines.