

371: From Generic Training to AI-Personalized Learning at Work with Kimberly Williams, Absorb Software CEO
12.1.2026 | 47 Min.
Send us a textKimberly Williams is CEO of Absorb Software, where she helps over 3,000 organizations deliver smarter learning experiences to 34 million employees. She brings decades of leadership in enterprise tech and now sits at the center of how AI is changing the way people grow at work. In this episode, Kimberly shares how learning becomes more powerful when it’s personalized, embedded in daily workflows, and led by curious teams who treat culture as a competitive advantage.In this conversation, we discuss:How AI is shifting corporate learning from generic training programs to personalized, in-the-flow development tailored to each employee’s needs.Why in-context learning matters more than traditional courses, and how AI coaching inside tools like Slack, Salesforce, or ServiceNow changes how people actually learn at work.What it means to turn L&D teams into AI model trainers who encode company culture, values, and knowledge into coaching experiences.How Absorb Software tracks AI usage across teams and uses dashboards and leaderboards to drive internal adoption.The role of outcome data in modern learning systems, and how tying learning directly to performance metrics changes what training gets delivered.The advice Kimberly gives early-career talent, especially women, about finding roles where their contributions are measurable and their growth is supported by culture, not just credentials.Resources:Subscribe to the AI & The Future of Work NewsletterConnect with Kimberly on LinkedInAI fun fact articleOn how Robert Plotkin addresses LLM regulation and legal advice for entrepreneursOther episodes mentioned on the show:AI as a Liberating Technology: Josh Bersin on Turning Routine Tasks into Superworkers Driving Trust, Creativity, and GrowthDr. John Boudreau, future of work pioneer and former Cornell professor, discusses the new definition of work

370: AI Can Build the Company. Only Humans Can Build the Bond | BARK Co-Founder Henrik Werdelin
05.1.2026 | 41 Min.
Send us a textHenrik Werdelin is a founder and investor who has spent more than a decade building companies at the intersection of culture, technology, and consumer behavior. He co-founded BARK, the public company that redefined how millions of dog parents connect with their pets, and Prehype, the startup studio behind brands like Ro and Audos.In this episode, Henrik explores how founders can embrace AI without losing human connection, drawing from his experience as co-host of Beyond the Prompt and co-author of Me, My Customer and AI.Recognized by Fast Company and Business Insider for his creative impact, Henrik shares a practical perspective on building companies that scale while staying deeply human.In this conversation, we discuss:Why Henrik believes founders must stay close to users and how AI can deepen (not dilute) human connection.What “building companies at the edge of culture” means and why authenticity beats scale when designing for trust.How Henrik and his team use AI to speed up product development without compromising on creativity or purpose.The shift from storytelling to “storylistening” and how paying attention to customer behavior shapes better products.What the best founders get wrong about generative AI and why Henrik advocates for a more mindful approach to adoption.How roles inside companies are evolving in response to AI and what leaders can do to support creative experimentation.Resources:Subscribe to the AI & The Future of Work NewsletterConnect with Henrik on LinkedInAI fun fact articleHow to Use Generative AI to Get Ahead In Your Career

369: Why Trust Is the Currency of Work in the Age of AI with Cisco CPO Kelly Jones
29.12.2025 | 31 Min.
Send us a textKelly Jones is Chief People Officer at Cisco, where she leads the people strategy for more than 84,000 employees worldwide. Over nearly two decades, she has helped make Cisco a global benchmark for workplace culture. In this episode, Kelly explains why trust is the foundation of every AI strategy, how Cisco is equipping managers for an era of augmented work, and what it takes to lead responsibly when the pace of change is this fast.In this conversation, we discuss:Why trust is Cisco’s most valuable workplace currency and how it shapes decisions about AI, culture, and leadership.How AI becomes a co-pilot when employees are given the safety, training, and time to explore new tools at their own pace.What “super leadership” looks like and the four traits Cisco’s CPO believes will define successful managers in an AI-augmented workplace.How Cisco evaluates AI use cases based on disruption, scale, and their potential to enhance the employee experience.Why the real opportunity of AI lies in automating administrative work to give humans more time for purpose, creativity, and connection.The systems Cisco is building to ensure responsible AI use through governance, upskilling, and clear ethical boundaries.Resources:Subscribe to the AI & The Future of Work NewsletterConnect with Kelly Jones on LinkedInAI fun fact articleOn How to Use Generative AI to Get Ahead In Your CareerOther episode mentioned in the show: AI as a Liberating Technology: Josh Bersin on Turning Routine Tasks into Superworkers Driving Trust, Creativity, and Growth

368: Match Humans, Not Keywords: Inside Jobright’s AI Talent Matching with Serial Entrepreneur Eric Cheng
22.12.2025 | 38 Min.
Send us a textEric Cheng is co-founder and CEO of Jobright, the AI career copilot serving more than 550,000 users. After building core backend systems at Box and scaling Fangcloud to acquisition, he turned his focus to fixing what’s broken in hiring. His perspective blends engineering depth with a human-centered approach to matching talent and opportunity.In this conversation we discussed:Why Eric created Jobright after interviewing 150 young professionals and discovering a gap in personalized job search support.How Jobright reframes hiring as a “matching” problem and uses AI to function more like a career coach than a job board.The limitations of keyword-based search tools and how AI enables more nuanced, human-like job matching.Why building trust matters in AI-powered hiring platforms and how Jobright balances efficiency with authenticity and accuracy.What the “learning loop” means for job seekers and why Eric believes the mindset shift matters more than the résumé.How emerging roles like AI operations and forward deployment engineers reflect deeper changes in how organizations adopt and manage AI.Resources:Subscribe to the AI & The Future of Work NewsletterConnect with Eric Cheng on LinkedInAI fun fact articleOn How to raise over $200 million to detect audio deepfakes

367: Inside the Tech Humanist Playbook: Kate O’Neill on AI, Purpose, and Meaningful Work
15.12.2025 | 40 Min.
Send us a textKate O’Neill is a leading voice on AI and tech humanism, known for helping organizations build more meaningful, human-centered futures. She has been featured by outlets like BBC, NPR, and NBC, and serves on the United Nations AI advisory board. A CX Hall of Fame inductee and award-winning entrepreneur, Kate brings a unique blend of optimism and realism to conversations about AI, data, and the future of work. Her latest book, What Matters Next, explores how to make human-friendly tech decisions.In this conversation we discussed:How tech humanism explains the relationship between people, technology, and business, and how leaders can design AI systems that strengthen the alignmentWhy humans project intelligence and agency onto AI tools, and what it takes to build healthy, intentional habits around emerging technologiesPractical ways workers can use AI to elevate their roles rather than fear automationThe role of leadership in creating psychologically safe environments where employees can openly experiment with AI toolsThe risk of designing systems that lead to “automated bureaucracy,” and how organizations can embed meaning into automated experiences at scaleWhy meaning and purpose remain uniquely human, and how future workplaces can evolve by pairing human judgment with increasingly capable AI systemsResources:Subscribe to the AI & The Future of Work NewsletterConnect with Kate on LinkedIn or at KO InsightsAI fun fact articleOn How Unleashing Human Potential with AI



AI and the Future of Work: Artificial Intelligence in the Workplace, Business, Ethics, HR, and IT for AI Enthusiasts, Leaders and Academics