re: TS Jerry, TS Karen & More Areas to Watch - Peak Season

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Even if we have an infusion of drier and slightly cooler air, wouldn't that cause any low-pressure storm system to be zapped into weakness once it "breathes in" that more dry and slightly cooler air?

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Drier is the important part. Hurricanes feed off latent heat (heat released when vapor is condensated). Dry air evaporates some of that, and this takes energy that would otherwise go to organizing and strengthening a storm. (You probably already know this)

This is definitely something that happens when storms get close to a big landmass.

So yes, if there's some continental air slipping down it would help to weaken a storm. I'm not seeing much of a sign of that, just potentially not quite as hot. It's getting to be the time of year where some troughs do dig far enough down to provide some drier and cool air, so we gotta watch for it.