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Enterprising Minds

Dave Dougherty, Ruthi Corcoran, Alex Pokorny

64 episodes

5 days ago

In this episode of Enterprising Minds, the crew dives deep into how individuals and organizations react to generational shifts, technological change, and the rise of AI. From the cyclical nature of generational stereotypes to the challenges of implementing new tools, the conversation moves seamlessly between home improvement metaphors and enterprise-level AI adoption. With candid anecdotes and sharp insights, Dave, Alex, and Ruthi unpack how resistance to change, magical thinking, and organiz...

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All content for Enterprising Minds is the property of Dave Dougherty, Ruthi Corcoran, Alex Pokorny and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

In this episode of Enterprising Minds, the crew dives deep into how individuals and organizations react to generational shifts, technological change, and the rise of AI. From the cyclical nature of generational stereotypes to the challenges of implementing new tools, the conversation moves seamlessly between home improvement metaphors and enterprise-level AI adoption. With candid anecdotes and sharp insights, Dave, Alex, and Ruthi unpack how resistance to change, magical thinking, and organiz...

Show more...

Episodes (20/64)

Enterprising Minds

Ep 64: Adapting to Change, Tech, and AI in the Workplace

In this episode of Enterprising Minds, the crew dives deep into how individuals and organizations react to generational shifts, technological change, and the rise of AI. From the cyclical nature of generational stereotypes to the challenges of implementing new tools, the conversation moves seamlessly between home improvement metaphors and enterprise-level AI adoption. With candid anecdotes and sharp insights, Dave, Alex, and Ruthi unpack how resistance to change, magical thinking, and organiz...

5 days ago

29 minutes

Enterprising Minds

Ep 63: Is SEO Really Dead in 2025? The Truth About AI & Search

In this episode of Enterprising Minds, Dave Dougherty, Alex Pokorny, and Ruthi Corcoran tackle the enduring question: Is SEO really dead? From the rise of AI-driven search behaviors to the evolving nature of content marketing, the trio explores whether traditional SEO tactics still hold weight or if it's time to pivot entirely. They also dive into AI optimization, legal implications of LLM-generated content, the resurgence of niche marketing, and how the zero-click future of search is i...

2 weeks ago

35 minutes

Enterprising Minds

Ep 62: Hidden Pitfalls of Productivity Hacks & The Future of Work

Dave and Alex tackle the dark side of “productivity hacks” and automation. What they save you upfront can quietly cost you in maintenance, admin, and attention. Dave shares a real-world attempt to automate podcast workflows with Make.com and why he ultimately chose a done-for-you social tool. The duo explores why conceptual computer science matters more than memorizing syntax, how to survive the “first dip” in the learning curve, and the legal/IP risks of AI in bigger orgs. They also debate f...

1 month ago

41 minutes

Enterprising Minds

Ep 61: Brand Hygiene in the Age of AI - Why Old Content Still Matters

Dave and Alex get real about the “AI FOMO” era—why flashy tools and hypey ads won’t fix messy workflows, how automation platforms like Make, n8n, and Zapier actually help (and where they don’t), and what “mullet content strategy” means for brand hygiene and long-term reputation. From meta description fails to the risks of letting employees be your influencers, this episode is a candid, funny, and grounded look at using AI without losing your judgment, your voice, or your weekends. Subscribe t...

1 month ago

28 minutes

Enterprising Minds

Ep 60: Unlocking Productivity With AI - ChatGPT 5, Automations, and Career Growth

In the latest episode of Enterprising Minds, the crew dives into a deep discussion on leveraging ChatGPT-5 and other AI tools to enhance productivity and career development. Alex updates the team on how using ChatGPT to create a 90-day plan has transformed his workflow, while Ruthi discusses setting boundaries to balance work and life effectively. Dave shares insights from his son's basketball camp and the importance of knowing the right questions to ask AI for optimal results. They also touc...

2 months ago

47 minutes

Enterprising Minds

Ep: 59 AI, Authority, and the End of Clicks? The Future of SEO in 2025

As AI continues reshaping the search landscape, SEO isn't dead — it's just evolving. In this episode, Dave Dougherty and Alex Pokorny explore the seismic shifts happening in search engine optimization in 2025. From Google's algorithmic chaos and AI overviews to user trust, content strategy, and the slow return of PR and long-form authority content, the hosts dive deep into what still works, what’s already broken, and how marketers can adapt for the future. Whether you're a digital strategist,...

2 months ago

40 minutes

Enterprising Minds

Ep 58: Marketing Career Transitions

In this episode of Enterprising Minds, Alex, Ruthi, and Dave discuss the rapidly evolving job market for marketers and how you can adapt to it. The discussion explores the amount of times you can expect to get laid off, how many companies you can expect to work for, and how to get the experiences you need for a job if you can't get hired without them. Subscribe to Enterprising Minds on Apple, Spotify, YouTube, or your favorite podcast player. Subscribe to the Pathways Newsletter where we’re...

2 months ago

42 minutes

Enterprising Minds

Ep 57: HR and AI - Feeding the Machine Without Starving Ethics

How do you balance innovation and caution in the age of enterprise AI? In this lively and thought-provoking episode of Enterprising Minds, hosts Dave Dougherty, Ruthi Corcoran, and Alex Pokorny dive into the complexities of AI in HR—from data privacy dilemmas to tool adoption challenges. Should you feed proprietary or personal data into AI tools? What happens when employees bypass official channels? And how do performance reviews and enterprise culture evolve with AI assistance? Tune in to he...

3 months ago

45 minutes

Enterprising Minds

Ep 56: Workflows vs Agentic AI – What's the Real Gap?

In this episode of Enterprise Minds, hosts Dave Dougherty, Alex Pokorny, and Ruthi Corcoran explore the evolving discussion around agentic AI and its current state. They dissect the difference between longstanding automated workflows and the emerging (yet often overstated) promise of agentic AI—technology that can reason, act, and learn independently. Through personal anecdotes, analogies, and real-world examples, they explore the current capabilities and limitations of AI tools, highlighting...

3 months ago

47 minutes

Enterprising Minds

Ep 55: Harnessing AI Tools - Insights, Use Cases, and Future Prospects

In this episode of the Enterprising Minds podcast, co-hosts Ruthi Corcoran and Alex Pokorny dive deep into the evolving world of AI tools. From personal applications, such as sunscreen research and interior design experiments, to professional use cases that revolutionize marketing workflows, they explore the real-world implications of integrating AI into daily life. Alex shares how he builds automated systems using ChatGPT, Google Ads Scripts, and Screaming Frog, while Ruthi reflects on promp...

4 months ago

38 minutes

Enterprising Minds

Ep 54: AI's Tipping Point - Exploring Critical Mass

Welcome to the latest episode of Enterprising Minds! In this episode, the entire crew dives deep into the current state of AI adoption and its impact on work and productivity. Alex kicks things off by asking whether we're near the 'critical mass' point where the widespread access to AI tools like ChatGPT is leading to meaningful output. The team explores their experiences with AI, discussing the shift from staying current with developments to effectively applying the tools in their daily live...

4 months ago

41 minutes

Enterprising Minds

Ep 53: AI Playground - Discovering Creative and Strategic Uses

In Episode 53 of Enterprising Minds, hosts Dave Dougherty and Alex Pokorny take us into the AI Playground — a space where creativity meets strategy. From text-based RPGs and WWII battle simulations to public speaking and marketing strategy, this episode dives into surprising, fun, and impactful ways AI is being used beyond the typical productivity narratives. Hear personal stories, experiments, and expert insights on how AI can augment creativity, leadership, and business innovation. Whether ...

5 months ago

41 minutes

Enterprising Minds

Ep 52: Navigating the World of Freelancing - Business Development and Pricing Strategies

In this episode of Enterprising Minds, Dave, Alex, and Ruthi dive deep into the realities of freelancing—from initial struggles and business development to pricing strategies and the art of building lasting client relationships. Alex shares hard-earned lessons from years in digital marketing and SEO freelancing, revealing how he navigated subcontracting, agency collaborations, and the elusive retainer model. Ruthi brings an outside perspective, raising key questions about overhead, pricing ps...

5 months ago

33 minutes

Enterprising Minds

Ep 51: Corporate Project Survival Guide Strategy Relationships and Resilience

In Episode 51 of Enterprise Minds, Dave Dougherty, Alex Pokorny, and Ruthi Corcoran dive deep into what it really takes to navigate and complete corporate projects successfully. From building smart alliances to managing egos and creating compelling visions, they offer tactical strategies for surviving and thriving in complex corporate environments. Whether you're spearheading a small initiative or leading a large enterprise project, this conversation offers essential advice on making real pro...

6 months ago

44 minutes

Enterprising Minds

Ep 50: Navigating the World of Freelancing - Essential Tips and Advice

Welcome to our milestone 50th episode! In this special episode, we delve into the world of freelancing, inspired by a listener's request. Join hosts Alex, Ruthi, and Dave as they share their personal experiences and expertise in freelancing, from the basics of setting up an LLC, managing finances, and understanding insurance, to practical advice on finding clients and projects. Whether you're considering freelancing or looking to improve your freelance business, this episode is packed with va...

6 months ago

33 minutes

Enterprising Minds

Ep 49: The Interplay of AI, Personalization, and Human Expertise in Business

In Episode 49 of Enterprise Lines, we explore the complex and often misunderstood balance between AI-driven automation and the irreplaceable value of human expertise in today’s business landscape. As AI tools become more sophisticated, businesses face new challenges in delivering truly personalized experiences, especially in the world of B2B commerce. The conversation begins with reflections on upcoming speaking engagements before diving into a candid discussion about AI’s current limitations...

7 months ago

44 minutes

Enterprising Minds

Ep 48: Onboarding in 2025 - Real Talk About Remote Work Challenges

In Episode 48 of Enterprising Minds, we tackle a pressing workplace challenge: effectively onboarding and engaging entry-level employees in an increasingly remote corporate environment. As we approach our 50th episode milestone, we share insights and tips in a coffee talk-style discussion featuring hosts Ruthi Corcoran, Alex Pokorny, and Dave Dougherty. Key topics include the shift toward remote work since 2020, strategies for fostering a welcoming culture, and practical advice for new...

7 months ago

42 minutes

Enterprising Minds

Ep 47: AI vs. Search Engines - Who Wins the Battle for Information?

In this episode of Enterprise Mind, Alex, Dave, and Ruthie dive deep into the evolving landscape of search engines, AI tools, and SEO strategies. They explore the claim that AI search will reduce traditional search engine volume by 25% by 2026, discussing whether AI-powered tools will surpass Google in providing personalized, useful results. The conversation covers the growing challenge of findability, the impact of data privacy laws on search accuracy, and the limitations of keyword-based qu...

8 months ago

45 minutes

Enterprising Minds

Ep 46: The Future of Work - AI’s Impact on Jobs, Marketing, and Business Strategy

Happy New Year! In this episode of Enterprising Minds, hosts Dave Dougherty, Ruthi Corcoran, and Alex Pokorny dive into AI’s evolving role in digital marketing and its ripple effects on job roles. They explore AI-driven automation, the rise of generalist marketers, the impact of AI on corporate versus small business strategies, and how AI is changing content creation, research, and campaign execution. The discussion also covers ethical considerations, AI’s effect on job seekers, and how busin...

9 months ago

47 minutes

Enterprising Minds

Ep 45: From Music to Marketing - The Power of Acknowledging Influences

In this episode of Enterprising Minds, hosts Alex and Dave delve into a reflective discussion on the influences that have shaped their thoughts and strategies in business and marketing. Drawing from his past in the music and guitar world, Dave discusses the idea of openly acknowledging one's influences—a practice he wishes marketers and business professionals would adopt more readily. Alex shares his experiences and challenges in finding useful business literature and the importance of...

10 months ago

35 minutes