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Radically Transparent

Radically Transparent, presented by Oktopost, is a podcast geared towards the modern-day B2B marketer. Host Jennifer Gutman and her guests are a mixture of renowned marketing and sales leaders from B2B marketing organizations around the globe. Each episode shines a light on the inner workings of B2B leadership-- including what keeps successful CEOs, CMOs and VPs up at night, professionally. The conversations are real, raw and authentic all while revealing to listeners the unfiltered,…

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How to prove the ROI of executive branding (Without the attribution headache) with Ross Simmonds

In this episode of Radically Transparent , Ross Simmonds, CEO and Founder of Distribution.ai, stops by to explore what it really takes to scale executive branding with AI while keeping every post authentic and measurable. Ross explains how marketers can use AI to increase output without sacrificing an executive's unique voice, including practical techniques like creating an "anti-AI-isms" document…

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How to build a “Marketing Brain” using Claude with Anna Fisher

Are you drowning in the nonstop pressure to adopt AI while staring down an aggressive quarterly pipeline goal? You aren't alone. In this episode of Radically Transparent, Anna Fisher, CMO of Kustomer, pulls back the curtain on how she is steering her marketing, SDR, and partnership teams to integrate AI into their day-to-day workflows without losing the strategic thinking that drives revenue.Anna…

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Employer branding that actually drives hiring results with Daniel Callaghan

What really makes top talent choose and stay at your company? Daniel Callaghan, Global Employer Brand Manager at Payoneer, breaks down the human side of employer branding and how B2B companies can turn connections into lasting engagement on this episode of Radically Transparent.Marketing leaders will find particular value in Daniel's take on employee advocacy. He explains why HR professionals and…

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Is your brand LLM-ready? The death of the funnel with Lisa Vecchio

The traditional B2B funnel isn't just dying, it’s being rewritten by LLMs as a B2B marketing AI strategy that prioritizes brand equity and discoverability. Lisa Vecchio, Senior Director of Marketing at Veed, joins the Radically Transparent podcast to discuss why the C-suite is spiraling into 'AI anxiety' and why your SEO strategy might be obsolete by next quarter.

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How to architect B2B influencer marketing for pipeline, not just impressions, with Justin Levy

Influencer marketing is not a brand play in B2B. It's a revenue engine. Host Jennifer Gutman⁠ sits down with B2B marketing leader and author Justin Levy⁠ to reveal how to architect influencer programs that drive pipeline, prove ROI, and secure lasting budget.

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How leading law firms stand apart with Roy Sexton

Vedder CMO, Roy Sexton , unpacks the tension many legal leaders face: the desire to differentiate while staying within the industry’s comfort zone. He shares how a “work with the willing” mindset helps drive change from within, turning hesitation into momentum. The result is not louder marketing, but more intentional positioning that aligns culture, leadership, and brand. A thoughtful conversation…

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Rebranding starts with listening (AI can help), with Michael Yehoshua

CMO of WiseStamp, Michael Yehoshua, shares why rebrands don’t fail because of bad design, but because marketers stop listening. In this episode of Radically Transparent , he explains how customer conversations became the foundation of WiseStamp’s magnificent rebrand. Michael also breaks down how AI in rebranding works best when it’s used to listen, not just create, offering a practical,…

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The truth about AI readiness in B2B marketing with Shaun Ma

Most B2B teams are racing to adopt AI but few are structurally ready for it. In this episode, Shaun Ma, VP of Digital Customer Engagement at Schneider Electric, joins Jennifer Gutman to break down the real AI readiness gap in B2B marketing. From unused data and fragmented tech stacks to unclear ownership and outdated AI habits, Shaun reveals why “plug and play” doesn’t exist in B2B and what CMOs…

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How to become the AI architect of your marketing organization with Archana Dhankar

Archana Dhankar, a Global Marketing & AI Leader, a LinkedIn Top Voice, a TEDx Speaker, a Top 10 Marketing Influencer, and a B2B Social Media Rising Star, unpacks what it means to be a true AI architect in B2B marketing. For any B2B marketing leader aiming to lead with confidence in an AI-first world, Archana’s message is clear: you must become the AI architect of your organization. This episode is…

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The Human-AI partnership: Why consistency is the future of customer experience with Tori Jeffcoat

Gainsight’s Director of Product Marketing, Tori Jeffcoat, unpacks the future of customer experience. Discover why delivering a consistent, unified experience across every touchpoint is the ultimate goal, and how AI can be a powerful partner in achieving it.

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