On Brand with Nick Westergaard

It’s that time of year again: Brand Federation’s Naughty & Nice list is out, and Matt Williams is here to break it down. Matt is President of Brand Federation and former CEO of The Martin Agency, where he led campaigns for GEICO, OREO, UPS, and Walmart. He’s also a visiting professor at William & Mary, sharing decades of brand strategy know-how. On this episode, Matt reveals which brands earned “Nice,” which landed on “Naughty,” and what leaders can learn from both. What You'll Learn How brands end up on the Naughty list by ignoring customer context and cultural signals. How Delta, Starbucks, and others earned their spot on the Nice list through clarity, consistency, and smart leadership. Why edgy brand moves succeed or fail depending on strategy and self-awareness. How crisis response can turn a disaster into a win with creativity and cultural savvy. What Apple’s place on the watch list says about innovation, risk, and the future of tech brands. Episode Chapters (00:00) Intro (00:52) Matt returns to the show (01:21) Why American Eagle’s “Great Jeans” campaign backfired (03:52) Cracker Barrel’s tone-deaf rebrand misstep (06:48) Target’s DEI reversal and the cost of misunderstanding your customer (09:20) Southwest walks away from its differentiators (11:52) Meta’s AI avatars go sideways (12:44) Delta earns a place on the Nice list (13:55) Starbucks returns to the core (16:55) How Astronomer turned crisis into comedy (21:15) Duolingo kills the owl (and nails it) (24:40) Navigating edgy vs. effective brand moves (24:51) Apple lands on the watch list (27:40) The brand that made Matt smile (29:17) Where to learn more about Brand Federation (30:08) Closing Matt Williams is the President of Brand Federation, a brand and marketing consultancy that helps organizations like Harvard, MIT, and Mercy Corps transform their brand strategy for growth and impact. Before that, he spent 26 years at The Martin Agency, rising through strategic planning roles to become CEO. During his tenure, he led strategy and campaigns for GEICO, OREO, UPS, Discover Financial, Benjamin Moore, and Walmart, while guiding the agency to national creative and effectiveness recognition. Matt also teaches as a Visiting Clinical Professor at William & Mary, where he brings decades of brand strategy expertise to future marketers. Matt lights up when talking about Duolingo, specifically the irreverent, persistent, slightly unhinged owl. The way Duolingo leans hard into its mascot’s attitude — using humor, edge, and cultural relevance — reflects a brand that truly understands both itself and its audience. The owl’s personality, storytelling, and strategic mischief never fail to make Matt smile. Connect with Matt on LinkedIn. Check out the Brand Federation, where you can see the full Naughty & Nice List! Watch or listen on Apple Podcasts, Spotify, YouTube, Amazon/Audible, TuneIn, and iHeart. Rate and review on Apple Podcasts and Spotify to help others find the show. Share this episode — email a friend or colleague this episode. Sign up for my free Story Strategies newsletter for branding and storytelling tips. On Brand is a part of the Marketing Podcast Network. Until next week, I’ll see you on the Internet! Learn more about your ad choices. Visit megaphone.fm/adchoices

What if you could test your business strategy in days instead of months? That’s what Kate O’Keeffe, CEO and Co‑Founder of Heatseeker, makes possible. From building the first AI‑powered platform for market experimentation to helping companies validate strategy, positioning, and buyer demand at lightning speed, Kate’s career is all about turning bold ideas into measurable results. Former BCG Partner and Silicon Valley innovator, she’s here to show how AI is rewriting the rules of testing ideas — fast, smart, and with real data. What You'll Learn How AI and Heatseeker enable companies to validate strategy, positioning, and buyer demand in days instead of months Why traditional surveys and panels are unreliable and how real-time experimentation can replace them The importance of starting experimentation early in the funnel to uncover hidden customer desires How to balance speed and rigor when testing ideas and avoid misleading results Ways to foster a culture of experimentation where data informs thousands of daily marketing micro-decisions Episode Chapters (00:00) Intro (00:38) Why AI is changing brand strategy (01:41) Heatseeker explained and the problem with traditional surveys (05:17) Common mistakes in testing and the role of AI (10:23) Balancing speed with rigor in experiments (14:12) Creating a culture of experimentation without chaos (19:42) The future of AI-driven market experimentation (23:53) A brand that made Kate smile recently and how to connect Kate O’Keeffe is the CEO and Co-Founder of Heatseeker, the first AI-powered platform for market experimentation that helps companies validate strategy, positioning, and buyer demand in days instead of months. She spent a decade in Silicon Valley founding CHILL, Cisco’s global co-innovation lab, and launching high-impact ventures for Fortune 100 companies at startup speed. A former Partner at BCG, Kate has advised executives and boards on innovation, growth, and digital transformation, delivering hundreds of millions in business value. She also serves on the board of Birchal and as a non-executive director for Naked Ambition and CircleOf, Inc. What Brand Has Made Kate Smile? L’Oreal impressed Kate with its recent work in the refill movement, turning sustainability into a movement people want to join. She loved how the brand tapped into the human need to feel like part of something bigger and clever messaging that invites consumers to “be a recycler” rather than simply recycle. Links & Resources Connect with Kate on LinkedIn. Check out the Heatseeker website. Watch or listen on Apple Podcasts, Spotify, YouTube, Amazon/Audible, TuneIn, and iHeart. Rate and review on Apple Podcasts and Spotify to help others find the show. Share this episode — email a friend or colleague this episode. Sign up for my free Story Strategies newsletter for branding and storytelling tips. On Brand is a part of the Marketing Podcast Network. Until next week, I’ll see you on the Internet! Learn more about your ad choices. Visit megaphone.fm/adchoices

Impact isn’t a vibe — it’s measurable. This week I’m joined by Neil Callanan, LooseGrip founder and creator of the GRASP Impact Framework, to unpack how storytelling can stand up to scrutiny and move both culture and the bottom line. What You’ll Learn in This Episode How the GRASP Impact Framework helps brands get a real grasp on the effectiveness of their stories Why consumptive metrics like time spent with content matter more than views or impressions How activism and values-driven marketing can influence both culture and commercial outcomes The importance of authenticity and intentionality in purpose-driven brand storytelling Ways to communicate impact internally so leadership sees the value and potential risks clearly Episode Chapters (00:00) Intro (00:18) Opening remarks (00:30) Welcome and first impressions of GRASP (01:05) Explaining the GRASP Impact Framework (02:55) Legos and dashboards metaphor for data (06:15) Storytelling plus analytics for brand impact (10:02) Halo effect and connecting activism to outcomes (24:52) Brand that made Neil smile recently (27:03) Where to find Neil and learn more Neil Callanan is the founder of LooseGrip and creator of the GRASP Impact Framework, a system that helps mission-driven brands translate storytelling into measurable business outcomes. With over 15 years of experience aligning activism and analytics for brands like Unilever and Ben & Jerry’s, Neil specializes in helping companies prove that purpose-driven marketing can drive sales, culture, and social impact simultaneously. He combines data, narrative, and strategy to help leaders measure and defend their impact at every level. What Brand Has Made Neil Smile Recently? Neil shared that Rivian has impressed him with its attention to detail and customer experience. From a Halloween mode in their electric trucks to playful Easter eggs in their app, Rivian creates joyful and memorable experiences for drivers and families. Neil appreciates how their intentional brand efforts foster engagement, loyalty, and advocacy, even if the company is still ironing out the challenges of being a new brand. Resources & Links Connect with Neil on LinkedIn. Learn more about LooseGrip and the GRASP Impact Framework. Here’s the episode of On Brand Neil and I discussed with our mutual friend Mike Hayes, formerly of Ben & Jerry's — from all the way back in 2015! Support the Show Watch or listen on Apple Podcasts, Spotify, YouTube, Amazon/Audible, TuneIn, and iHeart. Rate and review on Apple Podcasts and Spotify to help others find the show. Share this episode — email a friend or colleague this episode. Sign up for my free Story Strategies newsletter for branding and storytelling tips. On Brand is a part of the Marketing Podcast Network. Until next week, I’ll see you on the Internet! Learn more about your ad choices. Visit megaphone.fm/adchoices

The secret to great creative work isn’t just the idea — it’s knowing how to get there. Toby Wilkinson, co-founder of Ask Us For Ideas, has spent the last decade helping brands navigate the messy world of agencies, briefs, and creative partnerships to make the process smoother, smarter, and more successful. What You'll Learn Why choosing the right agency is just as important as the creative work itself How to align your team internally before starting the agency selection process The “head and heart” test for evaluating agency fit Common red flags and relationship pitfalls to watch for How to leverage agency networks and insights to make smarter selections Episode Chapters (00:00) Intro (00:30) Welcome Toby Wilkinson (01:10) The story behind Ask Us For Ideas (04:18) Defining the perfect agency fit (08:40) The agency selection process step by step (12:07) Red flags in agency relationships (17:25) Navigating a shifting agency landscape (21:17) Favorite success stories and brands that inspire Toby Wilkinson is the co-founder of Ask Us For Ideas (AUFI), a company dedicated to helping brands find the right creative partners. Over the last decade, he has connected more than 2,000 brands — from startups to global companies — with agencies across branding, marketing, digital, social, and more. He is passionate about creating productive, long-term partnerships between brands and agencies and shares his insights through AUFI’s website, podcast, and Substack. What Brand Has Made Toby Smile Recently? Toby has been enjoying the meal kit delivery company Mindful Chef. He appreciates the quality of the ingredients, the variety of meals, and the shared cooking experience it brings him and his wife, making it a meaningful part of his daily routine. Resources & Links Connect with Toby on LinkedIn. As discussed, check out the AUFI website, podcast, and Substack. Support the Show Watch or listen on Apple Podcasts, Spotify, YouTube, Amazon/Audible, TuneIn, and iHeart. Rate and review on Apple Podcasts and Spotify to help others find the show. Share this episode — email a friend or colleague this episode. Sign up for my free Story Strategies newsletter for branding and storytelling tips. On Brand is a part of the Marketing Podcast Network. Until next week, I’ll see you on the Internet! Learn more about your ad choices. Visit megaphone.fm/adchoices

What does the producer of Wedding Crashers, Serendipity, and Van Wilder know about building brands? Turns out—a lot. This week on On Brand, Andrew Panay shares how Hollywood storytelling principles shape not just hit movies but also unforgettable brand stories for companies like T-Mobile, Microsoft, and Anheuser-Busch. What You'll Learn Why originality—not imitation—is still the most powerful creative strategy How Hollywood storytelling principles can strengthen brand storytelling The fine line between risk and reward in brand work Why celebrating success starts with knowing your “why” How T-Mobile’s storytelling edge became a creative advantage Episode Chapters (00:00) Intro (00:30) From Hollywood to branding (02:00) The disconnect between filmmakers and brands (03:30) What Wedding Crashers teaches us about 30-second storytelling (05:00) Capturing attention in seconds, not minutes (08:00) Creativity, evolution, and staying uncomfortable (10:40) Originality vs imitation in marketing (20:30) Balancing elegant risk with commercial success (25:00) The brand that made Andrew smile (27:30) Where to learn more about Panay Films Andrew Panay is the founder and CEO of Panay Films and a veteran Hollywood producer whose movies—including Wedding Crashers, Serendipity, and Van Wilder—have grossed more than $800 million worldwide. Beyond film and television, Panay brings his storytelling craft to branded content and advertising for companies such as T-Mobile, Microsoft, and Anheuser-Busch. His signature approach blends cinematic storytelling with strategic brand thinking, creating work that moves audiences—and the business forward. What Brand Has Made Andrew Smile Recently? Andrew pointed to Nike for a recent campaign during the World Series. The spot used a clever mashup of sound, attitude, and nostalgia—culminating with Ken Griffey Jr.’s signature backward cap and mischievous grin. For Andrew, it was the perfect example of creative “juj”—that mix of confidence, playfulness, and truth that makes great storytelling irresistible. Links and Resources Connect with Panay Films on Instagram. Watch or listen on Apple Podcasts, Spotify, YouTube, Amazon/Audible, TuneIn, and iHeart. Rate and review on Apple Podcasts and Spotify to help others find the show. Share this episode — email a friend or colleague this episode. Sign up for my free Story Strategies newsletter for branding and storytelling tips. On Brand is a part of the Marketing Podcast Network. Until next week, I’ll see you on the Internet! Learn more about your ad choices. Visit megaphone.fm/adchoices