One of the biggest problems that I can see, is that two of his products are entitled "DnD 5th Ed Beginning Adventure Pack" and "DnD 5th Ed Adventure Pack".
"DnD 5th Ed" isn't a trademark. It's too close that I would risk it if I were him, but there's certainly wiggle room there. The ripped off art in the Kickstarter campaigns looks like being the biggest issue.
I glanced at the quick preview. It does mention Dungeons & Dragons inside. No art or layout, columns, or spacing, from what I can see - it's just a Word document exported to PDF.

He charges $5.99 for it.
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