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Messaging gets way easier when you stop trying to sound smart and start trying to sound clear, and this quick Guru Conference convo nails why. Alongside Jay Schwedelson, Donald Miller breaks down the “cognitive load” trap that quietly kills conversions, then hands you a dead-simple framework for turning what you sell into something people instantly get. The best part is its practicality: you will leave knowing what to say, how to say it, and why repeating one line beats explaining ten features.
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Go to StoryBrand to learn the four ways Donald helps teams build their five soundbites, including the on-demand course, a live workshop in Nashville, a private on-site workshop, or a Donald Miller strategy session.
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Best Moments:
(03:30) The “Kids love aquariums” example that doubled sales with three words
(05:34) The five soundbites that invite customers into a story without rambling
(06:00) Why your customer is the hero and you are the guide with the rope
(08:45) If you claim you solve 10 problems, you are basically solving none
(15:15) How repetition trains AI to associate your brand with one specific “hole”
(26:13) The simple email flow that consistently beats “clever” copy
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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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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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Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.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
Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/
Ask Jay anything: https://www.jayschwedelson.com/ask
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Leave a comment and follow the show, it really helps us out!
New Year, new gym guilt, and somehow that turns into a surprisingly useful marketing trick: people do what you literally tell them to do. Alongside Jay Schwedelson and Daniel Murray, this Bathroom Break gets into simple, slightly annoying-to-admit tactics that boost opens, saves, and shares when you’re direct about the action you want.
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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.
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Best Moments:
(01:30) Jay admits he times the bench press so nobody sees how weak he is
(02:23) Daniel’s all-time max bench press gets revealed, and it’s absurd
(03:00) The “tell people what to do” tactic that works across email, social, and ads
(03:17) “Screenshot this and send to your team” as a sneaky share trigger
(04:30) “Open this email” at the start of a subject line can lift opens by about 15%
(05:00) Adding “save this post” in LinkedIn copy boosts saves in the analytics
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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
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
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Leave a comment and follow the show, it really helps us out!
A fake holiday hijacks a doctor’s office phone greeting, and somehow that spirals into a super practical marketing hack: using Jay Schwedelson’s favorite ChatGPT trick to predict which subject line will actually win before you hit send. Then it takes a hard left into the worst trash TV of 2025, with zero apologies and maximum side-eye.
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Best Moments:
(00:52) A doctor’s office answers “Buddy the Elf, what’s your favorite color?” and Jay is not emotionally prepared
(02:15) Why sticking to one AI tool is a marketing mistake
(03:49) The “micro-pause” test for whether your LinkedIn post survives a busy feed
(05:30) Upload your A and B versions and have ChatGPT call the winner before the test runs
(06:45) The 89% accuracy claim that changes how you should run A/B tests
(08:15) Jay’s worst trash TV of 2025 list goes fully unhinged
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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
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
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Leave a comment and follow the show, it really helps us out!
January marketing has a weird hangover, and it messes with way more than your motivation. Jay Schwedelson and Daniel Murray get very specific about what to do in those first two weeks, what not to freak out about, and the tiny “swap 2025 to 2026” moves that can quietly outperform your big new ideas.
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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.
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Best Moments:
(01:39) The first two weeks of January are not “normal marketing,” and you have to treat them differently
(02:15) Set monthly goals for the next three months so you do not start the year feeling behind
(03:30) Do not kill a new test just because it flops around January 8 or 9
(03:46) Why late-January promo email click rates jump about 30% compared to early January
(04:00) Audit every automation and trigger and delete anything that still screams 2025
(05:31) Shorter copy, more white space, and shorter subject lines win because everyone is overloaded
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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!
When a once-reliable podcast promo email suddenly tanks to 15% opens, you either keep pretending it’s fine or you blow it up and rebuild it from scratch. You’ll hear Jay Schwedelson and Amy Porterfield get honest about what changed in her newsletter, why “being more you” is now a real growth strategy, and how to experiment without freaking out when people unsubscribe.
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Subscribe to Amy Porterfield’s newsletter, listen to The Amy Porterfield Show, and follow her on Instagram.
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Best Moments:
(03:45) When 15% open rates forced a total newsletter reset.
(05:03) Why letting your real personality show matters even more in the AI era.
(07:06) Turning “YOUR cringe” feedback into a subject line that popped open rates.
(08:06) The email metrics she still watches, and why beating your own baseline is the point.
(13:10) Cart-close urgency is shifting, so she frontloads webinars in the first 48 hours.
(17:12) The custom AI tool move that makes “just use ChatGPT” the wrong answer.
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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!
The fun part of this chat is watching Jay Schwedelson try to reverse-engineer how one human can juggle a million hats and still keep a sense of humor. Jeremy Byars from United Systems & Software, Inc. gets real about cognitive load, impostor syndrome, and the weirdly powerful career move most people ignore: showing up for your community like an actual person. It goes from practical leadership lessons to an unexpectedly honest story about why he has a room full of Superman collectibles.
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Connect with Jeremy Byars on LinkedIn, especially if you’re in utilities or comms and want to swap notes.
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Best Moments:
(04:45) The quiet trap of saying yes to everything, and why letting go feels so hard
(08:30) “If you want a village, be a villager,” and the career upside of participating like a human
(10:15) Comedy, content, and marketing all have the same truth - you fail way more than you win
(16:00) How being a caretaker reshaped Jeremy’s ego, priorities, and gratitude
(18:25) The real reason behind the Superman collection, and why “hope” is the whole point
(22:25) Jeremy’s simple ask - connect with him on LinkedIn and start a real conversation
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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!
Marketing feels like guesswork until you can actually predict what people will notice before you hit send. Jay Schwedelson shares a simple way to use the new ChatGPT 5.2 to test “two-second” attention, then swings through the latest platform experiments that might change how followers and local discovery work. Plus, a quick victory lap for a dead meme and a wild Home Alone casting almost-mistake.
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Best Moments:
(00:30) ChatGPT 5.2 rolls out and why it matters even if you are not an AI person.
(01:51) The new superpower: simulating human scan behavior to predict what gets attention
(02:15) The “two-second scan path test” prompt you can copy and use on any email or creative.
(03:51) Instagram tests 24-hour early access Reels for followers, and why that could boost follows
(04:36) TikTok’s Nearby feed is back, and it could become a local discovery game changer
(05:18) LinkedIn ads get creepy-personal with your name, title, and company pulled into the copy
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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!
Holiday urgency is real, whether you are trying to squeeze into your jeans or squeeze in those last few deals, and on this Bathroom Break Daniel Murray pulls Jay Schwedelson into a fast, funny riff on how to make that urgency actually pay off. They get into a wild "ate through the shot" Wegovy story, then flip it into simple, budget friendly tactics that push people to buy or opt in without feeling gimmicky. From DTC countdown discounts to B2B content that literally expires, you get plug and play ideas you can steal before the year is over.
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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.
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Best Moments:
(01:08) Jay admits he tried Wegovy expecting magic, then laughs about how he "ate through the shot" and ended up just eating less instead.
(02:30) Daniel calls out how much money Jay wasted on the shot before pivoting into the real topic of using urgency to close year end revenue and email goals.
(03:22) Daniel breaks down Set Active's "Set Miss" promo and why shrinking discount windows instantly force shoppers to make a decision.
(05:26) Jay shares a dead simple B2B play where you put a countdown on how long a guide is available, then actually remove it from your resources page.
(07:11) They brainstorm a "12 days of content" idea where every day a new curated asset drops and then expires to rapidly grow your email list.
(08:23) The chat drifts into holiday party avoidance, sweatpants vs real pants, and Jay getting officially banned from wearing his hat backwards at 50.
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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!
Subject lines that tap into who your audience wants to be, a bathroom emergency at a Nashville hot chicken spot, and a minus-200 degree cryotherapy experiment all show up in this Ask Us Anything with Jay Schwedelson. Jay riffs on a listener's challenge to share a subject line test they probably have not tried yet, breaking down the idea of aspirational personalization that speaks a level above your current audience. Then he answers a not-so-serious question about his health that turns into a ridiculous story involving Boca Raton, Brass Monkey, and a frosty recovery chamber.
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Best Moments:
(00:16) Jay explains the Ask Us Anything format and how to send him your own work and ridiculous questions through his site.
(01:15) Hattie B's "shut the cluck up" hot chicken story ends with a bathroom line so long he swears they need 74 restrooms.
(02:15) Jamie's challenge for a subject line test they have never tried sets Jay up to go beyond basic personalization.
(03:38) Jay introduces aspirational subject lines that speak to the C level or lifestyle people want instead of the role they have now.
(05:30) He shares data from 50 million sends showing aspirational subject lines lifting open rates by roughly 24-28 percent in both B2B and consumer campaigns.
(06:30) Bill's jab about Jay's health leads to a cryotherapy adventure in Boca Raton, complete with Brass Monkey and dancing in a minus-200 degree box.
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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!
Holiday gift snooping, F-bomb subject lines, and an AI country hit somehow all end up in the same conversation, and Jay Schwedelson has opinions. From Lowe's genius decoy gift boxes to a wildly misjudged suit sale email to a simple subject line trick that quietly spikes opens, this week is part marketing therapy, part pop culture catch-up. If you've ever wondered where the line is between clever and cringe, or how targeted your targeting should really be, this one will get you rethinking your next send.
Best Moments:
(00:20) Lowe's leans into holiday chaos with free decoy boxes so parents can hide gifts in plain sight from snooping kids.
(01:25) A suit brand fires off a Black Friday email with a "grow the f**k up and buy a suit" subject line that explodes into a full-blown PR apology tour.
(03:02) Double personalization in subject lines like "pet parents of anxious dogs" or "mid-market CMOs Q1 pipeline fix" quietly crushes with big open rate lifts and way better qualified clicks.
(04:18) Jay breaks down why narrowing your audience with ultra-specific segments may lower volume but massively upgrade intent and sales potential.
(06:05) An AI-generated country song hits number one on the Billboard charts, and Jay questions whether machine-made music should even be allowed on human charts.
(05:12) Streaming recs get personal as Jay walks back his early take on Netflix's The Beast in Me and admits he still cannot bring himself to care about Stranger Things or the Taylor and Travis wedding frenzy.
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!
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