Edge Cases: The Human Side of AI
Edge Cases are observations that aren't well represented in training data - the moments where AI systems fall short and human intelligence takes over. Hosted by Frazer Anderson, Managing Director at Link Ventures, this podcast explores the stories that lie on the frontier of what AI can do - and where its capabilities are rapidly expanding. Our guests are exceptional practitioners, technologists, investors, and entrepreneurs shaping the future of artificial intelligence. Like the technical challenges they tackle every day, they too are Edge Cases.
Episodes
32 episodes
#32 | Concentration, pivots, SaaSpocalypse with Patrick Salyer — Mayfield (68)
If agents are eating the systems of engagement, what is actually left to defend — and who gets to defend it?The conversation covers:The SaaSpocalypse thesis in Patrick's own words — multiples from 7–8x to 40x to 2–3x in under...
#31 | AI Exponentials, Enterprise Adoption, and the Next Cycle of Productivity with Conor Twomey (Co-Founder & CEO, AI One) and Ray Wang (Co-Founder, Constellation Research)
Can AI really reorder how business works - not just automate tasks, but redefine entire markets? In this episode, Frazer Anderson sits down with two leading thinkers - Conor Twomey and Ray Wang. They discuss: ...
#30 | Building the Backbone of the AI Economy - What It Takes to Deliver Hyperscale Compute with Éanna Murphy - CEO & Founder of Montera Infrastructure
As AI shifts from training to inference, founders, investors and VCs face a new frontier: the physical infrastructure that enables massive compute. In this episode, Frazer and Éanna discuss:
#29 | Redefining The Competitive Edge, Venture Discipline, and the Future of Vertical AI with Annelies Gamble - Partner at Zetta Ventures
As the wave of AI-enabled vertical SaaS startups rises, founders face critical questions: How do you attract the right investor who deeply understands your market? What makes a true vertical AI company stand out in a saturated landsca...
#28 | Vestigo Ventures' 2025 Predictions: The AI Tsunami, Investing, and Exits
AI is reshaping the financial services industry faster than ever—but what does that mean for subsectors like WealthTech, investing, and the future of exits? In this recording of the Vestigo Ventures' Future of FinTech Webinar, Frazer is ...
#27 | AI, Energy, and The Global Power Shift: Ray Wang on China's Robot Economy, Enterprise AI, and the Future of Automation
What does China's race to zero-cost energy mean for AI, automation, and the future of global business? In this episode, Frazer and Ray discuss: > How China's energy strategy...
#26 | Insights from Founders on AI Innovation with David Blundin & Frazer Anderson
Ned Koh of Aaru, Guy Assad of Clerkie, and Samir Dutta of F...
#25 | From Marvin Minsky to Daniela Rus, Leading The World's Most Historic AI Lab & Building A Better Future With Intelligent Machines
Daniela Rus, Director of MIT's CSAIL, joins Frazer to explore the intersection of leadership, innovation, and the transformative potential of AI. In this episode, they discuss:
#24 | Leveraging Data to Revolutionize Insurance Compliance & Risk Management with Ashwin Agarwal - CEO & Co-Founder at Advocate
What does it take to turn a bold vision into a transformative business, especially in a complex, data-driven industry like insurance? In this episode, Frazer and Ashwin discuss: >...
#23 | Delivering AI Solutions to the Enterprise with Conor Twomey - Co-Founder & CEO at AI One
How can businesses leverage AI to create data-driven solutions and scale efficiently in today's competitive FinTech environment? In this episode, Frazer and Conor discuss: > How AI...
#22 | The State of the Union and AI with Vestigo's General Partners, David Blunding and Mark Casady
In this recording from our 2024 Annual General Meeting, Dave and Mark discuss: The importance of early career diversity and gathering varied experiences before sp...
#21 | Building a Capital-Efficient Business in the Age of AI with Vestigo Portfolio Founders
In this recording from our 2024 Annual General Meeting, Ian Sheridan, Managing Director at Vestigo Ventures is joined by Vestigo portfolio founders in a panel on building capital-efficient businesses in today's rapidly evolving techno...
#20 | The 10-Year Founder Journey to Becoming a Unicorn with Alloy Co-Founder & CTO, Charles Hearn
In this recording from our 2024 Annual General Meeting, Mark and Charles discuss: The importance of deep relationships among co-founders in shaping company cultur...
#19 | Leading Technology Organizations in Financial Services & The FinTech Opportunity Set Today with Kris Hansen - CTO at Sagard
Ever wondered how to navigate the complexities of FinTech innovation and leverage AI for your startup's success? In this episode, Frazer and Kris discuss: > Building and scaling FinTech startups, incl...
#18 | Exploring the Intersection of Growth Equity, FinTech, and AI with Matt Alfieri - Partner at Centana Growth Partners
Curious about the evolving landscape of growth equity investments in the FinTech sector and the role of AI in shaping the future of finance? In this episode, Frazer and Matt discuss:
#17 | AI Disruption: Enterprise Dynamics, The Power of Open Source, and Redefining Geopolitics with Ray Wang - Co-Founder of Constellation Research
How is AI reshaping geopolitical complexities and the competitive landscape of enterprise? In this episode, Frazer and Ray discuss: > The complexities of AI markets, from navigati...
#16 | AI's Role in Shaping Future Businesses & Bringing Artificial Intelligence to the MSP Community with Jimmy Hatzell - CEO of Hatz AI
What role does AI technology play in shaping the businesses of the future? In this episode, Frazer and Jimmy discuss: > What it takes to build an AI business on today's most cuttin...
#15 | Decoding SaaS KPIs: Marrying Data & Business Tactics with Victor Cheng (CEO Coach) & Vipul Shah (Co-founder & CEO at SaaSWorks)
Victor Cheng is a CEO Coach and independent board member for founders of SaaS companies. He has been featured as a business expert by major media outlets including MSNBC, TIME magazine, and The Wall Street Journal, Victor is a former ...
#14 | Navigating the AI Revolution in FinTech with Vestigo Ventures' Co-Founders and General Partners, Mark Casady & Dave Blundin
In this exclusive interview from our Annual General Meeting this past October, Frazer Anderson sat down with general partners Mark Casady and Dave Blundin to discuss the profound differences between blockchain and AI, with a focus on the transf...
#13 | Lessons from Decades of Tech Investing as a Hedge Fund Manager with Scott Alberi - Fc Centripetal, Point72, Eminence Capital
Scott J. Alberi is a founder of Fc Centripetal and has been an institutional technology investor since 1999. As a professional institutional investor for over 20 years, Scott has researched, analyzed, advised, and invested in hundreds of public...
#12 | Building Trust & Transparency in Venture Debt Financing with John Markell - Managing Partner at Armentum Capital
John Markell has over 20 years technology industry experience having worked as an engineer, project manager and investment banker. His career in finance began at JP Morgan in New York and he has worked in New York, Toronto, London, and San Fran...
#11 | Redefining Payment Terms in Global Markets with Oliver Belin - Founder & CEO at Calculum
Oliver Belin is a thought leader in Supply Chain Finance with over 13 years of experience in this sector. He is the CEO of Calculum.ai, a company leveraging AI to generate Free Cash Flow by optimizing payment terms. During his career,...
#10 | From Military to Startup: Revolutionizing Compensation Management with Peter McKee - Co-Founder & CEO at Aeqium
Peter McKee is the co-founder & CEO of Aeqium, a total compensation management platform. Prior to founding Aeqium, he spent his career leading teams as an engineering manager in the tech industry and as a cyber warfare officer in the ...
#9 | Cyber Protection for MSPs with Austin McChord & Carlson Choi - Co-Founders of Cork
Austin McChord is a relentless entrepreneur whom many of you will know as the founder and CEO of Datto, which was recently sold to Kasaya for $6.2 billion dollars. He is also a founder at Casana (a medical device company where he is t...
#8 | Operating & Investing in FinTech and Defi with Asiff Hirji (fmr. a16z, Coinbase, TPG, Figure)
Asiff Hirji is a Director at Forge (formerly Equidate), one of the largest private company equity marketplaces and custodians, and an advisory board member for Vestigo Ventures and NuBank. Before his current roles, Asiff had a truly ...
