Trump and Trumpery
Reading "Trumpery - A Twitter meme caused lookups to spike" on M-W got me wondering about Trump and Trumpery. I meant about the words itself and not about candidate Donald Trump's qualities.
Trump
a dependable and exemplary person
Trumpery
worthless nonsense
How did they develop such opposing meanings?
The Merriam-Webster pages that you link to actually give the etymologies of the two words (though I don't blame you for missing it; the Merriam-Webster page structure is a bit hard to follow).
According to those pages, trump is an
alteration of 1triumph
whereas
Trumpery derives from the Middle English trompery and ultimately from the Middle French tromper, meaning "to deceive." […]
so they're actually unrelated, and the similarity of appearance is coincidental.