Do This, NOT That: Marketing Tips with Jay Schwedelson

Partner with Jay: https://www.jayschwedelson.com/contactㅤPre-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/1637635206ㅤSubscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletterㅤRegister for Eventastic (FREE + VIRTUAL!) https://www.eventastic.comㅤRegister for GuruConference (FREE + VIRTUAL!) https://www.guruconference.comㅤConnect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/Check out Jay's YouTube channel: https://www.youtube.com/@schwedelsonCheck out Jay's Instagram: https://www.instagram.com/jayschwedelson/Ask Jay anything: https://www.jayschwedelson.com/askㅤLeave a comment and follow the show, it really helps us out!ㅤConnect with Alexandra Conners on LinkedIn, and see what her team is building at wunderkind.co.ㅤEvery martech platform seems to be buying up every other one right now, each promising to become the single tool that finally does everything. Jay Schwedelson gets Alex Conners of Wunderkind to pressure-test that idea, and her take is refreshingly blunt: the all-in-one promise is mostly a mirage, and your real edge was never sitting in the stack to begin with. What she says is actually driving results now might change how you look at your next renewal.ㅤBest Moments:(02:20) Most brands use only about 30 percent of what their marketing tools can actually do(03:46) Why a platform's new acquisition is really just negotiation leverage with your CFO(06:04) The right martech pick has less to do with your industry than your team's skill set(07:17) Customer acquisition costs jumped 222 percent and the buying journey keeps getting longer(10:30) The average enterprise is quietly running 91 marketing tools, and the risk that creates(12:05) A plain-English breakdown of what Wunderkind actually does with your anonymous site visitors

Most teams roll out the VIP treatment for anyone who already swiped a card, then quietly ignore the people circling the website five times in a week. Jay Schwedelson and Daniel Murray make the case that your loudest buying signals are sitting in segments you probably never bothered to build, hiding in plain sight while you fuss over the folks who already converted. There is also a detour into bikini-store career advice and the structural horrors of the Rhode Island accent, so adjust your expectations accordingly.ㅤFollow 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.ㅤBest Moments:(02:00) The VIP segments already sitting in your database that you keep sleeping on(02:40) Why pain-point segmentation beats another round of lead scoring(03:19) The argument for in-person events being the strongest intent signal you have(04:00) Five site visits or eight email clicks is nobody's accident(05:27) Lifetime value of audience deserves as much love as lifetime value of customers(06:37) How brands quietly torch loyalty by only reaching out at renewal time(07:15) The dedicated send you owe subscribers who have stuck around five years

Partner with Jay: https://www.jayschwedelson.com/contactㅤPre-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/1637635206ㅤSubscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletterㅤRegister for Eventastic (FREE + VIRTUAL!) https://www.eventastic.comㅤRegister for GuruConference (FREE + VIRTUAL!) https://www.guruconference.comㅤConnect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/Check out Jay's YouTube channel: https://www.youtube.com/@schwedelsonCheck out Jay's Instagram: https://www.instagram.com/jayschwedelson/Ask Jay anything: https://www.jayschwedelson.com/askㅤLeave a comment and follow the show, it really helps us out!ㅤEver asked an AI tool to explain your own company and cringed at how wrong it got things? This week there's a genuinely simple fix for that, and Jay Schwedelson lays it out in a way that turns those AI answers into a ready-made content plan. He somehow gets there by way of a hospital collab and a four-dollar Instagram upgrade he's weirdly excited about, which tells you everything about how this one flows.ㅤBest Moments:(00:16) Disney teams up with Philips to surround kids with ambient Disney characters during their MRIs(01:36) The gut-punch stat, 88 percent of CMOs are getting grilled on AI visibility while most have no plan(02:06) Most marketers have already caught AI describing their company completely wrong(03:40) Ask all four AI tools the same question, then build content around the answers they all share(04:52) Meta's new Instagram add-on lets your stories outlive the 24-hour cutoff, and Jay thinks it's worth it(06:45) The Eventastic pitch arrives with DJs, a cannonball guy, and a Taylor Swift dance contest

Partner with Jay: https://www.jayschwedelson.com/contactㅤPre-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/1637635206ㅤSubscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletterㅤRegister for Eventastic (FREE + VIRTUAL!) https://www.eventastic.comㅤRegister for GuruConference (FREE + VIRTUAL!) https://www.guruconference.comㅤConnect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/Check out Jay's YouTube channel: https://www.youtube.com/@schwedelsonCheck out Jay's Instagram: https://www.instagram.com/jayschwedelson/Ask Jay anything: https://www.jayschwedelson.com/askㅤLeave a comment and follow the show, it really helps us out!ㅤConnect with Kristen on LinkedIn and visit ringcentral.com to see what they're building with AI across voice, video, and messaging.ㅤMost marketers are using AI to shout louder. Kristen Koenig, who leads AI and Collaboration go-to-market at RingCentral, thinks the smarter move is using it to listen better. She's back with Jay Schwedelson to unpack what most marketers are getting wrong about AI, why voice is having a renaissance, and what meetings will actually feel like three years from now.ㅤBest Moments:(01:46) Why right now is a renaissance moment for marketers and communicators(02:39) The fix for AI that sounds like a robot starts with feeding it your real voice(04:35) The biggest thing most marketers are getting wrong with AI(06:49) More content, worse quality, and why chasing volume is a trap(11:43) Why companies are so AI-obsessed, they're forgetting to improve the actual mothership product(13:39) What voice and video will actually feel like in the next three years

Partner with Jay: https://www.jayschwedelson.com/contactㅤPre-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/1637635206ㅤSubscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletterㅤRegister for Eventastic (FREE + VIRTUAL!) https://www.eventastic.comㅤRegister for GuruConference (FREE + VIRTUAL!) https://www.guruconference.comㅤConnect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/Check out Jay's YouTube channel: https://www.youtube.com/@schwedelsonCheck out Jay's Instagram: https://www.instagram.com/jayschwedelson/Ask Jay anything: https://www.jayschwedelson.com/askㅤLeave a comment and follow the show, it really helps us out!ㅤMASSIVE 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/dothisㅤMeta just quietly dropped a standalone app built to swipe users straight from Reddit, and that's only the start of what Jay Schwedelson is digging into this week. There's also a new LinkedIn tool that exposes which AI models people are actually using by industry, plus some fresh data showing that one tiny tweak to your promotional emails can triple engagement and seriously boost your inbox placement.ㅤBest Moments:(00:16) Meta launches Forum, a standalone app built to go straight at Reddit(01:36) LinkedIn Cross Check reveals which AI models are dominating by industry(03:30) Why reply-driven promotional emails are pulling 3X the engagement(04:25) The 90-day inbox placement lift B2B brands are seeing from reply CTAs(05:18) Reply rate is now the number one signal for Outlook, Gmail, and Yahoo(06:30) Love Island USA returns June 2nd with ad demand up 73% year over year

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/1637635206ㅤConnect with Laura Morton on LinkedIn and explore Lasega Books at lasegabooks.com to learn about her hybrid publishing imprint.ㅤImagine writing your first book, hitting a wall, and then learning the person guiding you through it has 23 New York Times bestsellers on her shelf and 60-plus titles with names like Justin Bieber, the Jonas Brothers, and Al Roker.ㅤThat's the call Jay Schwedelson made when he started writing Stupider People Have Done It, and the person he kept hearing about was Laura Morton.ㅤShe's the publisher behind his book, the founder of Lasega Books, and she joins to pull back the curtain on what really sells, what AI can't fake, and why pre-orders quietly decide everything.ㅤBest Moments:(02:45) Four million books were published last year, and the average one sells just 300 copies(06:00) The three boxes a book has to check before Laura agrees to publish it(07:05) Why even billionaire founders walk in feeling like total impostors(09:38) How Laura spots an AI-written manuscript in under a minute(14:30) The word "intimacy" broken down into "into me you see," and why that's what readers really come for(17:00) The real reason pre-orders matter more than the launch week itself(22:15) Writing the book is only ten percent of the work, the other ninety is what most authors missㅤPartner with Jay: https://www.jayschwedelson.com/contactㅤSubscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletterㅤRegister for Eventastic (FREE + VIRTUAL!) https://www.eventastic.comㅤRegister for GuruConference (FREE + VIRTUAL!) https://www.guruconference.comㅤConnect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/Check out Jay's YouTube channel: https://www.youtube.com/@schwedelsonCheck out Jay's Instagram: https://www.instagram.com/jayschwedelson/Ask Jay anything: https://www.jayschwedelson.com/askㅤLeave a comment and follow the show, it really helps us out!

Partner with Jay: https://www.jayschwedelson.com/contactㅤPre-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/1637635206ㅤSubscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletterㅤRegister for Eventastic (FREE + VIRTUAL!) https://www.eventastic.comㅤRegister for GuruConference (FREE + VIRTUAL!) https://www.guruconference.comㅤConnect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/Check out Jay's YouTube channel: https://www.youtube.com/@schwedelsonCheck out Jay's Instagram: https://www.instagram.com/jayschwedelson/Ask Jay anything: https://www.jayschwedelson.com/askㅤLeave a comment and follow the show, it really helps us out!ㅤBig 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/demoㅤFriday used to be the day no one bothered sending emails, and now it's quietly become one of the two best days of the week, with Jay Schwedelson walking through fresh numbers from a 26 billion email study to prove it. There's also a quick read on how Alexa Plus is changing the way Amazon shoppers find products, why use case copy is suddenly the most valuable thing you can put on a landing page, and a real talk on which days webinars actually show up. Plus a Spotify logo panic that says a lot about how we're all doing.ㅤBest Moments:(00:16) Omnisend pulled apart 26 billion emails and Friday quietly climbed into the top two send days of the week(01:25) Sunday's 11 AM window delivers a 33.69 percent open rate, one of the strongest stretches anywhere in the week(02:00) Spotify swapped its logo for a disco ball and the internet briefly lost its collective mind over an app icon(02:34) Alexa Plus is rolling out across Amazon and use case copy like "best for" and "ideal if" is the new language AI shopping assistants reward(03:54) Year over year webinar show-up rates on Fridays jumped from 27 to 35 percent, with Mondays sliding the other direction(07:30) The book launches June 9th with all net author proceeds going to the V Foundation for Cancer Research

Partner with Jay: https://www.jayschwedelson.com/contactㅤPre-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/1637635206ㅤSubscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletterㅤRegister for Eventastic (FREE + VIRTUAL!) https://www.eventastic.comㅤRegister for GuruConference (FREE + VIRTUAL!) https://www.guruconference.comㅤConnect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/Check out Jay's YouTube channel: https://www.youtube.com/@schwedelsonCheck out Jay's Instagram: https://www.instagram.com/jayschwedelson/Ask Jay anything: https://www.jayschwedelson.com/askㅤLeave a comment and follow the show, it really helps us out!ㅤMASSIVE 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/dothisㅤEver notice how one tiny word can decide whether someone clicks or scrolls right past you? That's the rabbit hole Jay Schwedelson climbs into this week, making the case that "without" might be the most underrated word in marketing and that your audience is far more beginner than your ego wants to admit. Stick around for the second half, where a listener's block-party dilemma turns into a surprisingly honest confession about 16 years of dodging the people next door.ㅤBest Moments:(01:30) How the no-code movement quietly trained everyone to expect easy(02:17) A plain-English definition of cognitive load and why it drives every yes or no(02:45) The one word that lifts opens, engagement, and conversions across every audience(03:43) Side-by-side offer rewrites that make "without" click instantly(05:01) Why marketers overestimate their audience and ignore the beginners who actually convert(06:57) A dog, a stare, and Jay's real answer on block-party guilt

Partner with Jay: https://www.jayschwedelson.com/contactㅤPre-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/1637635206ㅤSubscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletterㅤRegister for Eventastic (FREE + VIRTUAL!) https://www.eventastic.comㅤRegister for GuruConference (FREE + VIRTUAL!) https://www.guruconference.comㅤConnect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/Check out Jay's YouTube channel: https://www.youtube.com/@schwedelsonCheck out Jay's Instagram: https://www.instagram.com/jayschwedelson/Ask Jay anything: https://www.jayschwedelson.com/askㅤLeave a comment and follow the show, it really helps us out!ㅤHalf the planet opens a Meta app every single day, but The New York Times just ran a piece arguing it's the beginning of the end. Jay Schwedelson is not buying that one, and he's got fresh data on the fourteen-day window that quietly decides whether a new subscriber ever opens another email from you again. That, plus what an obvious AI fail from the Indiana Fever says about the rush to use AI for everything.ㅤBest Moments:(00:43) The OpenAI ad manager just killed its minimum spend, and early cost per click is landing at three to five dollars(01:40) Why The New York Times's calling Meta dead doesn't hold up when half the planet uses one of its apps daily(03:09) The brutal fourteen-day window where engagement likelihood drops sixty-one percent if a new subscriber never opens or clicks(04:49) The Indiana Fever turned Caitlin Clark into an AI image, and the hands gave the whole thing away(05:30) Delta is pulling free snacks on flights under 350 miles, and the hot take might surprise you(06:56) Apple agreed to pay 250 million over false advertising claims tied to Siri and Apple Intelligence