- 7 minutes 56 secondsULTIMATE Webinar Secrets! ALL NEW!! | Ep. 560
Partner with Jay: https://www.jayschwedelson.com/contact
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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
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September is quietly one of the best months of the year to run a webinar, and almost nobody plans for it because August burned them. Jay Schwedelson walks through the show-up rate data that flips the calendar on its head, plus a one-word tweak to your event name that lifts registrations on its own. There's also fresh Goldcast data on the single best day to run a webinar, and it's the day 92% of marketers refuse to touch.
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Best Moments:
(00:36) Why September has the second-highest webinar show-up rate of the year and August has the worst
(01:17) The recycling move that lets you launch a September webinar without creating anything new
(02:27) "Webinar" is the category, not the name, and calling it that is costing you registrations
(03:01) Worldata data showing a 24% registration lift from swapping "webinar" for "insider session"
(03:23) The one extra word that adds another 12% lift to your registration rate
(04:29) New Goldcast data on why Friday between 11 AM and 2 PM Eastern beats Tuesday, Wednesday, and Thursday
(04:55) Only 7.4% of webinars happen on Fridays, and what that gap means for you
4 September 2026, 7:00 am - 10 minutes 7 secondsWhat’s Up THIS WEEK?! NEW!! Show Up IN AI? Reddit Ad News? 🏝️ LOVE ISLAND?🏝️ | Ep. 559
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/
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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.
Plus, with built-in AI conversation intelligence, CallRail analyzes your customer conversations, captures leads 24/7, and gives you deeper insights into what your prospects actually care about.
If you’re tired of guessing about your marketing ROI and want real data behind your campaigns, CallRail has you covered.
Start a Free Trial Here: https://www.callrail.com/dothis
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Updating an old stat on a page you forgot about sounds like housekeeping, not strategy, but new data says it is one of the biggest levers for getting cited when someone asks AI a question. Jay Schwedelson breaks down what actually earns those citations, why Reddit and X just made opposite bets on lead gen forms, and the three video openers pulling the most watch time on Instagram right now. There is also a Love Island take nobody asked for.
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Best Moments:
(00:38) New AirOps data showing over 70% of pages ChatGPT cites were updated within the last 12 months
(01:52) Why adding the current year or month to your offer titles lifts your odds of showing up in AI results
(03:00) The single ad format that beats everything else across LinkedIn, Meta, and X
(03:46) Reddit is killing on-site lead forms while X quietly brings theirs back
(05:03) Adam Mosseri says watch time is the whole game for organic reach on Instagram
(05:50) The three video hooks people are actually staying for, and the intro you should drop immediately
1 September 2026, 7:00 am - 8 minutes 57 secondsSPECIAL SERIES ==> 🔍 The X Search Trick Nobody Is Using <== | BATHROOM Break #123 COLLAB: The Marketing Millennials + Do This, Not That
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/
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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.
ㅤ
There's a search trick on X that most marketers have never typed once, and it takes about ten seconds to pull the most viral post in your niche. Jay Schwedelson and Daniel Murray trade the exact syntax, the Grok prompts, and the filters that let you see what's actually working before you write a single word of content. It also starts with a bleeding heel and a lost loafer, so, you know, stick around.
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Best Moments:
(00:47) Daniel spent more on one pair of shoes than ever, then lost half of them at a conference
(01:47) Why X is the only social platform you can actually query like a database
(02:13) The Grok prompt that surfaces high-engagement posts in your niche from the last 48 hours
(03:21) Advanced search is back on X, and Jay spells out the exact string to type
(04:43) Layering in minimum retweets, comments, date ranges, and media-only filters
(06:30) If the syntax is hard to follow by ear, have ChatGPT, Perplexity, or Claude write it for you
31 August 2026, 7:00 am - 24 minutesSPECIAL GUEST!! 🤖 ChatGPT: Easy Steps to Show Up Answers! Ross Simmonds | Ep. 557
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/
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Ross points listeners to Create Once, Distribute Forever, including the audiobook Jay mentions is on the way, and to The Ross Simmonds Show, where he specifically recommends the crossover episode he recorded with Jay. He tells listeners he is easy to find online, with LinkedIn as the simplest place to reach him.
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Give Ross Simmonds three hours and a blank calendar and he will map out exactly how to get your company cited inside ChatGPT, Gemini and Perplexity, off the cuff, without knowing the question was coming. Jay Schwedelson hands him that challenge two minutes in, then keeps pulling the thread through connectors, dusty old blog posts, and the reason most people's AI visibility numbers are quietly lying to them. There is also a fantasy football draft in here, which somehow turns into the most convincing argument of the whole conversation.
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Best Moments:
(02:02) A three hour, no warning game plan for getting your brand cited by the major AI models
(05:37) What a connector actually is, explained like you have never touched one
(07:59) Why your old posts are gems sitting in a treasure box nobody opens
(09:52) One message said 100 different ways beats 100 new ideas, and Nike proves it
(14:12) The memory trap that has executives celebrating rankings that are not real
(20:06) Jay drafts an entire fantasy football team through ChatGPT and gets graded on it
28 August 2026, 7:00 am - 9 minutes 17 secondsWhat’s Up THIS WEEK?? 🚨 INSTANT 20% Email Open Boost? A Million People Hit The SLOP Button | Ep. 556
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/
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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. Build emails, landing pages, and mobile messages; collaborate and launch - all in one place. No tool hopping, no messy handoffs, with AI built in to help you move faster.
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A million people have now clicked "seems like AI slop" on LinkedIn, and the number LinkedIn released right after it is either a real win or a rounding error, depending on whose feed you're looking at. Jay Schwedelson has that one, plus a lawsuit going after the sleep score you check before you open your eyes, and two subject line stats that argue the exact opposite of the best practice everyone keeps repeating. Stick around for the email data, but the Oura story is the one you'll end up texting someone about.
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Best Moments:
(00:30) LinkedIn's AI slop report button gets used over a million times in a matter of weeks
(01:00) The claim that flagged content is now pulling 40% fewer views, and why the feed doesn't feel like it
(01:45) Oura gets hit with a class action over whether a ring can actually measure sleep at all
(03:00) Subject lines under 15 characters are quietly beating open rates by more than 15%
(04:00) The case for writing a subject line so long it gets cut off on purpose
(04:45) ChatGPT advertising rolls into 31 more European markets this week
25 August 2026, 7:00 am - 7 minutes 49 secondsSPECIAL SERIES ==> 🪦 The Email Rule Everyone Swore Was Right Is Dead <== | BATHROOM Break #122 COLLAB: The Marketing Millennials + Do This, Not That
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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Moving a kid into a college dorm apparently means losing a two-hour fight with a dresser, and Jay Schwedelson has the sweat to prove it. From there, he and Daniel Murray get into the marketing habits they are happy to watch die off, including one that everybody was told was the responsible way to do things. There is also a strong case that the email address you keep demanding from prospects is the wrong one entirely.
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Best Moments:
(00:31) Jay builds a dorm dresser in two hours while the dad next door finishes his in 28 minutes
(01:41) A GetResponse study says double opt-in is dying, and Jay could not be more thrilled about it
(02:28) Roughly 30 to 40 percent of people never go back to confirm, so you quietly lose them
(02:48) Spam complaints run higher on double opt-in lists because of who actually clicks that button
(03:52) Personal emails match better on Meta and social since nobody puts work email on Facebook
(05:40) Blocking job switchers from your content makes you the last vendor they ever call
24 August 2026, 7:00 am - 18 minutes 31 secondsSPECIAL GUEST!! 🔥 The 30-Second Habit That Got Avni Barman a $40K Raise | Ep. 554
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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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
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Most networking advice stops at "put yourself out there." Avni Barman has an actual system: cold messages fired off before she's brushed her teeth, and a Thursday wine bar reservation that turns two contacts into ten. She walks Jay Schwedelson through the daily habits that built a community of hundreds of thousands of women, plus the lazy thirty-second thing she started doing at a job she was trying to get fired from.
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Follow Avni on LinkedIn, Instagram, and TikTok, where she shares free networking guides and conference bibles at beacons.ai/avni_barman. Listen to The Gen She Podcast on Spotify or YouTube. Start a Gen She chapter in your city, there are over 100 worldwide. Founders who want to pitch the fund can apply at generationshe.co/fund.
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Best Moments:
(01:26) What Gen She actually is: a media company and a fund pointed at the same audience
(04:29) Why cold messaging has to be a daily practice and not a once-a-year event
(06:37) Skip the people next to you at conferences and go straight for the speakers
(07:40) Book one casual reservation, ask for plus ones, walk away with ten new connectionsㅤ
(11:03) The daily screenshot habit she invented out of laziness that turned into a $40,000 raise
(14:07) When you hit rock bottom, everyone else's opinion about your career gets very quiet
21 August 2026, 7:00 am - 13 minutes 25 secondsWhat's Up THIS WEEK?! ⚠️ THE AI WATERMARK PANIC: What’s Real, What’s False & What to Do | Ep. 553
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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Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.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
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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!
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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.
Plus, with built-in AI conversation intelligence, CallRail analyzes your customer conversations, captures leads 24/7, and gives you deeper insights into what your prospects actually care about.
If you’re tired of guessing about your marketing ROI and want real data behind your campaigns, CallRail has you covered.
Start a Free Trial Here: https://www.callrail.com/dothis
ㅤ
Something quietly shipped on August 2nd that changes how you should be using AI for anything you plan to publish. Jay Schwedelson breaks down what Anthropic and OpenAI actually built into their outputs, which of the panicked rumors are nonsense, and the one line you can add to a prompt that keeps your draft clean. There's also a fairly strong opinion about every brand that rushed to redo its logo in the new Instagram font.
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Best Moments:
(00:46) Why this is not just an ego thing, and how platforms quietly throttle content they flag as AI
(01:41) What Anthropic rolled out on August 2nd, and why an EU law now applies to everyone everywhereㅤ
(02:37) The rumor about hidden invisible characters is wrong, and here is what the watermark actually is
(04:36) The exact phrasing to use when you want grammar help without getting marked
(05:43) The two separate signals riding inside every ChatGPT image, and which one survives editing
(07:40) OpenAI built a tool that tells you whether your own image still trips the detector
18 August 2026, 7:00 am - 10 minutes 45 secondsSPECIAL SERIES ==> 🚨 Your AI Copy Is Snitching On You <== | BATHROOM Break #121 COLLAB: The Marketing Millennials + Do This, Not That
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/
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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.
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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
17 August 2026, 7:00 am - 19 minutes 20 secondsSPECIAL GUEST!! #1 AI AUTHOR! Geoff Woods 🤯 You're Prompting AI Wrong | Ep. 551
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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ㅤ
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ㅤ
Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/
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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
14 August 2026, 7:00 am - 10 minutes 56 secondsWhat’s Up THIS WEEK?! ChatGPT Is Targeting WHO?! 😳 + The Content Trick Everyone Should Steal! | Ep. 550
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
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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/
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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.
Plus, with built-in AI conversation intelligence, CallRail analyzes your customer conversations, captures leads 24/7, and gives you deeper insights into what your prospects actually care about.
If you’re tired of guessing about your marketing ROI and want real data behind your campaigns, CallRail has you covered.
Start a Free Trial Here: https://www.callrail.com/dothis
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.
ㅤ
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.
11 August 2026, 7:00 am - More Episodes? Get the App