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Pankaj Gupta - one of the first 30 employees at Twitter and Co-founder & CEO of Yupp.ai - joins Angel Bold Conversations to share his journey of bold decisions, chaotic startups, and pioneering AI innovation. From joining a tiny 30-person startup at Twitter to building Yupp.ai, Pankaj explains why boldness comes from an illogical place, how passion fuels 0 to 1 ideas, and why AI could be bigger than the internet. He also shares rare insights on leadership, communicating purpose, and where we are in the AI hype cycle. This wide-ranging discussion also unpacks: 00:00 - Introduction 01:07 - Who is Pankaj Gupta? 02:05 - What is BOLD for you? 04:25 - What was working at Twitter like? How does it compare to the startup environment today in the valley or even in India? 07:33 - What does Pankaj’s Startup Yupp do? 10:20 - What is the mental framework for deciding 0 to 1 idea to build? 14:43 - Is Synthetic Data the biggest problem in today’s world? 16:30 - What is the key to staying relevant in today’s world? 22:26 - How can India stand out in the global AI Race? 26:00 - Where do you see AI making the biggest difference? 27:29 - What will humans do if AI does everything? 30:08 - What is one piece of advice for working professionals? 💡 For founders, innovators, and curious minds - this episode is a masterclass in bold thinking. Connect with Pankaj Gupta: Twitter: https://x.com/pankaj LinkedIn: / pankajatlinkedin #AngelBoldConversations #Twitter #AI #Startups #Entrepreneurship #Leadership #TechTrends