In this energizing final episode of 2025, the Enterprising Minds crew—Dave Dougherty, Alex Pokorny, and Ruthi Corcoran—dive deep into the tech, business, and cultural shifts we can expect in 2026. Revisiting their past predictions with the help of AI tools like ChatGPT and NotebookLM, the trio candidly assesses their wins, misses, and surprising developments. From the evolving role of chatbots to AI-generated coworkers, from the slow death of SEO-centric blogs to the rise of optimization fati...
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In this energizing final episode of 2025, the Enterprising Minds crew—Dave Dougherty, Alex Pokorny, and Ruthi Corcoran—dive deep into the tech, business, and cultural shifts we can expect in 2026. Revisiting their past predictions with the help of AI tools like ChatGPT and NotebookLM, the trio candidly assesses their wins, misses, and surprising developments. From the evolving role of chatbots to AI-generated coworkers, from the slow death of SEO-centric blogs to the rise of optimization fati...
In this energizing final episode of 2025, the Enterprising Minds crew—Dave Dougherty, Alex Pokorny, and Ruthi Corcoran—dive deep into the tech, business, and cultural shifts we can expect in 2026. Revisiting their past predictions with the help of AI tools like ChatGPT and NotebookLM, the trio candidly assesses their wins, misses, and surprising developments. From the evolving role of chatbots to AI-generated coworkers, from the slow death of SEO-centric blogs to the rise of optimization fati...
In this insightful episode of Enterprising Minds, Alex Pokorny and Dave Dougherty dive into the nuanced debate of certifications versus real-world experience in the digital marketing and analytics world. From the shifting skillsets required to stay competitive in analytics to the impact of evolving privacy laws and the rise of AI-driven traffic, this conversation unpacks the layers of modern marketing challenges. The duo also explores how AI is reshaping content discovery and what that means ...
In this heartfelt and insightful episode of Enterprising Minds, Ruthi opens up about a tough professional day and how AI became an unexpected emotional sounding board. Dave and Alex join the discussion to explore the evolving role of AI tools like ChatGPT, Claude, Gemini, and Copilot—not just for productivity, but as personal and professional support systems. From managing workplace frustrations to prompting personal reflection, the team dives deep into how generative AI is transforming daily...
In this episode of Enterprise Minds, Dave Dougherty and Alex Pokorny tackle the ever-evolving world of B2B content strategy. Whether you're stepping into a new marketing role or overhauling outdated content, they explore tactical steps, team dynamics, and AI-driven tools that can streamline your workflow without sacrificing creativity. They discuss how to prioritize content fixes, gather critical internal data, handle internal politics around editing, and embrace AI to boost both operations a...
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...
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...
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...
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...
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...
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,...
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...
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...
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...
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...
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...
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 ...
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...
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...
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...
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...
In this energizing final episode of 2025, the Enterprising Minds crew—Dave Dougherty, Alex Pokorny, and Ruthi Corcoran—dive deep into the tech, business, and cultural shifts we can expect in 2026. Revisiting their past predictions with the help of AI tools like ChatGPT and NotebookLM, the trio candidly assesses their wins, misses, and surprising developments. From the evolving role of chatbots to AI-generated coworkers, from the slow death of SEO-centric blogs to the rise of optimization fati...