HeyJaredThe Sure Oak Podcast
The Sure Oak Podcast—hosted by Nick Fraunfelder—dives into the biggest challenges facing business leaders in SaaS and B2B Services.
- Indexed episodes, last 90 days
- 6
- Latest publication
- Sep 16, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 8, 2026
Latest episodes
Fintech CMO Shares Stories from the Trenches | Ep. 58 (opens the original)
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In this conversation, Nick Fraunfelder and Don Bush talk about why marketing is bigger than advertising and how CMOs can challenge executives without creating unnecessary friction. Don also shares how one customer conversation prevented a multimillion-dollar mistake, why he expects some marketing experiments to fail, and how a $50,000 video game generated major industry attention. If you’re a CMO, marketing director, SaaS leader, or founder trying to build a differentiated brand, this conversati
The Right Way to Bring AI Into Your Business | Ep. 57 AI Companion (opens the original)
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AI gives small businesses the power to compete with much larger companies, but successful adoption takes more than giving everyone access to ChatGPT. In Episode 57, Nick Fraunfelder speaks with Matt Ledom, Alan Shearer and Nate Mansfield of SparkMind about bringing AI into everyday business operations. They discuss how to identify high-value use cases, connect AI safely to company data and give employees room to build without creating unnecessary risk or wasted spend. The conversation also explo
Stop Chasing AI Rankings: Mark Williams-Cook on GEO | Ep. 56 (opens the original)
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In Episode 56 of the Sure Oak Podcast, Nick Fraunfelder speaks with SEO and AI Visibility expert and tech entrepreneur Mark Williams-Cook about what brands should prioritize as search evolves. Mark explains why lasting visibility in ChatGPT, Gemini and traditional search depends on brand authority, trusted third-party validation and a clear competitive position. They also examine the limitations of prompt tracking, the hype surrounding LLMs.txt and why Mark created cats.txt to expose weak assump
Startup Founders Share the Real AI ROI Playbook | Ep. 55 AI Companion (opens the original)
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What is the actual ROI on six-figure AI investments? As boards and executive teams press for an "AI story," many organizations are left wrestling with uneven adoption, unvetted "vibe-coding," and unpredictable token spend.In Episode 55 of The Sure Oak Podcast, host Nick Fraunfelder sits down with product veterans and startup founders Michael Sengbusch (Chief Product Officer, Leading Reach) and Nate Mansfield (Founder, SMB Advisors). Together, they pull back the curtain on what it really takes to
Why Most CEOs Fail (And How to Avoid It) with Shannon Jones | Ep. 54 (opens the original)
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In this episode, Nick and Shannon explore how self-awareness, empathy, and understanding your intrinsic motivations can transform your approach to business and leadership. Shannon Jones is a seasoned private equity professional and executive coach. In this episode, you'll learn: -The importance of identifying your personal strengths and blind spots in ownership -How leadership psychology influences business successThe role of self-awareness in making better acquisition decisions -The significanc
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