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

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Dave Kellogg is a leading voice in enterprise software, SaaS metrics and go-to-market strategy. A four-time guest on AI and the Future of Work, Dave brings decades of hands-on experience inside SaaS companies to challenge how leaders think about growth, metrics, and execution. He is an Executive-in-Residence at Balderton Capital and the author of Kellblog. His perspective is shaped by years spent leading and advising software businesses from early stages through scale.

In this conversation, we discuss:
Why Dave argues that we are increasingly working for the algorithm, not the other way around, and how that shift shows up in SEO, productivity, and workplace behavior.
Why SaaS is not dying but is under real pressure, and how claims that companies can easily replace systems like Salesforce or Workday misunderstand how enterprise software actually works.
How AI changes jobs by pushing work up the value chain rather than simply eliminating roles, and why history suggests societies adapt faster than we expect.
Why trust becomes more valuable as AI floods the world with low-quality content, and how brands, creators, and leaders must earn credibility in an era of front-run information.
What the move from the Rule of 40 to the Rule of 60 signals about today’s market, and why many mid-scale SaaS companies now face uncomfortable strategic choices.
How venture capital is becoming more financialized, what that means for founders, and why AI may accelerate the shift toward larger funds, bigger bets, and fewer safety nets.
Episode Chapters
00:00 Why Dave Kellogg’s Annual SaaS Predictions Matter More Every Year
03:53 Working for the Algorithm, Not the Other Way Around
06:10 “Death of SaaS”: Why Enterprise Software Isn’t Going Away
08:56 Why Enterprise Software Is Built to Last
11:51 AI and Jobs: Why Work Disappears Differently Than We Expect
16:31 The New Jobs AI Creates and Why Humans Stay Essential at Work
19:22 Why Trust Becomes the Most Valuable Currency in an AI-Driven World
24:23 Why AI Forces Us to Rethink Trust, Media, and Credibility
27:57 Why the Rule of 60 Is Replacing the Rule of 40 for Startups in 2026
33:44 How Venture Capital Is Becoming a Financial Services Business
41:47 Why Silicon Valley’s New Willingness to Take Political Positions Surprised Many Founders
45:57 What the Grateful Dead Can Teach Us About Business, Creativity, and Legacy

Resources:
Subscribe to the AI & The Future of Work Newsletter
Connect with Dave Kellogg on LinkedIn
Kellblog Predictions for 2026
AI fun fact article
On How AI is Making Networks Smart
Previous episodes in AI & The Future of Work featuring Dave:[2025] 324: 2025 predictions with Dave Kellogg: The Future of AI, SaaS, and Business
[2024] Dave Kellogg, SaaS whisperer and EIR at Balderton Capital, predicts the future of AI, Silicon Valley, and venture capital
[2023] Special episode: Dave Kellogg, serial CEO, investor, and SaaS pioneer, shares his (provocative) tech predictions for 2023

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Lynn Thoman is a professor at Columbia University’s School of International and Public Affairs and the founder of 3 Takeaways, a top 1% global podcast known for distilling big ideas from influential leaders shaping policy, business, and society. 

Drawing on experience across corporate strategy, public sector advisory work, and board service at institutions such as the Brookings Institution and Harvard’s Kennedy School of Government, Lynn brings a cross-sector lens to how AI is reshaping decision-making, learning, and human potential.
In this conversation, we discuss:
Why AI is best understood as an amplifier of human capability, especially in leadership, where judgment and choices matter more than technology.
How the real upside of AI is giving people more space for imagination, empathy, and meaningful human connection.
How to prepare students and professionals for an AI-shaped job market by prioritizing learning paths, adaptability, and relationships over fixed career tracks.
Why the biggest risks of AI come from small, hard-to-detect changes in data or models that can create serious downstream harm.
How AI is pushing education, work, and leadership back toward core human skills like judgment, curiosity, and imagination.
Where cautious optimism comes from, including AI’s potential to expand access to knowledge, healthcare, and opportunity when used with care.
Resources:
Subscribe to the AI & The Future of Work Newsletter
Connect with Lynn on LinkedIn
AI fun fact article
On How genAI studios launch AI-first companies
Other podcast episodes mentioned on the show:
On reinventing the academic curriculum for MBAs with Dave Marchick, Dean of the Kogod School of Business
From 3 Takeaways:The Genetic Revolution Has Begun - George Church on What Comes Next
The Transforming Power of Hospitality in Business: Setting the Table with Union Square Hospitality Group Founder & CEO Danny Meyer

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Every January 24, the world celebrates the International Day of Education, a reminder that learning remains one of the most powerful drivers of opportunity, mobility, and social progress.
In this special compilation episode of AI and the Future of Work, we revisit conversations with education leaders, university deans, and workforce innovators exploring how AI is transforming learning, access, credentials, and lifelong education.
From academic integrity and digital classrooms to reskilling and future-ready education models, this episode highlights one essential truth: technology can accelerate learning, but education must remain human-centered.

Featuring insights from:
Chris Caren (CEO, Turnitin) - Listen to the full conversation here: https://aiandthefutureofwork.buzzsprout.com/520474/episodes/15780222 
Marni Baker Stein (Chief Content Officer, Coursera) - Listen to the full conversation here: https://aiandthefutureofwork.buzzsprout.com/520474/episodes/17359747 
Dave Treat (Chief Technology Officer, Pearson) - Listen to the full conversation here: https://aiandthefutureofwork.buzzsprout.com/520474/episodes/17557154 
Dave Marchick (Dean, Kogod School of Business, American University) - Listen to the full conversation here: https://aiandthefutureofwork.buzzsprout.com/520474/episodes/17119724 
Gary Bolles (Chair for the Future of Work, Singularity University) - Listen to the full conversation here: https://aiandthefutureofwork.buzzsprout.com/520474/episodes/9236086 
What You’ll Learn:
How AI is reshaping education and digital learning models
Why academic integrity matters more than ever in the age of generative AI
How universities and platforms expand access to global education
Why lifelong learning and reskilling are becoming essential career skills
How educators prepare students for future work and leadership
Which human skills remain critical in an AI-driven economy
Inspired by something you heard?
Share this episode with someone passionate about education and the future of learning. And don’t forget to subscribe for more conversations with the leaders shaping the future of work.
Other special episodes: 
Lessons from Four Unicorn CEOs Disrupting Massive Markets with AI (Special Episode)
Artificial General Intelligence: Can Machines Really Think Like Us? (Special Episode)
Ethical AI in Hiring: How to Stay Compliant While Building a Fairer Future of Work (HR Day Special Episode)
AI and the Law: How AI Will Change Legal Careers (Special Episode)
AI and Safety: How Responsible Tech Leaders Build Trustworthy Systems (National Safety Month Special)
Lessons from Leaders: How AI Is Redefining Work and the Human Experience (Labor Day Special Episode)
365: What We’ve Learned from 364 Expert Conversations (Special Episode)

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Amit Bendov is the co-founder and CEO of Gong, the revenue AI platform he started in 2015 after realizing that traditional CRM systems tracked outcomes but failed to explain why deals were won or lost. That insight led him to focus on customer conversations as the missing source of truth in sales. Since its founding, Gong has raised more than $580 million and reached a valuation of $7.25 billion. Today, Gong helps sales teams reduce manual work, improve performance, and better understand what customers are actually saying.
In this conversation, we discuss:
Why traditional CRM systems track what happened but fail to explain why deals are won or lost, and how that gap led to the rise of Revenue AI as a new category.
How Gong’s Revenue AI differs from CRM by analyzing sales conversations, reducing manual admin work, and actively helping sellers prepare, follow up, and improve performance in real time.
The emotional cost of sales work, and how using AI to remove administrative burden improves both sales results and seller job satisfaction.
What it takes to build trust in AI tools that analyze customer conversations, including data stewardship, transparency, and delivering clear value to sellers.
How an AI-first product vision can exist years before the technology is ready, and what it means to design systems for autonomy rather than simple automation.
The reality behind “overnight success,” including early product-market fit tests, paid pilots that felt risky, and navigating growth slowdowns without abandoning the original vision.
Resources:
Subscribe to the AI & The Future of Work Newsletter
Connect with Amit on LinkedIn
AI fun fact article
On How AI Is Changing Finance: Data Challenges, Collaboration, and Future Trends with Mike Schuster
Other episode mentioned in the show:On AI Design Philosophy and Building the Anti-PowerPoint with Grant Lee, CEO of Gamma

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Kimberly 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 Newsletter
Connect with Kimberly on LinkedIn
AI fun fact article
On how Robert Plotkin addresses LLM regulation and legal advice for entrepreneurs
Other episodes mentioned on the show:AI as a Liberating Technology: Josh Bersin on Turning Routine Tasks into Superworkers Driving Trust, Creativity, and Growth
Dr. John Boudreau, future of work pioneer and former Cornell professor, discusses the new definition of work