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Best Story Wins

Column Five
B2B Marketing
Branding
Marketing
Content Marketing
Customer Experience
Brand Building
Storytelling
AI In Marketing
Artificial Intelligence
Community Building
SEO
Brand Storytelling
Digital Marketing
Marketing Strategy
Brand Marketing
Design
Customer Service
Brand Awareness
Content Creation
Linkedin

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 expe... more

PublishesWeeklyEpisodes131Founded3 years ago
Number of ListenersCategories
BusinessMarketingEntrepreneurship

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Artwork for Best Story Wins

Latest Episodes

Every quarter, someone asks you to prove the rebrand paid for itself in dollars. Bill Kenney's answer after 16 years: you're measuring the wrong thing, and the spreadsheet was never going to save you anyway.

Bill built Focus Lab into one of B2B's sh... more

You're being outshouted. The average person now absorbs 5,000+ messages a day and reaches for their phone 205 times — and the industry's big answer was to staple "AI-powered" onto the homepage and call it a repositioning. That's not building a brand.... more

YouTube

Most marketing teams are drowning in output and starving for meaning. The more they feed the machine, the more the machine becomes the creative director — and somewhere in the noise, the person on the other end of the content stopped mattering.

In t... more

Every week, another round of tech layoffs gets explained away with the same two words: artificial intelligence. Meanwhile, the people making those calls have never once asked whether the cuts make strategic sense — or whether they're just making a nu... more

YouTube

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Recent Guests

Amit Singh
Brand marketer with experience at Adobe, American Express, Starbucks, Nintendo
Independent/Consultant (formerly Adobe, American Express, Starbucks, Nintendo)
Episode: Why Nobody Trusts a Brand They Just Met with Amit Singh
Julianne DeVincenzo
Head of Content Strategy at Optimizely
Optimizely
Episode: The Irreducible Part: Taste, Judgment, and the Stories Machines Can't Tell — with Julianne DeVincenzo & Dan Reid from Optimizely
Dan Reid
Creative Director at Optimizely
Optimizely
Episode: The Irreducible Part: Taste, Judgment, and the Stories Machines Can't Tell — with Julianne DeVincenzo & Dan Reid from Optimizely
Mathew Barnes
Brand leader with IBM HashiCorp background, expert in brand systems and storytelling
IBM, HashiCorp
Episode: Clarity Wins: Why Taste Can't Be Prompted with Mathew Barnes of IBM
Hadassah Pegado Dalisay
Lead content strategy, SEO, and AEO at Outreach
Outreach
Episode: The Death of the Keyword — And What Comes Next with Hadassah Pegado Dalisay of Outreach
Avi Ashkenazi
Senior Product Design Director at Deel
Deel
Episode: In the AI Age, Taste Is the Last Moat with Avi Ashkenazi of Deel
Jon Howell
Guest from Ramp, leading brand experience design
Ramp
Episode: The Secret to Building Products People Fall in Love With with Jon Howell of Ramp
Ryan Hammill
Creative Director at ServiceNow with a background in technology and storytelling
ServiceNow
Episode: The Force Multiplier Most B2B Brands Are Ignoring with Ryan Hammill of ServiceNow
Asher Rumack
VP of Creative Strategy at Column Five
Column Five
Episode: Stop Catching Up. Start Doing Something with Asher Rumack of C5

Hosts

Josh
Host of Best Story Wins, commonly introduces guests and guides the interview.
Ross
Co-host on the show, provides guidance and support during interviews.

Reviews

5.0 out of 5 stars from 26 ratings
  • Great for B2B marketers

    If you’re a B2B marketer, it’s a great podcast to hear perspectives from pros across different industries. (I also appreciate that it’s not 1.5 hours long.) Good info so you can get in and get on with your day.

    Apple Podcasts
    5
    Katy from the Coven
    United States3 years ago
  • Great Guests and Super Imformative

    I really like the collection of guests on this show. Most are CMOs or VPs at well respected tech companies, and it’s really cool to get a peek behind the curtain. Keep it up!

    Apple Podcasts
    5
    Family Band
    United States3 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

High-quality discussions on AI, brand governance, and storytelling.
Great for B2B marketers with concise, actionable episodes.
Guests are CMOs or VPs at tech brands offering behind-the-scenes insights.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

The Irreducible Part: Taste, Judgment, and the Stories Machines Can't Tell — with Julianne DeVincenzo & Dan Reid from Optimizely
Q: What future vision do you have for Optimizely's brand story a year from now?
A year from now, we want clearer brand recall and a distributed narrative that shows how AI works in marketing, with world-class studio collaborations and cinematic storytelling that demonstrates real customer impact and outcomes rather than just product features.
Why Nobody Trusts a Brand They Just Met with Amit Singh
Q: What's your take on AI's role in brand measurement and insights?
AI can dramatically accelerate data collection, trend spotting, and visualization, but human interpretation is essential to translate insights into decisions that align with brand goals.
Why Nobody Trusts a Brand They Just Met with Amit Singh
Q: How do you think about sustaining human-centered storytelling at scale?
The core is to keep the human experience at the center, ensure emotions drive decisions, and use AI to handle scalable tasks while humans guide strategy, empathy, and nuanced storytelling.
The Death of the Keyword — And What Comes Next with Hadassah Pegado Dalisay of Outreach
Q: Can you share how you're using transcripts and proprietary data to drive content strategy and what the future of this approach looks like?
We analyze sales calls, webinars, and community discussions to extract patterns; this informs a signal-driven content strategy, leveraging proprietary data to differentiate and connect content to actual buyer language and needs, with ongoing content retros and quarterly refreshes.
The Death of the Keyword — And What Comes Next with Hadassah Pegado Dalisay of Outreach
Q: How are you approaching the shift to AI search and helping others at Outreach who may not have an SEO background?
We focus on visibility, authority, and execution—building interconnected content ecosystems, using AI to surface buyer questions and operational signals, and tying content to revenue outcomes rather than just keywords.

Audience Metrics

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Frequently Asked Questions About Best Story Wins

What is Best Story Wins about and what kind of topics does it cover?

A marketing and branding-focused show with guests ranging from CMOs to VPs at large SaaS and tech companies. Episodes emphasize building strong brand experiences that align with product, practical AI-enabled workflows for marketing and content, and human-centered storytelling that cuts through corporate noise. Notable strengths include cross-functional collaboration tips, real-world campaigns from enterprise brands, and thoughtful discussions on AI's impact on branding, governance, and agency work. The format tends to mix tactical playbooks with strategic perspective, making it valuable for listeners seeking actionable insights for B2B growth and brand strategy. Potential listeners may appreciate the emphasis on measurable results, customer... more

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Which podcasts are similar to Best Story Wins?

These podcasts share a similar audience with Best Story Wins:

1. Design Better
2. Pivot
3. Pod Save America
4. The Daily
5. The Weekly Show with Jon Stewart

How many episodes of Best Story Wins are there?

Best Story Wins launched 3 years ago and published 131 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Best Story Wins?

Recent guests on Best Story Wins include:

1. Amit Singh
2. Julianne DeVincenzo
3. Dan Reid
4. Mathew Barnes
5. Hadassah Pegado Dalisay
6. Avi Ashkenazi
7. Jon Howell
8. Ryan Hammill

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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