E452: Why 95% of AI Projects Fail, Anthropic’s Valuation, and Why AI Is Still in the First Inning

What if the biggest opportunity in AI isn't building better models, but unlocking the 80% of data those models can't access? In this episode, I sit down with Joseph Coyne, Co-Founder and Managing Partner of Studio VC, to explore why he believes enterprise AI is still in its first inning. Drawing on nearly two decades in venture capital, including experience at Bain Capital Ventures and Samsung, Joseph explains why enterprise AI implementations struggle, how proprietary data creates lasting competitive advantages, and where the next generation of AI businesses will emerge. Highlights: - Why Joseph believes enterprise AI is still in its first inning despite widespread adoption - Why enterprise AI pilots fail and what separates successful implementations - How the 80% of data behind enterprise firewalls creates new investment opportunities - Why proprietary customer data may become the most defensible moat in AI - How Inspiren uses AI to prevent patient falls and improve senior living operations - How Bark uses natural language processing to identify threats to children's safety - Why Evercoast's 4D motion capture data could become valuable for robotics training - How AI business models may evolve beyond traditional SaaS subscriptions - Why AI-native startups can reach product maturity faster with significantly less capital - Why Joseph prefers investing at seed rather than paying premium Series A and B valuations - How to underwrite Anthropic and OpenAI as competition and pricing pressure increase - Why vertical AI companies need industry expertise and customer trust to win Guest Bio: Joseph Coyne is the Co-Founder and Managing Partner of Studio VC, an early-stage venture capital firm focused on technology, enterprise software, artificial intelligence, and FinTech. Alongside Co-Founder Liam Lynch, he invests in ambitious entrepreneurs building differentiated businesses and works closely with founders on strategy, execution, and growth. Sponsor: Juniper Square: Juniper Square is trusted as the operations partner by more than 2,300 private markets GPs worldwide, connecting technology, data, and fund administration services to help GPs fundraise efficiently, streamline operations, and improve the investor experience. Their unified platform centralizes data and connects LPs and GPs across every workflow, including fundraising, investor onboarding, compliance, treasury, and reporting. Today, more than $1 trillion in LP capital is managed through Juniper Square. For more information, please visit https://www.junipersquare.com/howiinvest . Are you interested in sponsoring the How I Invest Podcast? Please email David Weisburd at david@weisburdpierce.com . Stay Connected with David Weisburd: X/Twitter: @dweisburd LinkedIn: https://www.linkedin.com/in/dweisburd/ Weisburd Pierce: https://www.weisburdpierce.com/ Stay Connected with Joseph Coyne: LinkedIn: https://www.linkedin.com/in/coynejoseph/ Questions or topics you want us to discuss on How I Invest? Email us at david@weisburdpierce.com . Disclaimer : This podcast is for informational purposes only and does not constitute investment, financial, legal, or tax advice. Nothing in this episode should be interpreted as an offer to buy or sell any securities or to participate in any investment strategy. All opinions expressed by the host and guests are their own and do not represent the views of Weisburd Pierce. Participants may hold positions or have financial interest