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

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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

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.

ㅤ

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.

ㅤ

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.

ㅤ

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.

ㅤ

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.

ㅤ

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.

ㅤ

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.

ㅤ

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

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 Stu McLaren on Instagram at @stumclaren, and head to his website Stu.me, where he points listeners to find everything he is working on.

ㅤ

Everyone slaps the word "community" on things now, but almost nobody builds one that survives past 90 days. Stu McLaren has been quietly building membership businesses since before that was a buzzword, and he sits down with Jay Schwedelson to explain why the whole game has flipped from handing people information to actually walking them to the finish line. The part worth your commute is a one-message test that tells you whether anyone will pay before you build a single thing.

ㅤ

Best Moments:

(02:59) Why most communities turn into ghost towns after 90 days

(04:32) The North Star question every membership needs to answer for its members

(07:33) The founding member launch: one message that proves demand before you build anything

(12:23) How AI flipped memberships from access to acceleration

(17:42) Love me or hate me, there's no money in the middle

(19:50) Why Stu is now completely evangelical about Japan

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

MASSIVE thank you to our Sponsor, CallRail!

CallRail is the AI-powered lead intelligence platform that helps marketers prove exactly what’s driving results. With CallRail, you can connect every call, text, chat, and form submission directly to the campaign that generated it so you finally know what’s working and where to double down.

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ㅤ

Turns out the AI tools everyone swears by might be quietly working against you - one big study found they added hours to campaign workflows instead of trimming them. Jay Schwedelson digs into that gut-check alongside fresh LinkedIn data on what the algorithm is actually rewarding right now, plus a warning about why those handy free AI tiers you've built your process around probably won't stay free. It wraps with the usual detour into whatever he's been watching and reading lately.

ㅤ

Best Moments:

(00:42) LinkedIn's own playbook for the algorithm, post two to three times a week and stay between 200 and 300 words

(01:40) The Metricool study putting carousels at 11 times more interactions than single images on company pages

(02:11) Why ending a post with a question quietly earns 77 percent more comments

(03:35) The AI plot twist, Meta's creative tools adding over three hours to the campaign cycle instead of saving any

(04:21) Adam Mosseri's warning that the free AI tiers everyone leans on are on their way out

(06:30) A full-throated case against IMAX screen-shaming and for the freedom to watch anything on your phone

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

Somewhere between a rant about weird breakfast clubs and the great Taco Bell salad panic, there's a legit masterclass on subject lines hiding in here. Jay Schwedelson and Daniel Murray swap the moves that actually lift open rates, including the stuff no AI tool would ever hand you, like leading with ellipses, skipping capital letters, and writing subject lines so long they get cut off on purpose. It's half tactical, half unhinged, which is exactly what a bathroom break should be.

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

Best Moments:

(00:44) Jay confesses the real problem with pickleball isn't the sport, it's having to talk to the same people every week.

(02:22) Daniel's go-to subject line arsenal, from emojis to oddly specific numbers like 7, 11, or 6.5.

(03:45) The Claude versus human split test, and why the human still usually comes out on top.

(04:32) The case for absurdly long subject lines that fill the whole line and get cut off on purpose.

(05:08) Starting a subject line with ellipses and dropping every capital letter to dodge the AI look.

(06:49) Telling someone exactly who they are as the easiest engagement trick in marketing.

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

Connect with Hailey McDonald on LinkedIn to jam on social or anything marketing. Grab Sprout Social's new Social Intelligence Report. And for fun, follow her cat's golf-themed account, Cats Gone Golfing, on Instagram.

ㅤ

Everyone's drowning in dashboards yet trusting the numbers less than ever, which is a strange place for marketing to end up. Hailey McDonald, VP of Revenue Marketing at Sprout Social, makes the case to Jay Schwedelson that social is the last corner of the internet where real people still say what they actually think, which is exactly why flooding it with AI slop quietly wrecks the trust you're trying to build. Stick around for the "Customer Zero" idea, a smart take on whether job interviews should ask about your following, and yes, a cat with a golf Instagram.

ㅤ

Best Moments:

(02:45) Death by dashboard, more information than we've ever had and less faith in any of it

(04:23) Why social may be the last authentic, unprompted signal left online

(05:01) Where the AI volume play stops working and starts eroding trust

(10:55) "Customer Zero" and why employee advocacy starts with culture, not a Slack post

(13:17) Should a job interview really ask about your personal social following now

(18:00) Social intelligence in the wild, catching churn risk before it hits the P&L

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

Calling something a webinar might be the most expensive word choice in your marketing calendar, and there's fresh data on exactly how much it costs you. Jay Schwedelson walks through a Google Search Console update almost nobody is talking about, a naming test that lifted registrations by double digits, and where ChatGPT ads are quietly headed next. Plus a genuine crisis of conscience about sitting through a three-hour movie.

ㅤ

Best Moments:

(00:16) Google Search Console can now report on individual social posts, and almost nobody noticed

(02:02) The exact Gemini prompt to get your social posts surfacing in Google search results

(02:44) Why the word "webinar" is a registration killer, backed by 1,000 event pages

(03:47) "First look," "behind the scenes," "insider session," and the lift each one delivers

(04:30) OpenAI's job postings hint at video and native ads, so ChatGPT is about to become a billboard

(06:07) The three-hour movie rule, the popcorn problem, and a very personal theater grievance

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

You would not expect a debate about short sleeves and flip-flops to bury a legitimately useful marketing lesson, but here we are. After Jay Schwedelson shows up in short sleeves for once and gets roasted for it, he and Daniel Murray get into the intent signals most teams walk right past, the tiny stuff like which CTA someone clicks, whether they hit reply, or if they left an emoji in a webinar. Turns out those throwaway behaviors are quietly telling you who is actually about to buy.

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

Best Moments:

(02:35) Not every click is equal, and a hidden honeypot link quietly filters out the bots padding your numbers

(03:14) Track clicks by where they sit in the email, because the people scrolling to the bottom are reading every wordㅤ

(03:50) Separating ICP account clicks from the rest shows which topics your target accounts actually care about

(04:31) The people tapping your lower CTA reach pipeline faster and turn into higher lifetime value customers

(04:53) A webinar emoji reaction or a throwaway hello in your chatbot is a louder intent signal than most opens

(05:53) Ask an easy reply question, then let AI turn those replies into first party data that also boosts deliverability