Leadership In The AI Era with Will Cady

Leadership In The AI Era with Will Cady

In this episode of The AI Chicks, Lana Hout and Aisha Corpas Wynn sit down with Will Cady, founder of Heal Movement and former Reddit executive known as the “Shaman of Reddit,” to explore the future of leadership, culture, and human connection in an AI-powered world. Will shares why the most effective leaders of the future won't simply know how to use AI—they'll understand how to create meaning, foster trust, and build alignment during times of rapid change. Together, they discuss the evolving relationship between humans and machines, the growing importance of storytelling and the humanities, and why emotional intelligence may become one of the most valuable leadership skills in the AI era. The conversation also tackles the difficult questions organizations are facing around bias, ethics, moral responsibility, company culture, and decision-making as AI becomes increasingly integrated into everyday work. From leading through uncertainty to treating AI as a collaborator rather than just a tool, Will offers a thoughtful roadmap for leaders navigating one of the most significant technological shifts in history. Whether you're an executive, entrepreneur, manager, or emerging leader, this episode provides valuable insight into how to lead with clarity, purpose, and humanity in the age of artificial intelligence. 00:00 Importance of the humanities 04:18 Moving to LA and joining Reddit 06:56 Aligning with Online Communities 10:42 Understanding cultural language in leadership 15:50 AI-driven business growth 17:25 Balancing creativity and routine tasks 22:37 The importance of emotional intelligence 24:28 Challenges with AI in the workplace 27:18 AI fluency for business leaders 32:58 Understanding Department Communication 36:15 Building and Sharing Context 39:10 Discussing the value of humanities 40:53 Technology reflecting human complexity Learn more about your ad choices. Visit megaphone.fm/adchoices [https://megaphone.fm/adchoices]

The Next Wave of AI Wealth with Lakeisha Landrum Pierre (TechCon Partnership)

In this special episode of The AI Chicks, presented in media partnership with TechCon, Lana Hout and Aisha Corpas Wynn sit down with Lakeisha Landrum Pierre, co-founder of Emmeline Ventures, to explore the next wave of AI-driven wealth creation and what it means for founders, investors, and everyday professionals. As a venture capitalist investing in transformative companies across women’s health, fintech, and emerging technologies, Lakeisha shares her perspective on how artificial intelligence is reshaping industries, redefining opportunity, and creating entirely new pathways to economic empowerment. Together, they unpack whether AI will become the great equalizer—or further widen existing gaps—and what individuals can do today to position themselves on the right side of this technological shift. The conversation dives into the mindset shifts required to thrive in the AI era, the evolving investment landscape, and why innovation demands diverse voices at the decision-making table. Lakeisha also shares insights on how entrepreneurs—especially women and underrepresented founders—can identify opportunities, attract capital, and build lasting value in an AI-powered economy. Recorded in collaboration with TechCon, one of Southern California’s premier technology and innovation conferences, this episode highlights the leaders, investors, and visionaries shaping the future of AI, entrepreneurship, and emerging technologies. Through this partnership, The AI Chicks continues its mission of making high-level AI conversations accessible, actionable, and inclusive for innovators at every stage of their journey. Whether you’re a founder, investor, creator, or simply curious about where AI is headed next, this conversation will challenge you to think bigger about what’s possible—and how to claim your place in the next wave of wealth creation. #AI #TechCon #TheAIChicks #ArtificialIntelligence #VentureCapital #WomenInTech #AIInvesting #StartupFunding #Innovation #FutureOfWork #Entrepreneurship #WealthBuilding Learn more about your ad choices. Visit megaphone.fm/adchoices [https://megaphone.fm/adchoices]

Navigating the AI Gold Rush with Delilah Panio (In Partnership with TechCon)

Delilah Panio is the VP of US Capital Formation at the Toronto Stock Exchange and a leading expert in global capital markets. In this special episode of The AI Chicks, hosted in media partnership with TechCon, Lana Hout and Aisha Corpas Wynn sit down with Delilah to unpack the realities behind today’s AI gold rush — what truly gets investors excited versus what’s simply hype. Together, they explore the massive shift from VC-fueled AI application bets to the growing race toward infrastructure, compute, and enterprise-scale AI investments. Delilah shares insider insight into what investors are looking for in today’s market, how government and defense funding are influencing the future of AI, and the evolving expectations founders must navigate to build sustainable companies in a rapidly changing landscape. The conversation also dives into fundraising strategies, the unique challenges and opportunities facing women founders in AI, and why representation at the decision-making table matters more than ever as the next era of technology is being built. This episode is presented in partnership with TechCon — a leading technology and innovation conference bringing together founders, investors, executives, and industry leaders shaping the future of AI, emerging technology, and global business. Through this collaboration, The AI Chicks continues its mission of making high-level AI conversations more accessible, inclusive, and actionable for the next generation of innovators. 00:00 Working at Toronto Stock Exchange 03:57 Investor trends in AI markets 08:39 AI infrastructure and sustainability 12:03 Predicting future demand for AI 15:36 Advice for raising capital 18:32 Challenges for founders 21:46 Funding trends 24:00 Investing in women-led AI companies 26:06 Changing women's conversation topics 29:55 Exploring capital options for founders #AI #TechCon #ArtificialIntelligence #VentureCapital #AIFounders #TheAIChicks #WomenInTech #FutureOfAI #CapitalMarkets #AIInvesting #StartupFunding #TechPodcast Learn more about your ad choices. Visit megaphone.fm/adchoices [https://megaphone.fm/adchoices]

The Rise of Digital Labor with Jesse Anglen

In this episode of The AI Chicks, Lana and Aisha chat with Jesse Anglen, CEO of Rapid Innovation, to break down the rise of AI agents, digital labor, and what businesses are getting wrong about artificial intelligence. From AI coworkers and autonomous workflows to the evolution of software development, Jesse explains the real difference between chatbots, automations, and true AI agents — and why this shift could completely reshape productivity, hiring, and modern business operations. Whether you’re a founder, creative, operator, or simply trying to understand where AI is heading next, this conversation offers a practical and eye-opening look at the future of work. #AI #AIAgents #FutureOfWork #ArtificialIntelligence #DigitalLabor #TheAIChicks #AIWorkforce #BusinessAI #ClaudeAI #Automation #TechPodcast 00:00 Translating ideas for developers 07:57 Introducing Claude Cowork AI Tool 10:58 Understanding AI misinterpretations 17:06 Different levels of software agents 26:35 Automating the naming process 32:28 Using AI in the workplace 38:16 Junior developers embrace AI coding 42:21 AI leveling the playing field 44:20 Using AI to streamline service calls 51:42 Human oversight in AI discussions 59:14 The future of meaningful work 01:00:23 Personalized learning and meaningful careers Learn more about your ad choices. Visit megaphone.fm/adchoices [https://megaphone.fm/adchoices]

The Reinvention of Humanity w/ Nikki Barua

Meet Nikki Barua, the CEO and co-founder of Flip Work, renowned for her trailblazing leadership in digital transformation and driving innovation at the intersection of technology and humanity. In this powerful episode of The AI Chicks, Nikki shares her inspiring journey of continual reinvention, from immigrating to America to leading corporate giants through tech evolution, to now building companies that help others thrive in the AI era. We dive into the concept of "agentic human reinvention," exploring how humans can harness AI as a collaborator instead of a competitor, and what it looks like to amplify our uniquely human strengths in an age of exponential change. Nikki unpacks the fears and realities of AI-driven job disruption, the importance of adaptability and lifelong learning, and why diversity and participation are crucial in shaping ethical, bias-aware AI. With wisdom and optimism, she encourages listeners to lean into their innate talents, take action, and continuously adapt—making this episode a masterclass in future-proofing your career and purpose in the age of AI. Learn more about your ad choices. Visit megaphone.fm/adchoices [https://megaphone.fm/adchoices]