A joke format somehow turned into 100 episodes, and this one leans all the way into the chaos. Jay Schwedelson and Daniel Murray swap painfully relatable stories of embarrassment, then turn the milestone into a rapid-fire round of marketing confessions that are way too honest to be polished. It is funny, a little unhinged, and oddly reassuring if you have ever sent the fake last-chance email or tried to avoid someone at a conference.
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Follow Daniel on LinkedIn and check out The Marketing Millennials podcast for sharp, no-fluff marketing insights. Subscribe to Ari Murray’s newsletter at gotomillions.co for sharp, actionable marketing insights.
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Best Moments:
(01:17) Jay tells the all-time brutal story of getting locked out of his hotel room in only boxers after dodging dinner plans.
(03:50) The 100th episode turns into a cheesy but very revealing round of Never Have I Ever.
(04:00) They admit marketers absolutely use "last chance" when it is very much not the last chance.
(05:15) Daniel says he deletes flopped posts all the time and is not precious about it.
(06:57) Both confess to pretending not to see people just to avoid awkward conversations.
(08:31) Daniel opens up about nearly bailing on an Inbound panel because of a full-on panic attack right before going on stage.
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Check out Jay’s YOUTUBE Channel: https://www.youtube.com/@schwedelson
Check out Jay’s TIKTOK: https://www.tiktok.com/@schwedelson
Check Out Jay's INSTAGRAM: https://www.instagram.com/jayschwedelson/
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Pre-order Jay Schwedelson’s new book, Stupider People Have Done It (out April 21, 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
