Do This, NOT That: Marketing Tips with Jay Schwedelson

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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Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter
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Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com
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Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com
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Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/
Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson
Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/
Ask Jay anything: https://www.jayschwedelson.com/ask
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Leave a comment and follow the show, it really helps us out!
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Big shoutout to our sponsor, Knak!
Marketers, you know the pain… You spend hours on a campaign, and then it gets stuck in review cycles and barely looks like what you started with.
Knak makes it simple. Design emails and landing pages, collaborate, and launch - all in one place. No tool hopping, no messy handoffs, with AI built in to help you move faster.
See how it all works, get started at knak.com/demo
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A $14 million settlement over two email subject lines just rewrote the rules for anyone who has ever written "last chance" and then quietly extended the offer a few days later. Jay Schwedelson walks through what happened with Costco in Washington state, why the settlement is scarier than a verdict would have been, and the small wording shift that keeps your urgency honest. There is also the matter of August quietly deciding how your entire Q4 goes, which almost nobody plans for.
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Best Moments:
(00:31) The two Costco subject lines that ended up costing $14 million
(01:59) Why settling instead of fighting is the part marketers should actually worry about
(02:41) You cannot invent a deadline that was never real
(03:00) The wording swap that turns an extended offer into a brand new one
(04:23) August is when Q4 gets decided, not October
(05:30) Planning themed webinars beat trend themed webinars by 21%

Partner with Jay: https://www.jayschwedelson.com/contact
ㅤ
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
ㅤ
Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter
ㅤ
Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com
ㅤ
Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com
ㅤ
Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/
Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson
Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/
Ask Jay anything: https://www.jayschwedelson.com/ask
ㅤ
Leave a comment and follow the show, it really helps us out!
ㅤ
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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Everybody quietly wrote off Facebook years ago, and Jay Schwedelson and Daniel Murray are here to tell you that was a very expensive mistake. Cheapest webinar registrations of any paid channel, the highest show up rate, and a groups play that works when every Slack community you ever joined went dead. Also settled on air: whether it is normal to eat dinner at the airport in the city where you actually live.
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Best Moments:
(02:13) Facebook, the forgotten platform, and why tuning it out is costing you
(02:42) The underpriced attention sitting on company pages and Reels shared over from Instagram
(03:29) Why Facebook Groups are the one community play that still actually works
(04:38) What Meta quietly launching a standalone Forum app tells you about where the energy is going
(05:43) The dad hat brand running low spend ads to grow a group instead of a landing page
(06:56) The lowest cost per registration and the highest show up rate across every channel they buy

Partner with Jay: https://www.jayschwedelson.com/contact
ㅤ
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
ㅤ
Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter
ㅤ
Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com
ㅤ
Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com
ㅤ
Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/
Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson
Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/
Ask Jay anything: https://www.jayschwedelson.com/ask
ㅤ
Leave a comment and follow the show, it really helps us out!
ㅤ
Follow Jay Papasan on Instagram at @jaypapasan and pick up his book, The ONE Thing.
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Most people shelve The ONE Thing under productivity, which Jay Papasan says is exactly the wrong shelf. He tells Jay Schwedelson that the real unlock is purpose, that most of our optimizing is just a pre-loaded excuse for failure, and that the people who look impressively busy are usually hiding from something. There is also a pet ostrich named Elda, which is not a metaphor.
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Best Moments:
(02:24) Why the optimize-everything lifestyle is finally collapsing under its own weight
(04:41) The uncomfortable truth behind saying you work hard for your family
(05:47) A 30-minute core values exercise that becomes a compass for every big decision
(09:45) The real test of your priorities is whether your calendar actually reflects them
(14:45) Busy people are usually hiding from the exact thing they are afraid of
(15:39) When multitasking is harmless and when it absolutely is not

Partner with Jay: https://www.jayschwedelson.com/contact
ㅤ
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
ㅤ
Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter
ㅤ
Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com
ㅤ
Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com
ㅤ
Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/
Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson
Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/
Ask Jay anything: https://www.jayschwedelson.com/ask
ㅤ
Leave a comment and follow the show, it really helps us out!
ㅤ
Big shoutout to our sponsor, Knak!
Marketers, you know the pain… You spend hours on a campaign, and then it gets stuck in review cycles and barely looks like what you started with.
Knak makes it simple. Design emails and landing pages, collaborate, and launch - all in one place. No tool hopping, no messy handoffs, with AI built in to help you move faster.
See how it all works, get started at knak.com/demo
ㅤ
41% of long-form LinkedIn posts are now fully AI-generated, which explains why your feed feels like the same three posts wearing different hats. Jay Schwedelson makes the case that the way out is content people can literally steal from you, and then gets into why Target is handing weekly challenges to fans with 500 followers and what that same idea looks like in a boring, regulated B2B world. There is also a firm, slightly personal position taken against a certain underwear campaign.
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Best Moments:
(00:30) New Pangram data showing 41% of long-form LinkedIn content now carries some form of AI generation
(01:19) Why stealable content like templates, prompts, screenshots and checklists is pulling 40% higher engagement
(02:24) What happens to open rates when you put the word "steal" at the front of a subject line
(03:52) How Club Target turned 500-follower shoppers into a 15,000-creator marketing engine with weekly challenges
(05:00) Building your own customer creator club when you are not Target and your industry is boring
(07:23) Meta testing a TikTok-style Facebook feed and why every video you make should already be vertical

Partner with Jay: https://www.jayschwedelson.com/contact
ㅤ
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
ㅤ
Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter
ㅤ
Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com
ㅤ
Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com
ㅤ
Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/
Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson
Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/
Ask Jay anything: https://www.jayschwedelson.com/ask
ㅤ
Leave a comment and follow the show, it really helps us out!
ㅤ
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.
ㅤ
You have a file sitting inside LinkedIn right now with every connection, every DM and every comment you have ever made, and it takes about four clicks to get it. Jay Schwedelson walks through what happens when you drop that export into Claude alongside your CRM data and tell it to think like a chief revenue officer, while Daniel Murray shares the prompt he uses to pull clips, hooks and subject lines out of podcast transcripts he already recorded months ago. The whole thing wraps with the two of them pulling up their Uber passenger ratings on air, which does not go the way either of them planned.
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Best Moments:
(00:11) The Uber small talk question nobody wants to answer honestly
(02:06) Why AirPods are the polite way to opt out of any conversation
(02:49) Daniel's prompt for turning old podcast transcripts into clips, hooks and subject lines
(05:00) Feeding your full LinkedIn history into Claude and asking it to think like a CRO
(06:14) The exact desktop click path to export your LinkedIn connection data
(07:51) If your tool has no API connection, it might be time to find a different tool
(08:41) A live Uber score showdown, including where to find your one-star count