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S12 Bonus: The Global Talent Mirage: Why Rigid Immigration Frameworks Fail Elite Tech Teams and the Rise of the Global Mobility OS with Ramiro Roballos, Co-Founder & CEO of Tukki

July 9, 2026
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S12 E26: Your Automated CRM Texts are Ending up in the Spam Folder (And How to Fix It) with John Wright, Co-Founder & CEO of TrueDialog

July 7, 2026
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S12 Bonus: The App Is Dead, Long Live the Outcome: Why Autonomous AI Agents Are Rewriting Data Infrastructure and Transforming PostgreSQL Into a Dynamic Scratch Pad with Ajay Kulkarni, Founder & CEO of Tiger Data

July 2, 2026
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S12 Bonus: The Microsoft File Trap: Moving Beyond Manual PowerPoint and Excel Workflows to Build an AI-Native “Consulting” Layer with Tim Lidman, Co-Founder & CEO of Clyde AI

June 18, 2026
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S12 Bonus: The Context Window Mirage: Why Generic Prompt Engineering Fails Enterprise Workflows and the Rise of Dynamic, Task-Specific RAG Orchestration with Ankit Dheendsa, Co-Founder & CEO of Morphos AI

June 4, 2026
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S12 E21: Why Your Health App is Drowning in Wearable Noise (And Missing Real Insights) with Marco Benitez, Co-Founder & CEO of ROOK

June 2, 2026
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S12 Bonus: The Bearer Token Trap: Why API Secrets are Leaking and the Rise of Dynamic, Zero-Trust Machine Identity Providers with Anusha Iyer, Founder & CEO of Corsha

May 21, 2026
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S12 E18: Legacy Planning Gaps: Why Static Legal Paperwork Fails Modern Families and the Rise of the Continuous, Compassionate Estate OS with Brooke Hipps, Founder of Weekend Will

May 12, 2026
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S12 Bonus: The AI Tribunal: Turning the Gawker Playbook into an Automated, Crowd-Sourced Jury for Media Accountability with Aron D’Souza, Founder & CEO of Objection AI

April 30, 2026
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S12 E16: The LLM Wild West: Moving Beyond Fragile Notebook Prompts to Build a Multi-Model Enterprise AI Control Plane with Nikunj Bajaj, Co-Founder & CEO of TrueFoundry

April 28, 2026
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S12 E14: The “Ship and Pray” AI Trap: Moving Beyond Vibe Checks to Give Product Managers a Code-Free Validation Engine with Catalina Turlea, Co-Founder & CEO of Lovelaice

April 14, 2026
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S12 E13: The Death of Legacy VDI: Ditching Costly Virtual Desktops to Secure Enterprise BYOD Laptops Locally with David Matalon, Founder & CEO of Venn

April 7, 2026
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