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

ㅤ

Check out Jay Schwedelson's new book: Stupider People Have Done It

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

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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

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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

Copy, paste, post has been the default AI workflow for a lot of marketers, and it quietly stopped being safe. Jay Schwedelson and Daniel Murray dig into the watermarking wave hitting Claude and ChatGPT, why it now lives inside the writing itself rather than the metadata, and what still slips past detection right now. There is also a beignet incident and a boarding gate betrayal, so stick around for the back half.

ㅤ

Best Moments:

(02:25) Why Claude started watermarking images and how EU pressure kicked it off

(03:24) The bigger story is a watermark woven into the text, not hidden in metadata

(04:01) Treat these tools as a first draft stop, then move the work somewhere else

(05:19) The open question of whether AI editing your own writing gets flagged too

(06:50) What is actually working right now to keep images from reading as AI

(07:57) Yesterday's workaround breaks tomorrow, so keep testing instead of assuming

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

ㅤ

Check out Jay Schwedelson's new book: Stupider People Have Done It

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

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ㅤ

Leave a comment and follow the show, it really helps us out!

ㅤ

Geoff invites listeners to visit AIleadership.com and look for the Accelerator, the two-day program built to get an entire leadership team using AI as a thought partner. He also points people to his book, The AI-Driven Leader, and his podcast of the same name.

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Most people are using AI to write faster emails and call it a transformation. Geoff Woods walked Jay Schwedelson through the prompt structure he used to help a CEO who had 90 days of sleepless nights and a company about to go under, and the answer came out of the machine in under ten minutes. The bigger idea underneath it: you should not be asking AI questions at all; you should be getting it to ask you.

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Best Moments:

(02:03) The career advice from a CEO that reframed everything, and the morning in India when a colleague mentioned ChatGPT

(03:15) Why using AI to write better emails means you are majoring in the minors

(04:52) The 80/20 bar Geoff applies before he touches any AI use case at all

(06:26) CRIT explained: context, role, interview, task, and why the interview step changes everything

(07:35) The bankrupt manufacturer, the Japanese board, and the strategy AI named the saving face consortium

(12:23) What training on your data actually means, and why the fear is mostly outdated

(14:15) The AI health coach that talked him out of a cookie and helped him drop 30 pounds

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

ㅤ

Check out Jay Schwedelson's new book: Stupider People Have Done It

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!

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ㅤ

The head of a social platform quietly telling you which video format to use is one thing. Doing it by filming himself on a walk is another, and Jay Schwedelson has the engagement numbers that explain why it lands. There's also a chatbot running with zero AI inside it, a European rulebook that just went live, and the first real look at who ChatGPT is actually serving ads to.

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Best Moments:

(00:16) LinkedIn leadership is now openly modeling the content format the platform rewards.

(01:20) The engagement lift walk and talks pull on personal pages versus company pages.

(01:45) Someone got fed up with chatbots and built one with no AI behind it at all.

(03:17) The EU AI Act is in effect now, and the labeling rule people are panicking about is not what they think.

(04:30) New university research on which ChatGPT users are getting hit with the most ads.

(05:45) Why a luxury beekeeping retreat for creators was the worst possible move for OpenAI.

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

ㅤ

Check out Jay Schwedelson's new book: Stupider People Have Done It

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

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

It's August, which feels like an odd moment to be arguing about next year - and yet Jay Schwedelson and Daniel Murray make a solid case that your 2027 content is already running behind. The stretch from October through January is when calendars, predictions, and anything stamped with next year's date actually get consumed, and the AI platforms are scanning for recency signals right now. There's also a detour into the episodes neither of them ever released, including the one where Daniel was the guest.

ㅤ

Best Moments:

(03:00) Why the 2027 content clock is already running with roughly 60 days on it

(03:25) Prediction pieces, remixed calendars, and event roundups worth building before Q4

(04:29) The single content format that outperforms everything from October 1st through January

(05:15) Stamping next year's date across your resources page so AI reads it as fresh

(06:55) A webinar A/B test that shows what one year change does to registrations

(08:33) The episodes that quietly never got published, including Daniel's own first appearance

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

ㅤ

Check out Jay Schwedelson's new book: Stupider People Have Done It

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

There's a version of ABM floating around that's really just cold email wearing a nicer outfit, and Steve Armenti has made it his personal mission to call that out. He spent years running demand gen at Google before founding twelfth, and he walks Jay Schwedelson through why every channel feels harder right now, why AI is quietly making it worse, and what still breaks through when your buyer is drowning in slop. The last stretch gets unexpectedly personal, too.

ㅤ

Follow Steve Armenti on LinkedIn, where he shares his ABM and demand gen content. He also invites listeners to look at signal-based one-to-one experiences, deeply researching prospects and then curating real experiences for them, as a way to bring more human back into marketing.

ㅤ

Best Moments:

(03:32) Why "ABM for startups" is a contradiction, and how the market got flooded with services that are just cold email in disguise

(06:37) Reply and open rates dropping fifty plus percent year over year, and the real reason everyone's numbers are sliding

(08:00) Jay on the strange math of companies obsessing over angry unsubscribes while ignoring the people who just raised their hand

(09:05) The channel isn't the problem, the intention behind it is, and what "value creation" actually looks like in practice

(10:51) Steve's Account Progression model, plus using CallRail to catch the after-hours missed call that tells you something's happening

(14:15) "First draft marketing" and why dumping a transcript into AI with no context is a horrible idea

(16:33) Losing yourself in your career as your identity, and the reordering that happens when you hit a milestone birthday

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

ㅤ

Check out Jay Schwedelson's new book: Stupider People Have Done It

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

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

Check out Jay Schwedelson's new book: Stupider People Have Done It

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

Check out Jay Schwedelson's new book: Stupider People Have Done It

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

Check out Jay Schwedelson's new book: Stupider People Have Done It

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

Check out Jay Schwedelson's new book: Stupider People Have Done It

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