Do This, NOT That: Marketing Tips with Jay Schwedelson

• Anti-Burnout PLAYBOOK For Personal Brands 🔥 GUEST! Caleb Ralston | Ep. 455

  Most people cranking out content feel like they’re on a hamster wheel, and this one is Jay Schwedelson basically turning his own burnout into a live strategy session with Caleb Ralston. They get into why copying 400-post-a-week creators is wrecking your brain, how to reverse engineer a cadence that actually fits your life, and what it really means for a personal brand to “work.” If you care more about leads, trust, and reputation than vanity metrics, this convo will mess with how you think about content in a good way.ㅤCheck out Caleb’s free 6-hour-and-22-minute YouTube course on how to build your personal brand, grab the companion workbook by dropping your email, and use it to level up before you ever think about hiring a media team.ㅤBest Moments:(00:16) Jay admits he “got the guy” behind some of the biggest personality-led brands because he wants to reverse engineer what actually works for personal brands.(03:00) Caleb explains why copying top creators’ insane content routines is like trying to train like the greatest athlete on day one and guarantees you will quit.(04:15) The low-volume, high-effort strategy that grew Caleb’s YouTube to over 50,000 subscribers from just seven videos by focusing on depth over constant posting.(08:58) Breaking down the Brand Journey Framework so you finally define why you are building a personal brand and what success is supposed to look like.(13:23) A behind-the-scenes example of a video designed with one job only: get talented creatives to DM Caleb so he can place them on client media teams.(16:01) Why views and followers are useful signals but become dangerous distractions when sales, conversions, and cost to acquire a customer are going the wrong way.ㅤCheck out Jay’s YOUTUBE Channel: https://www.youtube.com/@schwedelsonCheck out Jay’s TIKTOK: https://www.tiktok.com/@schwedelsonCheck Out Jay's INSTAGRAM: https://www.instagram.com/jayschwedelson/

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• Ask Us ANYTHING: Secret AI Trick! 200% Increased Engagement! | Ep. 454

  AI sounds like a shortcut until your “great” ideas flop in the wild, and that is exactly what Jay Schwedelson digs into here. He breaks down a simple 100,000 person prompt that quietly flips AI out of generic creative mode and into deeper statistical thinking, then shares what happened when he A/B tested it on subject lines and CTAs. Plus, a surprisingly relatable question about hating phone calls turns into a legit strategy for staying connected without awkward calls or endless text threads.ㅤBest Moments:(01:00) Alyssa from Denver asks why AI generated ideas keep underperforming, and Jay flags the hidden problem with how most of us prompt these tools.(01:47) Jay introduces the 100,000 person prompt and shows how to ask AI to simulate huge audiences reacting to subject lines, landing pages, and offers.(03:05) Jay explains how framing prompts around 100,000 real people forces AI out of pure creativity and into deeper statistical mode for sharper recommendations.(03:45) Jay shares A/B test results where 100,000 person prompts beat generic AI suggestions over 70 percent of the time and even double click throughs on CTA buttons.(05:15) Jared from Dallas admits he hates phone calls and finds texting shallow, and Jay gets real about how easy it is to drift into isolation.(06:00) Jay reveals his go to solution of voice memos as a low pressure, high connection way to maintain relationships without live calls or walls of text.ㅤPrompts mentioned:Predict how 100,000 real subscribers would respond to each of these subject lines, rank them by expected open rate, and explain the psychology.Evaluate this hero section as if 100,000 new visitors landed on this landing page. Identify confusion points and drop-off risks.How would 100,000 consumer buyers or 100,000 B2B buyers interpret this offer? What is confusing, what is strong, and what is missing?We want you to simulate 100,000 people interacting with this call-to-action button. What should the language be?ㅤCheck out Jay’s YOUTUBE Channel: https://www.youtube.com/@schwedelsonCheck out Jay’s TIKTOK: https://www.tiktok.com/@schwedelsonCheck Out Jay's INSTAGRAM: https://www.instagram.com/jayschwedelson/

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• What’s Up THIS WEEK: Big Em Dash News!🫢GDPR getting Easier? Thanksgiving Issues! 😅 | Ep. 453

  Getting ready for Thanksgiving has nothing on the chaos swirling around AI, privacy rules, and even Instagram trying to make you watch 20-minute reels. Before the turkey coma hits, Jay Schwedelson digs into everything from the death of the em dash to Google’s sneaky new flight deal superpower, plus a few very strong opinions on Netflix holiday movies. Somehow it all ties together in a way that’ll make your week a little smarter and a lot funnier.ㅤBest Moments:(00:00) ChatGPT finally admits the M dash problem and promises to stop abusing it(01:41) Europe’s Digital Omnibus plan could loosen GDPR and ease cookie consent madness(03:28) Instagram quietly tests 20-minute reels, and Jay cannot handle it(04:00) Google’s AI-powered flight deals tool is officially rolled out and wildly useful(05:17) Three preheader words that just boosted email open rates by 19 percent(06:44) Jay’s brutally honest reviews of The Beast in Me and Merry Little Ex ChristmasㅤCheck out Jay’s YOUTUBE Channel: https://www.youtube.com/@schwedelsonCheck out Jay’s TIKTOK: https://www.tiktok.com/@schwedelsonCheck Out Jay's INSTAGRAM: https://www.instagram.com/jayschwedelson/

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• SPECIAL SERIES ==> Growing Email Tactic in 2026! and Daniel's Thanksgiving Plan <== | BATHROOM Break #83 COLLAB: The Marketing Millennials + Do This, Not That

  Holiday email engagement is somehow both nerdy and genuinely fun here, as Jay Schwedelson and Daniel Murray use Thanksgiving food opinions, Hallmark movies, and Bathroom-Break banter to get into why replies matter way more than most marketers think. They dig into how to engineer responses in your emails and stories, why reply rate is a killer signal for both humans and algorithms, and how AI plus simple prompts like “Reply GUIDE” can quietly blow up your results. It’s basically a playbook for turning “one-way” campaigns into conversations people actually want to have.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.Best Moments:(00:50) Daniel shares his not-so-traditional Thanksgiving background and why dry turkey is an instant no.(02:06) Jay’s hard rule for Thanksgiving dinner: mac and cheese is required, salad is banned.(02:49) Jay explains why the reply rate on promotional emails is about to explode thanks to AI and better follow-up.(03:28) Daniel’s tricks for prompting real human replies, from light personal questions to hidden Easter eggs in the middle of an email.(05:20) Jay’s “just reply GUIDE” tactic for content and discounts that crushes landing page forms and boosts inbox placement.(07:14) Daniel shows how the same reply mindset on Instagram Stories boosts distribution while keeping interactions feeling human.(09:28) They break down how replies become a goldmine of first-party data and even shape future content topics like reality TV.(09:49) A rapid-fire holiday movie riff that goes from Die Hard and Home Alone to The Grinch, romcoms, and why Hallmark is secretly elite.(11:15) Jay and Daniel pitch their very on-brand Thanksgiving “gain 5 pounds, then lose it” logic as the ultimate holiday hack.Check out Jay’s YOUTUBE Channel: https://www.youtube.com/@schwedelsonCheck out Jay’s TIKTOK: https://www.tiktok.com/@schwedelsonCheck Out Jay's INSTAGRAM: https://www.instagram.com/jayschwedelson/

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• Cvent Head of Global Events: PTO Matters! Embrace Career Turns!🔥w/Rachel Andrews | Ep. 451

  Event folks like to joke about chaos, but Jay Schwedelson and Rachel Andrews get into what it actually takes to build a career inside that chaos. Rachel shares how she went from school events and holiday parties to leading a massive global events program, why “embrace the suck” is secretly great career advice, and what is really changing for attendees on-site. They also talk about burnout, boundaries, and how to build networking formats that do not make introverts want to hide by the coffee station.ㅤConnect with Rachel on LinkedIn and check out Cvent CONNECT in Nashville, her “big family reunion” style industry event that brings together event pros and event technologists from across the world.ㅤBest Moments:(01:45) Rachel’s oldest-child energy, early love of bringing people together, and the moment she realized she wanted the events side, not PR.(05:10) How saying yes to “small” assignments like a company holiday party turned into a 15-year path to leading events at a huge brand.(08:05) Why attendees keep begging for “more networking” and how Rachel designs formats that actually work for introverts and ambiverts.(11:15) The problem with topic tables that go nowhere and how facilitators and “influencer hosts” can make roundtables worth showing up for.(14:10) Rachel’s honest take on burnout, the myth of “do more with less,” and why she fiercely protects PTO and being present with her family.(17:20) What 1,000 last-minute registrations revealed about attendee behavior and how she is feeling about event budgets and growth heading into 2026.ㅤCheck out Jay’s YOUTUBE Channel: https://www.youtube.com/@schwedelsonCheck out Jay’s TIKTOK: https://www.tiktok.com/@schwedelsonCheck Out Jay's INSTAGRAM: https://www.instagram.com/jayschwedelson/

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