Chaitanya Ramalingegowda, the co-founder of Wakefit, a household name in India synonymous with quality sleep. Chaitanya's journey to Wakefit is a testament to persistence and unwavering determination. Before starting Wakefit, Chaitanya had nineteen years of experience spanning entrepreneurship, management consulting and marketing. Wakefit, his third start-up stint, co-founded with Ankit Garg, has emerged as a game-changer in the world of sleep solutions. Crafting products that redefine comfort and wellness, Wakefit's journey parallels Chaitanya's own pursuit of excellence in entrepreneurship.

Dhruvank is the Head of Podcasts for Spotify India. Over a career spanning 25 years, he has launched several media and technology businesses and held leadership positions (CxO/ Business head) in digital media, content, television and technology companies like Star TV, Times of India group, NDTV Imagine/ Turner Broadcasting etc.

In his entrepreneurial stint, Dhruvank co-founded ‘The Adaptation Company’- a content company focused on book-to-film/TV adaptations.

Aditi Sharma is the co-founder of Grow Commerce, ex-Grab & McKinsey. She talks about why she chose to join Grab and declined an offer from Google even when she was expecting her first child to join a hypergrowth stage startup.

Anand Jain is the Co-founder of CleverTap. CleverTap is the world's leading customer engagement and retention platform, valued at USD 775M and backed by Sequoia India, Tiger Global and others.

In this fascinating conversation, Anand talks about how curiosity and constant tinkering of an average student from a humble background have led him to build multiple successful businesses, the value of thinking in first principles, how understanding the customer is selling and much more.

Peter is the Chief Technology Officer at Buzzfeed, overseeing Product Management, Engineering, Design, and Data teams across all portfolio brands. Peter has built both consumer and enterprise products and fundraised from a diverse range of investors across industries—health (The Mighty, backed by GGVC, Upfront, and WPP Health), SaaS (Buddy Media, backed by Greylock, acquired by Salesforce), media & e-commerce (Refinery29, backed by Stripes, WPP, Scripps).

Peter, in this conversation, talks about his journey as a CTO, leadership vs management, and his delegation mechanism, which Keith Rabois outlined in his essay How to be an effective executive and what has been learnt as an angel investor.

These days there is a debate, especially among the younger talent pool, about being a generalist or a specialist. There is a popular book on this topic by David Epstein called Range: Why Generalists Triumph in a Specialized World. Epstein argues against specialisation early on in one's life and makes a case for "range" to gather as many skills and experiences as you can and later to specialise based on your strengths.

What got me thinking is, does the brain have a generalist vs specialist evolution, and do Warren Buffet, Bill Gates, Michael Angelo, and other achievers have a generalist or a specialist mindset?

Sidu Ponnappa is a serial entrepreneur and an angel investor. His most recent startup C42 Engineering was acquired by GO-JEK in 2015, with C42's founding team joining GO-JEK's board of directors. GO-JEK grew 900X in 18 months and became Indonesia's first unicorn in 2017. Sidu has experienced building and scaling businesses as a founder, CEO, and head of engineering, sales, marketing and HR.