Most marketers treat automation like a "set it and forget it" task, but that is exactly how you end up with low engagement and ignored emails. Jay Schwedelson connects with Daniel Murray to break down why the best automated sequences do not look automated at all. They also detour into some surprisingly practical relationship advice just in time for Valentine's Day.
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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:
(01:52) Why celebrating Valentine's Day a day early might actually be the smarter move
(02:37) How to write automated DMs that actually get replies instead of eye rolls
(03:30) Using GIFs and multimedia to make welcome emails feel less robotic
(04:29) The "Over the Top" strategy of inserting manual emails into automated streams
(06:45) Why sending emails at standard times like 9:00 AM is a guaranteed way to be ignored
(07:15) The power of sending automations at odd hours like 8:07 PM to boost open rates
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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
