From Fear to Freedom: The Startup Journey with Abhishek Sengupta

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Ever wondered what it really takes to leave behind a stable paycheck and dive headfirst into the unpredictable world of startups? In this candid and deeply insightful episode of We Are Listening!, host Pulkit Garg sits down with Abhishek Sengupta, Founder of HotelTravelia, to unpack the unfiltered realities of entrepreneurship, from emotional turbulence to mental resilience.


Abhishek, who transitioned from the world of hotel management to building his own tours and travel venture, opens up about navigating early setbacks, facing rejection, and rebuilding trust from the ground up. He shares why “people don’t buy your product, they buy the trust they have in you,” and how he learned to keep that trust alive even when business hit rock bottom.


The duo explores the delicate balance between financial planning and emotional preparedness, the myth behind “burning the boat,” and how to manage difficult clients and stakeholders without losing your sanity. Abhishek’s stories from the hospitality and travel industries shine a light on the power of patience, empathy, and strategic communication, especially when 90% of life (and business) is beyond your control.


This episode is not just for entrepreneurs, it’s for anyone navigating uncertainty, battling self-doubt, or learning to bounce back after failure. Abhishek’s closing thoughts on mental and physical health, reading, and mindfulness are a reminder that success means nothing if wellness takes a back seat.


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