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

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!ㅤTurns out one of the email "best practices" you have probably been told to follow for years might be quietly working against your list. Recording from the road this week, Jay Schwedelson makes the case that confirmed opt-in is more than halfway to dead, and that the spam-complaint logic everyone repeats about it is actually backward. If you have ever asked a new subscriber to click a confirmation link, this one is worth a few minutes.ㅤBest Moments:(00:33) LinkedIn rolled out free in-network versus out-of-network reach data on every post, no premium account required(02:00) Confirmed opt-in is fading fast, with usage down more than 45 percent year over year(03:33) The myth gets busted: lists built on double opt-in actually draw higher spam complaints, not fewer(04:15) Reddit just added video replies, opening a fresh way to reach its billion-plus monthly users(05:00) Jay's new book "Stupider People Have Done It" is out, with all author proceeds going to cancer research

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!ㅤMost of us figure we've already tried every subject line trick worth trying, which is exactly what makes this batch so annoying. Jay Schwedelson runs through a pile of tactics that sound too dumb to work, like dropping a period after every word or dressing up a subject line as a calendar invite, except the open rates keep climbing anyway. Stick around for the strangely strong hill he's willing to die on involving coworkers, swimming pools, and dance floors.ㅤBest Moments:(01:20) Why a subject line that reads like a calendar invite is lifting opens by 28%.(02:15) The bracketed newsletter trick everyone abandoned, back from the dead and working again.(03:43) Opening a subject line with And or But to trigger a different kind of curiosity.(04:15) A period. After. Every. Word. And the quiet drama it stirs up.(04:46) Dropping next month into your subject line two weeks early, and why people bite.(06:00) Jay's deeply held refusal to see work people in bathing suits or on a dance floor.

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