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I wonder if a 6" trench run down either side of the walkway, and filled with drainage gravel wrapped in weed cloth might do the trick.
I'm also wondering if I should use a doubled-up benderboard edging material to elevate the gravel/sand bed for the flagstone so that the finished surface is a couple of inches higher than the surrounding soil.
I spent 32 years as a Painter and I can't believe I don't know any landscapers to ask... 
Thanks for your idea Nay! 
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