In the very first episode of LeadSquared’s Podcast, Prashant Singh sits down with Dhruv Gupta – a serial entrepreneur with an impressive trail of ventures across industries like e-commerce, social media, fitness, and most recently, healthcare with Orange Health.

They cover a lot of ground. – What does it take to build multiple companies in such wildly different industries? Is passion more important than profit? Spoiler alert: it is.

Dhruv dives into the idea of a “time-culture fit” – and why timing and cultural readiness are critical to a product’s success. He shares what scaling a business truly demands, including the role of technology.

They also dig into how diagnostics are changing in India, why speed and trust are non-negotiable in healthcare, and how personal experience often sparks the best ideas.

Also in the mix: the origin story behind the name “Orange Health,” a candid look at hard entrepreneurial lessons, and a gem of passed-on wisdom from the co-founder of Accel that every founder should hear.

00:52 Dhruv’s Entrepreneurial Beginnings (“Time-culture fit” and evolving with customer behavior.)

9:05 Entry into Healthcare (Insights into the difference between preventive vs. curative care) 

17:00 Scaling Urban Diagnostics (Why Orange Health was launched and its “speed is care” thesis) 

31:25 Technology, Trust, and the Build vs Buy Debate 

48:10 Future of Healthtech + Longevity + Founder Lessons (Dhruv’s personal health routine, authoring “Losing It”, and biggest entrepreneurial lessons like “fall in love with the problem, not the solution.”) 

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