How AI Is Changing Email, Part 2 | Bathroom Break #125

AI summaries pull an average of just 29 words from your email, so every word in that window counts. Jay's formula for the first 150 to 200 characters is action plus product plus deadline, things like "Shop 40% off all Nike running shoes through Sunday at midnight" or "Register for the 2027 HR compliance briefing by Friday," and testing it is driving a 19% increase in click through rates. Bullet points matter even more: bulleted content gets pulled into AI summaries 77% of the time in Gmail, 84% in Apple Mail, and 92% in Microsoft Copilot. Daniel argues Marketing headlines need to evolve too, since vague hooks like "this is crazy" lose their punch once AI strips away the context. He and Jay also unpack a MediaPost survey showing over 70% of people are comfortable with AI scanning their inbox for deals and recommendations, though Daniel notes businesses are far warier about AI reading emails with internal strategy. The bigger idea: email Marketing is being rebuilt around what AI can actually read, and the prettiest template loses if it's not structured to get pulled into a summary. If you want the exact formulas and formatting Marketers are using to win in AI summaries right now, this is the episode for you. Follow Jay: LinkedIn: https://www.linkedin.com/in/schwedelson/ Podcast: Do This, Not That Follow Daniel: YouTube: https://www.youtube.com/@themarketingmillennials/featured Twitter: https://www.twitter.com/Dmurr68 LinkedIn: https://www.linkedin.com/in/daniel-murray-marketing Sign up for The Marketing Millennials newsletter:https://themarketingmillennials.com/ Daniel is a Workweek friend, working to produce amazing podcasts. To find out more, visit:https://workweek.com/

After years of digital everything, audiences are craving something real again…and Haley Janisch knows exactly how to deliver it. As the Head of Creator Community at Kit, Haley has built experiences like Craft and Commerce and Kit Studios that connect creators beyond the screen. In this episode, Haley joins Tamara to unpack the art and strategy behind unforgettable events. They explore why offline connection matters more than ever, how to design experiences that stick in people’s minds, and the small details that make a huge difference. You’ll also hear the story behind ConvertKit’s Taylor Swift–themed studios, why vulnerability creates stronger communities, and how smart marketers should rethink the ROI of events. If you’ve ever wondered how to build moments people can feel (not just attend) this episode is your blueprint. Follow Haley: LinkedIn: https://www.linkedin.com/in/haley-janicek/ Follow Tamara: LinkedIn: https://www.linkedin.com/in/tamaragrominsky/ Sign up for The Marketing Millennials newsletter: www.workweek.com/brand/the-marketing-millennials Daniel is a Workweek friend, working to produce amazing podcasts. To find out more, visit: www.workweek.com

How do you land on a name when you're staring down fifty thousand options, and none of them feel right? Katie Miserany, Chief Communications Officer and Global Head of Marketing at SurveyMonkey, just led the naming and go-to-market for Launchpad, SurveyMonkey's new suite of market research tools built for Marketers with zero research background. Katie joined the company on the communications side, worked her way up to Chief of Staff, and took over the newly combined Marketing and Communications function about a year ago. And, Katie breaks down the six-step framework her team used to name Launchpad, why they started with a brief instead of a brainstorm, and how deciding who the product was NOT for (professional researchers who could build it themselves in SurveyMonkey) sharpened the name, the positioning, and the entire go-to-market. She also walks through how the internal debate between "SurveyMonkey Launch" and "SurveyMonkey Methods" got settled, not by whoever had the loudest opinion in the room, but by 4,500 survey responses. Plus, Katie tells the story of SurveyMonkey's 2021 rebrand attempt, when the company tried to shake its "silly" name to look more enterprise ready, and why the new CEO reversed that decision in 2023 and leaned back into the brand equity everyone already knew. Her take: with buyers asking ChatGPT and Claude about you before they ever search your name, brand and storytelling matter more now, not less. If you're a Marketer who's tired of guessing whether your next name, headline, or campaign will land, this is the episode for YOU. Follow Katie: LinkedIn: https://www.linkedin.com/in/katie-miserany/ Follow Daniel: YouTube: https://www.youtube.com/@themarketingmillennials/featured Twitter: https://www.twitter.com/Dmurr68 LinkedIn: https://www.linkedin.com/in/daniel-murray-marketing Sign up for The Marketing Millennials newsletter:www.workweek.com/brand/the-marketing-millennials Daniel is a Workweek friend, working to produce amazing podcasts. To find out more, visit:www.workweek.com

AI is already reading your emails before your subscribers do, and if you're not writing for it, your message might not make it to the inbox at all. Jay breaks down "live text," the actual HTML text in your email that AI tools like Gmail summaries and Microsoft Copilot scan to build inbox previews and rewrite preheaders. Copilot alone just hit 30 million paid users, up 10 million in a single month, so this isn't a niche problem. Jay's rule: the first 150 characters of your email need to carry your most important, most specific information (webinar details, offer terms, whatever the ask is) because that's the window AI summaries pull from. Images and JPEGs don't count, and alt text doesn't count as live text either, no matter what you've been told. He predicts that within six months, half of all preheaders will be AI generated instead of whatever Marketers actually wrote. Daniel adds that the preheader isn't dead, it's just unreliable now. His fix: write your opening body copy so it echoes what you'd want the preheader to say, so if AI does pull from it, the message still lands the way you intended. He also flags that this isn't just an email problem. The same summarization behavior is starting to show up in text messages, and Marketers need to start thinking about how their SMS gets condensed too. The bigger idea: the prettiest, most designed email templates are losing right now. If AI can't read the words inside your design, it doesn't matter how good it looks. Email Marketing is quietly reverting to a text-first format, closer to how it worked 10 to 15 years ago. If you want your emails to survive the next wave of inbox AI, this is the episode for you. Follow Jay: LinkedIn: https://www.linkedin.com/in/schwedelson/ Podcast: Do This, Not That Follow Daniel: YouTube: https://www.youtube.com/@themarketingmillennials/featured Twitter: https://www.twitter.com/Dmurr68 LinkedIn: https://www.linkedin.com/in/daniel-murray-marketing Sign up for The Marketing Millennials newsletter:https://themarketingmillennials.com/ Daniel is a Workweek friend, working to produce amazing podcasts. To find out more, visit:https://workweek.com/

Mark Jung, Founder at Known and LinkedIn growth expert, joins the podcast to break down how to win on LinkedIn in 2026, from the new positive-signal-only feed, the LLM-trained algorithm, to the bio changes nobody is talking about. Listen to find out how your bio now matters more than your follower count, and how a brand-new creator with 50 followers can get the reach of someone with 50,000. Plus, get the link, hook, and posting moves Mark and Daniel use, and what cohort seeding is (and why it's choosing who sees your content). If your LinkedIn reach has dropped, your content performance feels inconsistent, or you're just tired of guessing what works, this episode is for you. Follow the show and drop a rating if this one leveled up your LinkedIn. It helps more people find us. [This episode originally aired in January 2026] Follow Mark: LinkedIn: https://www.linkedin.com/in/markpjung/ Follow Daniel:YouTube: https://www.youtube.com/@themarketingmillennials/featuredTwitter: https://www.twitter.com/Dmurr68LinkedIn: https://www.linkedin.com/in/daniel-murray-marketing Sign up for The Marketing Millennials newsletter: www.workweek.com/brand/the-marketing-millennials

A logo on a jersey doesn't cut it anymore. So, how do the best brands decide if a sports sponsorship deal is worth the money? Daniel sits down with a panel that's seen every side of the deal: Sam Kilgore of Sponsor United, Marquise Watts (Who's worked with Under Armor, Adidas, & the Minnesota Timberwolves), Chris Lobono of Athlete Driven Worldwide, and Elliot Christiansen of Cleveland Construction.They get into why "the logo slap" is dying and what's replacing it, how brands move at the speed of culture (see Levi's cutout logo and the Heinz tape at the World Cup), and the real way to measure ROI when only 28% of fans can name a jersey patch. Plus Marquise's rule for every deal he touches: all money ain't good money.If you're a Marketer who wants to make sponsorships actually pay off, this episode is for YOU. Hit follow and leave us a rating if you're into it, it helps more Marketers find the show. Follow Daniel:YouTube: https://www.youtube.com/@themarketingmillennials/featuredTwitter: https://www.twitter.com/Dmurr68LinkedIn: https://www.linkedin.com/in/daniel-murray-marketing

There's a way to pull the most viral posts in your niche in about 10 seconds. But a lot of Marketers don't know it exists.In this Bathroom Break, Jay and Daniel break down how to mine X (formerly Twitter) for viral content you can actually use. Daniel shares the exact Grok prompt he uses to surface trending posts from the last 48 hours. Jay walks through X's advanced search, and the "min_faves" trick that filters for only the posts hitting your engagement threshold. Then they go deeper: filtering by retweets, comments, date ranges, and media type to see exactly which hooks are landing. Plus: a lost loafer mystery, a linen shirt betrayal, and Jay's full descent into his "embarrassing loser phase."If you're a Marketer who wants a repeatable way to find what content actually works, this episode is for YOU.Enjoying Bathroom Break? Follow the show and drop a review, Daniel reads every one and it makes his whole day.Follow Jay: LinkedIn: https://www.linkedin.com/in/schwedelson/ Podcast: Do This, Not That Follow Daniel: YouTube: https://www.youtube.com/@themarketingmillennials/featured Twitter: https://www.twitter.com/Dmurr68 LinkedIn: https://www.linkedin.com/in/daniel-murray-marketingSign up for The Marketing Millennials newsletter: https://themarketingmillennials.com/ Daniel is a Workweek friend, working to produce amazing podcasts. To find out more, visit: https://workweek.com/

Adam McQueen of Klue built an entire in-house media network, the Compete Network, to prove B2B brands (and their content) don't have to be boring.He sits down with guest host Tamara Grominsky on why people follow people, not brands, and how to make B2B content people actually want to watch.Plus the "plumbing" that keeps a lean team shipping, and the "trophy room" trick Adam uses to prove ROI when there's no clean dollar figure.If you're a Marketer who wants to turn content into entertainment that drives real pipeline, this episode is for YOU.Enjoying the pod? Follow The Marketing Millennials and leave us a rating, it helps more Marketers find the show.Enjoying the pod? Follow and drop us a rating, it genuinely helps more Marketers find the show.Follow Adam:LinkedIn: https://www.linkedin.com/in/adam-mcqueen/Follow Tamara:LinkedIn: https://www.linkedin.com/in/tamaragrominsky/Sign up for The Marketing Millennials newsletter:www.workweek.com/brand/the-marketing-millennials

Is SEO dead? Ross Simmonds, CEO & Founder of Foundation Marketing, says that's the wrong fight. In today's episode, Ross breaks down AI search, AEO, and how to get your brand cited by ChatGPT, Claude, and Perplexity. He also asks the real question: what happens AFTER you publish.Also: why Reddit is STILL the most underrated channel in Marketing, how to measure your AI visibility (from share of voice, to referral traffic, and the "how did you hear about us" trick), and the 1 silo problem invisibly killing most marketing teams.If you're a Marketer who wants to get found in AI search without drowning in content slop, this episode is for YOU.Enjoying the pod? Follow and drop us a rating, it genuinely helps more Marketers find the show.Follow Ross:LinkedIn: https://www.linkedin.com/in/rosssimmonds/Follow Daniel:YouTube: https://www.youtube.com/@themarketingmillennials/featuredTwitter: https://www.twitter.com/Dmurr68LinkedIn: https://www.linkedin.com/in/daniel-murray-marketingSign up for The Marketing Millennials newsletter:www.workweek.com/brand/the-marketing-millennials

Are there Marketing "best practices" costing you signups? (Yes.) Jay and Daniel call out 2 email tactics that are officially dying: double opt-in + requiring a work email to access your content. Jay breaks down the data on how double opt-in loses you 30 to 40% of your list AND spikes spam complaints. Daniel makes the case for personal emails over business ones (and why gating content behind a work address tanks conversions and retargeting). Plus, a Bob the Builder origin story, 1 demoralizing dorm dresser, and why a kid's toy needs 10 tools you probably don't own.If you're a Marketer who wants to stop following rules that hurt your list, this episode is for YOU. Enjoying Bathroom Break? Follow the show and leave us a review, Daniel reads every single one and it genuinely makes his day.Follow Jay: LinkedIn: https://www.linkedin.com/in/schwedelson/ Podcast: Do This, Not That Follow Daniel: YouTube: https://www.youtube.com/@themarketingmillennials/featured Twitter: https://www.twitter.com/Dmurr68 LinkedIn: https://www.linkedin.com/in/daniel-murray-marketingSign up for The Marketing Millennials newsletter: https://themarketingmillennials.com/Daniel is a Workweek friend, working to produce amazing podcasts. To find out more, visit: https://workweek.com/