Indian-Origin Founder Sold Company For $500 Million, Now Faces Existential Crisis: 'Not Easy...'

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Last Updated:May 15, 2025, 10:39 IST

Siddharth Shankar, an Indian-origin entrepreneur, who built a $500 cardinal concern empire, sold his institution and faced "existential crisis". He opened up astir it connected a podcast.

Siddharth Shankar, an Indian-origin entrepreneur (Photo: YouTube / Trending Diary podcast)

An Indian-origin London-based entrepreneur, Siddharth Shankar, who sold his concern for $500 cardinal past year, has opened up connected the challenges helium faced aft selling his company, including confronting an existential crisis.

He is known for founding Tails Trading, a steadfast that became 1 of the largest marque portfolio companies successful the world.

While helium was starring the company, Tails Trading reached a large extremity by selling its user marque part for $500 cardinal successful 2024.

He precocious appeared connected the Trending Diary podcast and talked astir his travel from humble beginnings to gathering a $500 cardinal steadfast without indebtedness oregon outer investment.

He reflected connected however his aboriginal life, taste transitions, and mindset shaped his way arsenic an entrepreneur. Offering invaluable insights connected bootstrapping, resilience, and sustainable growth, helium besides spoke astir his determination to the UK, the challenges of starting a concern from scratch, and however helium overcame them.

He besides opened up astir the affectional broadside of the exit, explaining however it didn’t rather align with what his household thought would bring happiness.

He said that helium recovered the modulation aft selling his institution pugnacious arsenic it impacted his regular routine.

After 15 years of changeless hustle, helium recovered it hard to header with the abrupt deficiency of purpose—joking astir however adjacent PlayStation and play person their limits. Letting spell of his entrepreneurial mindset proved to beryllium a existent challenge.

“How overmuch PlayStation tin 1 play? How overmuch play tin I play? What much tin I do? It’s not that casual to power off," helium said.

He explained however helium was flooded with congratulatory messages aft selling his institution but besides highlighted that helium did not consciousness blessed astir it arsenic helium struggled an abrupt lack of meaning to his life.

“I sold the concern due to the fact that I wanted the champion for the business, not for myself," Shankar said.

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News viral Indian-Origin Founder Sold Company For $500 Million, Now Faces Existential Crisis: 'Not Easy...'