#24: Pass/Fail—Breaking Down the Best and Worst in Branding
Why That Worked – Presented by StoryBrand.ai
Release Date: 06/16/2025
#24: Pass/Fail—Breaking Down the Best and Worst in Branding
Why That Worked – Presented by StoryBrand.ai
Messaging can make or break a brand. Whether you're launching a campaign, building a personal brand, or responding in real time, what you say and how you say it matters. One wrong sound bite can sink your credibility, while one clear, compelling message can unlock massive opportunity. The stakes are high, and yet most people treat messaging like an afterthought. So how do you know if your message is building trust or breaking it? In this new “Pass/Fail” segment, Don and Kyle grade recent moments in marketing and culture through the lens of what worked and what flopped. They dig into...
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#23: Dadville—The New Rules of Being a Great Dad
Why That Worked – Presented by StoryBrand.ai
Dads often get a bad rap. In sitcoms, commercials, and even day-to-day culture, they’re typically cast as bumbling sidekicks or lovable oafs who mean well but don’t quite get it right. When that narrative takes root, it can be easy for fathers to shrug and settle for doing the bare minimum (especially when they get praise for just pushing a stroller down the street). But kids need more. And deep down, every dad knows he was made for more. So what does it look like to embrace fatherhood with purpose, presence, and even a little swagger? In this special Father’s Day episode, Don and...
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#22: Seizing the Moment—Lessons from Nike’s Viral Scheffler Ad
Why That Worked – Presented by StoryBrand.ai
Attention is the name of the game in today’s market. If you want to stand out, you need to move fast, think creatively, and tap into what your audience is already talking about. Whether it’s a funny meme, a strategic shoutout, or a well-timed post, the brands that win know how to seize the moment and jump into the spotlight. So how do you identify those moments and use them without sounding corny or out of touch? In this week’s episode, Don and Kyle unpack the power of real-time marketing using Nike’s viral Scottie Scheffler post as a prime example. They contrast it with...
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#21: Slate—Why This $20K Truck Is Getting All the Attention
Why That Worked – Presented by StoryBrand.ai
In crowded markets, being different isn’t enough. You have to communicate how you’re different. Too many businesses blend in because they focus on what the competition is doing instead of what customers actually care about. You might offer better pricing, better service, or a better product, but if you don’t say it clearly, it won’t matter. Messaging that stands out starts with understanding what your audience hates about the current options and then owning the opposite. The brands that win don’t just have better products. They have better words. So how do you find the message that...
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#20: Snipd—What Your Brand Name is Really Saying to Customers
Why That Worked – Presented by StoryBrand.ai
Coming up with a product name or tagline seems simple. Until you have to do it. You brainstorm, you debate, and you finally land on something… only to find yourself explaining it to people over and over. That’s the real test of a name: if you have to explain it, it’s not working. The truth is, your name or tagline is doing more heavy lifting than you realize. It’s your first impression, elevator pitch, and clearest hook all rolled into a few words. So why do some names work instantly while others fall flat? And how do you make sure yours is good? In today’s episode, hosts...
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#19: Magic Spoon—How One Tagline Dethroned Sugar and Disrupted a $65B Industry
Why That Worked – Presented by StoryBrand.ai
It’s not enough to have a great product. You have to position it so customers instantly understand the value. That’s what separates the brands that break through from the ones that disappear. Magic Spoon didn’t invent cereal, they just told a better story: one where protein replaces sugar, and taste isn’t sacrificed for health. And they did it with a smart tagline, a well-defined villain, and a brand voice that made people pay attention. So how can you sharpen your positioning to you stand out like they did? In this episode, Don and Kyle break down the marketing genius behind...
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#18: Southwest—The Genius of ‘Bags Fly Free’ and What Happened When It Changed
Why That Worked – Presented by StoryBrand.ai
Southwest Airlines built one of the strongest brands in the world by doing one thing better than almost anyone: clear, clever messaging that made customers feel like family. “Bags fly free” was more than a tagline. It was a promise that set them apart from every other airline. But when they recently backtracked on that core message, the backlash was instant. In a world where loyalty is fragile and expectations are sky-high, even the best brands can stumble if they don’t communicate the right way. So what happens when a company known for brilliant messaging gets it wrong? In this...
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#17: Annoying Ads—The Dumbest Campaigns That Won Your Attention and Made Millions
Why That Worked – Presented by StoryBrand.ai
Most people try to make their marketing polished, clever, or inspirational. But in the end, clarity beats creativity every time. In fact, some of the most “annoying” ads in history made hundreds of millions of dollars simply because they were impossible to ignore. They weren’t beautiful, they weren’t clever, but they were unforgettable. So why do so many businesses avoid this approach? Because we assume our customers want sophistication, when what they really need is a message that’s crystal clear and easy to remember. If your ad gets ignored, it doesn’t matter how gorgeous it is....
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#16: Airbnb—The Brilliant Strategy Behind Their New Messaging Campaign
Why That Worked – Presented by StoryBrand.ai
If your marketing isn’t working, it’s probably because you’re not talking about the right problem. Most businesses struggle to identify the most compelling issue their customer is trying to solve. They either talk about too many things or pick a problem that’s too vague. When that happens, customers stop listening. But when you finally address the problem that makes your customers say “yep, that’s me!”, sales start to climb. That's what Airbnb just nailed with their new messaging campaign. So, how do you figure out the exact problem your business solves in a way that drives real...
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#15: Morning Routines—The NEW Way To Create A Morning Routine In 2025
Why That Worked – Presented by StoryBrand.ai
If you followed every piece of advice out there about your ideal morning routine, you'd probably spend eight hours every day doing mindfulness excercises and supplements and journaling and workouts and cold plunges and more. But morning routines can be both easy AND effective if you identify the right mission for your life. In this episode, Kyle Reed and Donald Miller break down a new way to approach your morning routine—one that actually fits the demands of 2025. Whether you’re a high-performing entrepreneur, a working parent, or just trying to get your act together before 9am, this...
info_outlineMessaging can make or break a brand. Whether you're launching a campaign, building a personal brand, or responding in real time, what you say and how you say it matters. One wrong sound bite can sink your credibility, while one clear, compelling message can unlock massive opportunity. The stakes are high, and yet most people treat messaging like an afterthought. So how do you know if your message is building trust or breaking it?
In this new “Pass/Fail” segment, Don and Kyle grade recent moments in marketing and culture through the lens of what worked and what flopped. They dig into Shedeur Sanders’ controversial NFL draft comments, the bold branding of Liquid Death, and the rise of user and employee-generated content. You’ll learn why arrogance isn’t confidence, what makes provocative branding effective, and how to turn your messaging into a trust-building asset. Listen in to learn what great messaging sounds like and how to avoid a fail.
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