Partner with Jay! https://www.jayschwedelson.com/contact

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Pre-order Jay Schwedelson’s new book, Stupider People Have Done It (out June 9, 2026). All net proceeds are donated to The V Foundation for Cancer Research—let’s kick cancer’s butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206

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Turns out Gmail and Apple Mail are quietly scanning your emails for very specific phrases, and if you're not using them, your open rates are leaking out the back door. Jay Schwedelson breaks down the new Attentive data on signal phrases, why Duolingo's plan to be "less unhinged" might be a strategic miscalculation, and a Google AI mode stat that should make every marketer obsess over their email list. There's also a Gravitron story from 1989 that you absolutely cannot unhear.

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Best Moments:

(00:30) The new "signal phrases" AI email summaries are hunting for at the top of your messages

(01:15) Why "What's included:" is the number one structural cue beating every other phrase

(02:15) Duolingo's CMO promising fewer butt jokes and why that's the wrong call

(03:30) Reddit's 69% ad growth and why intent beats scrolling brain rot every time

(05:00) Google AI mode hits 75 million daily users with 93% zero-click queries

(06:15) The Gravitron incident, the angry adult, and a $10 shirt purchase at age nine