Best Story Wins

If your brand feels more like a dusty whitepaper than a bold statement, you're doing it wrong. In this episode, we sit down with Emily Anne Epstein , the content lead behind Sigma’s rapid rise. Emily unpacks why every modern brand needs a POV that punches—and how to create a system where thought leadership isn’t just encouraged, but expected. She shares why content is the engine, not the accessory...

Tech is moving fast. But trust? That’s still built the old-fashioned way. As AI reshapes how we work, connect, and build, the brands that will win aren’t the ones shouting the loudest—they’re the ones people actually believe. In this episode, Ross Mayfield —Head of Product for Workplace AI at Zoom —joins us to talk about why the future of marketing isn’t just smarter tech, it’s deeper human connec...

While many fintechs are focused on surface-level features, Ethan Bloch is building an ambitious, AI-powered financial product from the ground up.  In this episode, Ethan, Founder of Digit and now Hiro Finance , shares why he believes most financial tools are more cosmetic than useful, and how a truly helpful product can speak for itself—no referral codes needed. He breaks down how AI is unlocking...

It’s a tough time to be a marketer. Teams are lean, expectations are high, and AI is everywhere—but automation can only take you so far if your brand voice gets lost in the shuffle. So how do you keep your storytelling sharp and human in a world that’s increasingly not? In this episode, we’re joined by Trish Seidel , Marketing Director at Teal and the voice behind “Marketing’s Big Sister.” Trish b...

Brand teams are obsessed with differentiation, but what if distinctiveness is the real power move? And while you're chasing loyalty, your competitors are winning with reach. In this episode, Matt Maynard , Asana’s Head of Brand and Advertising, joins the show to challenge the dogmas of B2B brand strategy. From calling out the cult of rebrands to exposing the limits of loyalty and the illusion of c...

Many go-to-market strategies sound good on paper but fall apart in practice. The issue isn’t the lack of talent, but rather the misalignment, timing, or wrong assumptions they’re founded on. In this episode, Brandon Redlinger , fractional marketing leader and co-founder of The Forge community , shares what he's learned from years in the trenches of B2B marketing, from building ABM categories to la...

The old agency model is broken, and smart brands aren’t waiting around to fix it. Instead, they’re building lean, strategic ecosystems where storytelling, rather than scale, is the engine that propels growth. In this episode, Harrison Iuliano , cofounder of Moving You to BCC , breaks down why the classic agency-client model is officially dead and what smart brands are doing to replace it. He share...

The brands that move first on human connection build an edge no algorithm can touch. The question is: Will you move fast enough to matter? In this episode, Allison Stadd of Shipt lays out why brands that lead with care, and not only convenience, are the ones winning now and leading the human-centric revolution in marketing. She breaks down how human connection is becoming the real growth engine, h...

Most B2B marketers are stuck proving short-term wins. Not because it drives the best results, but because it’s the only story the numbers can tell. Could this be why long-term growth, brand equity, and strategic influence keep slipping through the cracks? In this episode, Victoria Gamlen , CMO of Boundary Analytics , unpacks the disconnect between brand investment and how we measure success. She e...

Marketing leaders are under more pressure than ever, and many are stuck playing defense. With budgets tightening and short-term wins taking priority, how can CMOs reclaim their seat at the table and drive real business impact? In this episode of Best Story Wins, Michael Duda —partner at Bullish and former agency leader—shares how he’s blending creative and financial capital to back high-growth bra...

Marketers are pumping out more content than ever, yet consumers somehow trust it less than their own data. Impressions are meaningless if you’re not driving impact.  In this episode, Chase Howell , VP of Marketing at InfoTrust , shares the formula of B2B marketing that builds trust, converts, and scales without losing its human touch. From launching bestselling books to ditching digital-only in fa...

Today, anyone can build an AI product on a weekend. To stand out in the market, you must rely on your story.  In this episode, we are joined by Ben Parr , co-founder of Octane AI and Theory Forge Ventures to talk about what separates good companies from great ones: story and speed. Drawing from past experiences building AI products (before LLMs existed), Ben shares insights on how startup founders...

Today, thinking about AI completely replacing humans is impossible. Why? Because it means replacing creativity, context, and more importantly, intuition.  Hiten Shah , serial entrepreneur, investor, and now working on AI at Dropbox , joins Josh and Jason to discuss how smart marketers and builders are using AI as a thought partner rather than a content machine. Hiten also drops hard-earned wisdom...

If your content doesn’t have a ‘so what,’ you shouldn’t bother hitting publish.  Drew Evans , who leads B2B content strategy at Notion , joins the show to talk about why storytelling—not templates, tools, or tired SEO tactics— moves the needle in B2B marketing. Drew makes a strong case for substance over spam by emphasizing the importance of a great writing comeback. He gets candid about what’s br...

If your brand only shows up when a customer has a problem, you’ve already lost the game. In this episode, we sit down with Gabe Larsen , CMO of Kustomer , to tear into what most B2B marketers are getting wrong, and why brand isn’t a “nice to have,” function but rather the differentiator. Gabe drops the kind of no-fluff, first-principles manifesto that B2B leaders need to hear right now: customer s...

B2B marketing doesn't need to be predictable or stale. As people’s attention span is shrinking, shouldn’t B2B content be as vibrant and creative as consumer-focused storytelling? In this episode, Megan Brunner , B2B Content Strategist at Adobe , reveals how brands can level up their storytelling, infuse genuine creativity into their content, and move beyond traditional corporate imagery by applyin...

In today’s world, attention spans are shorter than ever.  With this in mind, marketers need to let go of outdated content tactics to embrace the future of B2B content, and some of the best ways to do this is through the smart use of video and leveraging original insights. In our latest episode of Best Story Wins, we sat down with Laura Wilkinson , Director of Brand Marketing at Vidyard , to talk a...

Most B2B content today feels generic: AI-generated fluff, generic SEO blog posts, and bland corporate jargon no one reads. Meanwhile, the brands that stand out—the ones people want to engage with—are playing a different game. So what’s their secret? In this episode, we sit down with Jenny Thai, Head of Content at Vanta, to dig into how to build a winning brand through content. Drawing from her exp...

The marketers who know how to wield AI as a force multiplier are already outpacing everyone else. Are you evolving fast enough to stay relevant? In this episode, we sit down with Stewart Hillhouse, VP of Content at storyarb, to explore the evolving B2B marketing flywheel—where AI, creativity, and strategy must work together to keep brands growing. Stewart explains why the old approach to content m...

Every brand creates content, but only a few stand out.  AI has made it easier for everyone to produce high-quality content, yet most brands get stuck in a cycle where they're creating good enough content but fail to stand out. What does it actually take to break through? In this episode, we interviewed Ross Crooks of Column Five to explain why the past decade's content playbook is dead. Ross share...

It can be easy to lose sight of the need for deep emotional connections in a world where everyone seems obsessed with AI, automation, and bottom-funnel conversions. But being able to connect authentically with your customers is the lifeline of every business.  In this episode, we sat down with Michael Fitzsimmons , VP of Growth at Mews , who shared how forward-thinking brands reject generic tactic...

The biggest challenge in B2B marketing isn’t so much generating demand, but it’s keeping folks from ghosting you, even long before they enter your pipeline. In this episode, Matt Hogan , VP of Marketing at HG Insights , reveals why B2B buying behavior has radically changed, and how most companies struggle to keep up. He breaks down the rise of shadow buying, the increasing role of CFOs and CIOs in...

About 85% of competing software companies are pretty much the same. The winning companies focus on staying in the 15% that represents an opportunity to truly differentiate, which is also what the company’s goals should be tied to. In this episode, Egan Montgomery , Co-founder and VP of Marketing at Backstroke , reveals how his generative AI-powered platform is changing how email marketing works, b...

Your biggest competitive advantage in B2B isn't your product; it's the story that people tell themselves about your company. Today's winning brands shape the story by balancing giving people the content they want while never resting on their laurels.  In this episode, Obaid Durrani , of Clay , shares his vision for what this means and gives examples of how he's pushing boundaries and reimagining w...

It’s smart, it’s fun, and it might just change how you think about content. In today’s noisy digital world, Autodesk knows how to stand out: by telling stories that truly matter. In this episode, Andrew Gori takes us behind the scenes of Autodesk’s human-centric content strategy, showing how his team connects with audiences in the construction industry. From his journey as an aspiring journalist t...