Column Five

Best Story Wins

Business EN ↓ 135 episodes

Welcome to “Best Story Wins,” a podcast for marketing and branding professionals looking to unlock their growth potential. Hosted by Column Five—a B2B marketing agency that specializes in brand and content marketing for SaaS companies—each episode features insightful conversations with industry leaders who are winning customers’ hearts and minds by building world-class brands.  Tune in to hear expert insights, hard-won lessons, and key strategies to take your own marketing efforts to the next level.

Author

Column Five

Category

Business

Podcast website

www.spreaker.com

Latest episode

Jul 9, 2026

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Episodes

AI Visibility Is The Only Way to Win with Artem Kubatkin of Attune 15.01.2026

Your SEO traffic isn’t “dipping.” It’s getting mugged in broad daylight by AI Overviews and answer engine output. In this episode, Artem Kubatkin of Attune lays out the uncomfortable new reality: AI assistants are becoming the first stop in the buyer journey—and they don’t “browse.” They decide. Artem breaks down what it really takes to show up inside high-intent AI conversations (and why most bra...

Taste as a Secret Weapon with Jeff Stark of Suki AI 08.01.2026

Your brand isn’t losing to “faster” AI teams. It’s losing to the ones protecting their humanity. As generative tools flood feeds with beige, lookalike creative, the real threat isn’t robots—it’s your team quietly lowering the bar. Are you using AI to unlock better ideas…or to justify shipping forgettable work faster? In this episode, Jeff Stark , Head of Creative at Suki AI , gets brutally honest...

How to Increase Brand ROI Through Scale, Speed, and Quality” with Dan Schwer of Rippling 02.01.2026

Your brand isn’t losing to competitors, it’s getting flattened by “good enough.” In a world where AI can generate passable B2B content in seconds, bland isn’t safe. It’s fatal. In this episode, Dan Schwer of Rippling breaks down what brand actually looks like inside a 6.000-person SaaS company with a creative team of 15. We go straight at the uncomfortable stuff: why “brand vs. demand” is a lazy (...

The Bold Bet Smart CMOs Are Making in 2026 with Sylvia LePoidevin 18.12.2025

Your brand isn’t losing to competitors, it’s drowning in “helpful” content no one remembers. In an AI-everywhere world, bland is broken and volume is just a faster way to disappear. If LLMs can write what you ship in 10 seconds, why would a buyer choose you? This week, Sylvia LePoidevin delivers the reality check B2B marketers have been dodging: content volume is a commodity, brand is the moat. We...

SEO, AEO, and the Return of Good Marketing with Jenna Hannon of Hatter 11.12.2025

Your brand isn’t losing to competitors, it’s getting ghosted by the algorithm. As AI eats search, the “spray and pray” content playbook turns invisible. Are you training the models…or training your team to burn cash? This week,  Jenna Hannon , Founder & CEO of Hatter , drops a State of the Union that B2B marketers need to hear: SEO isn’t dead, AEO (AI Engine Optimization) is here and lazy tact...

Ditching Best Practices: How Courageous Brands Get Remembered with Udi Ledergor of Gong 04.12.2025

Your funnel isn’t broken, but your nerve is. “Best practices” are just average practices with better PR. If every headline, homepage, and hot take sounds the same… what’s the one bold move that makes you unforgettable? In this episode,  Udi Ledergor , Chief Evangelist at Gong and author of Courageous Marketing, torches the safe playbook and helps us build a braver one: a sharp, differentiated POV...

Tomato Sauce and the Stories Behind What We Buy with Andrew Lee of Microsoft 20.11.2025

Marketing is drowning in AI sludge, vanity dashboards, and “spray and pray” content. Your brand is getting lost, not because your product is weak, but because your taste is. In this episode, we sit down with Andrew Lee, Partner Marketing Leader at Microsoft, to torch the illusion that more content equals more impact. Together, we unpack why “brand vs. performance” is a fake fight, why taste is the...

The Feeling of Knowing: Brand in the Age of LLMs, with Ari Yablok of Island 13.11.2025

LLMs are already “deciding” your brand for buyers. Are you shaping that story or letting the machine write it? If your marketing still sounds like everybody else’s, congratulations: you’ve trained the models to ignore you. This week we rip into the hottest B2B reality: AI Engine Optimization (AEO) meets human-only brand. Ari Yablok, head of brand at Island, shows how to beat sameness by sending cl...

Everything’s Changing: How Smart CMOs Stay Ahead with Drew Neisser of CMO Huddles 06.11.2025

Budgets are shrinking, patience is thinner and the CMO seat is a revolving door. Keep playing the old playbook and you’re next. What if the path forward isn’t “more content, faster”, but a hard reset on power, process and what we even call “brand”? In this episode, Drew Neisser , Founder of CMO Huddles , drops a reality check on B2B: CMOs are operating in Antarctica—hostile, short-term, and PE-pre...

Story Is the Moat: How to Build One at Scale with Julien Palliere of Column Five 30.10.2025

Everyone’s racing to “do more with less,” then wondering why everything sounds the same. Budgets shrink, headcount drops, and the AI mandate lands like a memo from Mount Olympus: use it, ship faster, cut costs. Here’s the plot twist: AI isn’t your edge but your point of view is. If your story’s bland, the tech just scales blandness. In this episode, Julien Palliere, AI Strategist at Column Five jo...

Building a Growth Engine That Converts with Nicole Gates of Varonis 23.10.2025

Marketers are hooked on attribution perfection. Meanwhile, your buyers are ghosting and your “AI-powered” campaigns sound like everyone else’s. What if the edge isn’t more dashboards but it’s better judgment? In this episode, Nicole Gates , VP Growth Marketing at Varonis tears up the playbook B2B keeps clinging to. She shows how a “process person” builds a launch machine that actually ships, why t...

The Missing Ingredient to your B2B Strategy with Jess Ellis from Attentive 16.10.2025

When everyone’s chasing quick wins, it’s easy to forget the one lever that compounds everything: brand clarity. But cramming “agentic AI” into your homepage won’t save you, it just makes you sound like the chorus. In this episode, we sit down with Jess Ellis , Head of Brand, Content, Creative & Comms at Attentive , to talk about what it really takes to build a brand that drives pipeline in a c...

The Truth About Category Creation — and Why Most Get It Wrong with Adam Greco of Hightouch 09.10.2025

If your marketing feels harder than it should, you’re not imagining it. So what’s the smarter way forward? In this episode, Adam Greco , Product Evangelist at Hightouch argues for a simpler model: composable CDP. Instead of locking yourself into a monolithic suite, you keep data where it already lives and activate it directly. That means days instead of quarters to get value, and less money wasted...

Community as a Growth Engine with Sandy Mangat of Pocus 02.10.2025

Everyone’s talking about AI, but let’s be honest, most B2B brands still sound like copy-paste corporate speak. The scary part? While you’re stuck writing “safe” content, your competitors are out there building cult followings. On this episode, Jason and Josh talk with Sandy Mangat , Head of Marketing at Pocus , about what it really takes to make people care. Sandy has worked in product, growth, an...

From ABM to Contact-Based Marketing and Building a New Category with Jess Cook of Vector 25.09.2025

Marketers are under constant pressure to prove impact. Often with smaller teams and tighter budgets. The challenge? Balancing brand building with demand generation while keeping content fresh and effective. In this episode, Jess Cook , Head of Marketing at Vector , shares how she’s tackling that balance in real time. Jess talks through practical ways to get more value from every piece you create,...

How Brave Work Actually Gets Approved with Andrew Chen of Hive 18.09.2025

When AI can spin up a logo in seconds and templates are everywhere, it’s fair to wonder: why hire a designer at all? Because people don’t connect with “good enough.” They connect with taste, the kind that feels intentional, lived-in, and real. In this episode, Andrew Chen , Head of Brand Design at Hive , makes a simple case: tools help, but taste wins. He talks about how skating and the hardcore s...

How to Build Brands That Break the Rules and Win with Scott Smith of Intercom 11.09.2025

When everyone’s shouting that they’re “#1 in AI,” how do you actually stand out? Sometimes, the move isn’t a flashy campaign—it’s just saying what you mean, clearly and confidently. This week, we sit down with Scott Smith, VP of Brand at Intercom and the creative mind behind Fin, their new AI agent. Scott speaks about how they built a brand that breaks the rules—ditching rigid style guides for som...

Building Brands People Actually Care About with Steph Bowker of Metaview 04.09.2025

With everyone talking about AI, it’s easy to feel like your brand has to shout just to be heard. But sounding like everyone else isn’t the answer, it’s a missed opportunity to connect in a meaningful way. In this episode, we sit down with Steph Bowker , Head of Marketing at Metaview, to talk about what it really takes to stand out in today’s crowded B2B landscape. Steph shares her honest perspecti...

The Marketer’s Guide to Modern Storytelling with Roman of Sifflet 28.08.2025

Maybe it’s not a content problem. Maybe it’s a clarity problem. With AI-generated posts flooding every channel and SEO playbooks changing by the week, B2B marketers are creating more content than ever—yet somehow, it’s hitting with less impact. So what actually sets a brand apart today? It might come down to something deceptively simple: better storytelling. In this episode, Roman, Head of Marketi...

How to Turn Marketing into Entertainment with Chris Cunningham of ClickUp 21.08.2025

Everyone’s chasing AI—but what if the real magic in B2B is a rap video, a meme, and two actors with a camera? While most brands stick to safe, polished playbooks, Chris Cunningham is building ClickUp’s marketing like it’s a full-blown media company—and it’s working. In this episode, he takes us behind the scenes of how their small but mighty team racked up 200 million+ impressions by leaning into...

Bold Moves That Build Real Brands with Bill Macaitis of SaaS CMO Pro 14.08.2025

Let’s be real: most B2B brands are stuck on repeat. Same buzzwords, same bland websites, same tired playbooks. And in a sea of sameness, nobody stands out. So how do you make people actually care? In this episode, we sit down with Bill Macaitis , founder at SaaS CMO Pro . Bill pulls back the curtain on what’s broken in B2B marketing and how to fix it. Spoiler: it’s not another lead-gen campaign or...

Building Trust in a Noisy World with Kelly Phillips of Faire 07.08.2025

We’re creating more content than ever—but at what cost to meaning and connection? In this episode, Kelly Phillips —VP of Brand Marketing at Faire , and former brand leader at Airbnb, YouTube, and Google—shares what it really takes to build a brand that people trust and feel connected to. We talk about what makes brand matter in the age of AI, how to build trust on both sides of a marketplace, and...

Building B2B Brands with Authentictiy with Kevin Branscum of Typeform 31.07.2025

If your brand doesn’t spark a feeling, it’s already forgettable. In a world where every product looks the same, the only thing that truly sells is vibe. B2B marketing is broken. Everyone’s selling the same tools with the same bland copy—and in the AI era, product parity is only getting worse. So how do you stand out when sameness is the default? You build a brand people actually feel something abo...

The Quiet Revolution Behind B2B Brand Wins with Deanna Adams of Dropbox 24.07.2025

Too often, B2B brands chase clicks that don’t lead to real results. The fix? It’s not more ad spend—it’s aligning your systems and strategy. In this episode, Deanna Adams , Senior Director of Integrated Campaign Marketing at Dropbox , reveals how to actually make your brand show up across the entire customer journey—not just in a 15-second pre-roll. Deanna shares how her team re-engineered Dropbox...

How to Rebuild a Legacy Brand from the Ground Up with Carla Weis of Docusign 17.07.2025

Great brands don’t just evolve—they outgrow their origin stories. Docusign made the signature famous. Now it’s on a mission to make agreements iconic—and that meant blowing up the brand as the world knew it. In this episode, Carla Weis , VP of Brand and Creative at Docusign , shares the bold, strategic, and fast-paced four-month overhaul behind one of the most successful B2B rebrands in recent yea...

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