Moving chaos, forgotten boxes, and the universal struggle of figuring out where the bathroom is in a new place somehow turn into the perfect setup for a smart chat about a wildly overlooked email tactic. You’ll hear how adding a simple animated gif can lift clicks, stop the scroll, and make your emails feel more alive, all thanks to the always blunt brilliance of Jay Schwedelson and the ever-game-for-any-topic energy of Daniel Murray.

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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:

(01:01) Jay admits he’d help Daniel move but really, absolutely would not

(01:43) Daniel predicts the inevitable two-week unpacking saga

(03:00) Daniel breaks down why gifs instantly stop the scroll

(03:32) Jay explains how animated gifs lift click rates by about 20 percent

(05:00) Daniel shares how to turn video moments into compelling gif teasers

(07:40) Jay reminds everyone that AI makes creating gifs ridiculously simple

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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

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

If your career path feels like a loop instead of a launchpad, this candid convo is your blueprint for building something smarter on purpose. Jay Schwedelson and Monique Ruff-Bell - Chief Program & Strategy Officer, TED - get into how to stop waiting for permission, add new lanes to your skill set, and turn curiosity, courage, and "how can I help?" into real leadership opportunities.

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Connect with Monique on LinkedIn and use her Linktree to dig into her talks, leadership insights, and ways to learn from her work.

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Best Moments:

(01:09) Monique traces a 25 year journey across events, media, and fintech into a TED leadership role created specifically for how she operates.

(02:57) The lightbulb moment where she rejects a single lane career and starts intentionally stacking cross functional skills to become executive ready.

(06:09) A playbook for embedding with sales, joining calls, shaping packages, and becoming the revenue partner everyone wants on their side.

(09:01) How offering help first naturally turns senior relationships into real mentorship and sponsorship without the cringey formal ask.

(14:30) The story of jumping too fast for a new role, why it backfired, and how it reshaped how she evaluates growth and red flags.

(16:32) Behind the scenes at TED on why powerful talks are built around one sharp idea, supported by story, rigor, and serious coaching.

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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

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

If you’ve ever wondered how to revive a dead email list or why people make a hard left into the airplane bathroom before takeoff, this one’s for you. Jay Schwedelson dives into his two favorite tactics to wake up unengaged subscribers before year-end—plus manages to work in an oddly passionate defense of Spirit Airlines. It’s classic Jay: part marketing brilliance, part relatable chaos.

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Best Moments:

(01:32) Why year-end is the best time to send “letter-style” emails from an executive

(02:00) How a “note from the founder” subject line boosts open rates by 40%

(03:00) The secret power of “verification” emails for reengagement

(04:24) Subject line examples that actually make people click again

(06:15) Jay’s unexpected love story with Spirit Airlines

(07:41) The mystery of people who immediately use the plane bathroom

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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

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

Bagel Bites just killed a meme, and Jay Schwedelson is here for it. From frozen snacks trying to be cool to the surprising power of lo-fi content, Jay breaks down what’s trending, what’s actually useful for marketers, and even how to hide your Instagram stories before you ruin a holiday surprise. Oh, and somehow it all ends with Hallmark movies and Mormon wives—because of course it does.

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Best Moments:

(00:25) Bagel Bites tries to join the “six seven” trend—and proves it’s officially over

(01:47) Why leaning into the moment works, even when the joke’s dead

(02:15) New data showing lo-fi content crushes polished posts across every platform

(03:17) “Humanity is the algorithm” and why that matters more than ever in the AI era

(04:00) The Instagram privacy setting everyone should use during the holidays

(05:15) A confession about Hallmark movies and an absurd stat on how many one actress has done

(06:00) From cozy Christmas flicks to chaos—Jay’s watching habits take a turn

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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 holiday season brings a different kind of marketing energy, and Jay Schwedelson and Daniel Murray are all about helping you use it. Between roasting each other about running habits and gym classes, they dig into why “the most” might be the single most powerful word you can use in your end-of-year campaigns. From “most downloaded” to “most gifted,” this episode shows how to wrap up your content (literally) in ways people can’t resist.

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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

Best Moments:

(01:16) Jay reveals his painfully slow “runs” that neighbors mistake for walks

(02:45) Daniel shares why roundups and “Spotify Wrapped”-style posts crush at year-end

(03:44) Jay explains why adding “most” instantly boosts engagement and clicks

(05:00) Daniel breaks down how AI makes it easier than ever to create top-performer lists

(06:01) Jay connects year-end content psychology to holiday nostalgia and comfort

(07:42) Daniel shows how “most bought” and “most gifted” emails drive conversions

(08:33) Jay rants about workout classes that make you “partner up with randos”

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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!

Marketers keep saying the funnel is dead, but this chat actually explains what changed and what to do about it. You’ll hear how to rethink content for 23-word questions, why website traffic is shrinking, and what to build instead, plus a hopeful take on AI that puts humans back in charge. And yes, Jay Schwedelson gets personal with Yamini Rangan about college drop-offs, plants that refuse to live, and the real reason personality now beats playbooks.

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Follow Yamini on LinkedIn and explore HubSpot’s Loop playbook content and the HubSpot Media Network for practical examples you can borrow.

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Best Moments:

(02:45) The college drop-off half-tear that turned into a full-on drive-to-the-airport cry.

(05:01) Is the funnel dead or just changing shape as HubSpot shifts thinking toward a loop.

(06:41) Eight out of ten Google searches end with no click, and what that means for your site.

(08:50) Content has to answer specific LLM-level questions with citations and case studies.

(12:52) Personality beats generic content as podcasts, YouTube, and newsletters win on trust.

(16:15) AI won’t replace humans; it finally makes one-to-one personalization at scale real.

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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!

Feeling stuck on year-end content? Jay Schwedelson makes the case for a simple, printable calendar as your fastest way to spark signups between Nov 1 and Jan 15, with real numbers to back it up. He shares exactly how B2B, consumer, and nonprofit teams can spin a one-hour build into two months of lead gen, then weighs in on regifting etiquette and the very serious question of reused gift bags.

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Best Moments:

(01:32) Calendar content is the simplest year-end boost for signups and downloads.

(02:10) From Nov 1 to Jan 15, calendars outperform by 300 percent in B2B, 200 percent in consumer, and 160 percent in nonprofit.

(03:06) Make an industry event calendar and spotlight your webinars and launches inside it.

(04:02) For consumer brands, ship a 2026 daily habit or wellness calendar people will actually print.

(04:46) Nonprofits win with a 12 month impact and participation calendar that nudges giving and volunteering.

(06:18) Regifting is fine if the gift is good, and anyone shaming you for reusing a gift bag needs to relax.

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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!

Target’s Zoom layoff glitch, a sneaky subject line tweak that lifts opens, and why pop-up moments are the new marketing moat... this week’s quick hit has range. You’ll also hear why showing up well in Gemini matters more than ever and a spicy pop-culture rant from Jay Schwedelson about platform responsibility.

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Best Moments:

(00:28) Target’s all-hands layoff Zoom glitches to a black screen and employees learn their fate by email instead.

(01:45) Put brackets at the end of your subject line to spotlight the key hook and lift opens about 15 percent.

(03:17) Cash App x Sabrina Carpenter pop-up racks up 30M views and proves short-lived moments beat evergreen noise.

(04:34) A B2B play you can steal now: a 24-hour “vault unlock” that disappears and concentrates attention.

(06:12) Gemini’s usage surges from 6.4 percent to 12.9 percent while ChatGPT slips from 87 percent to 74 percent.

(07:52) Big audiences, bigger responsibility: why amplifying junk conspiracies isn’t just silly, it’s harmful.

ㅤ

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

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

Big event energy meets scrappy growth hacks as Jay Schwedelson and Daniel Murray swap notes on pulling off virtual conferences and squeezing real results out of LinkedIn newsletters. From blindfold karaoke judged by Nick Lachey to the one move that drove 700 plus registrations in a week, this Bathroom Break packs more than a few stealable plays.

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

Best Moments:

(01:03) Six-seven is over and Jay’s bracing for his Nov 6–7 virtual conference while trying not to lose it

(01:34) Blindfold karaoke with Nick Lachey judging and Jay cramming My Heart Will Go On in the car

(03:00) The LinkedIn newsletter launch mistake to avoid and the timing tweak that flips results

(04:53) The step-by-step to start a LinkedIn newsletter and why 150 followers is enough to beat the feed

(06:29) How a newsletter-as-registration blast got flagged by LinkedIn and what not to copy

(08:24) Why newsletters can include all the links you want and still hit inboxes with ~25% opens and 700–800 signups

ㅤ

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!

Most of us have that voice in our head that says we’re not ready, not good enough, or just faking it—and Jay Schwedelson is here to shut that voice up for good. In this episode, Jay explains how negative self-talk sneaks into your brain, why it’s so convincing, and the weird trick he uses to stop it instantly. Plus, he somehow ties it all back to Mean Girls, Rocky, and Eddie Murphy.

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Best Moments:

(01:15) Why switching careers into marketing isn’t as hard as you think

(02:18) The sneaky power of negative self-talk and how everyone falls for it

(03:49) What UCLA’s research says about how self-doubt rewires your brain

(05:14) The hilarious but effective way Jay shuts up his inner critic

(07:00) Jay’s unapologetic list of the greatest movies ever made

ㅤ

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!