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Soham Chakrabarty during his farewell at Oracle in Bengaluru and (right) leading a group of tourists during a heritage walk in Kolkata. (Image credit: Moneycontrol)
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Moneycontrol•10-10-2026, 00:33
Oracle Techie Quits Job, Drives Uber, And Now Runs A Flourishing Tourism Venture
  • •Soham Chakrabarty left his stable job at Oracle in Bengaluru after three years because he felt unfulfilled in the IT industry.
  • •He returned to Kolkata and spent nearly a year driving an Uber to better understand the city and connect with locals.
  • •An interaction with an Airbnb guest inspired him to start offering informal heritage walks, which eventually grew into Calcutta Capsule.
  • •Chakrabarty planned his transition carefully, saving enough money to sustain himself for two years before taking the leap of faith.
  • •Today, he runs curated city tours and Airbnb properties, earning four to five times more than his former corporate salary.

Key Questions Answered

After quitting his job at Oracle in Bengaluru in 2016 and returning to Kolkata, Soham Chakrabarty spent nearly a year driving for Uber. Concurrently, his parents launched an Airbnb, and when guests asked him to show them around, it inspired him to start informal walking tours that eventually evolved into his tourism venture, Calcutta Capsule.

While he did not disclose specific figures, Soham Chakrabarty stated that he currently earns almost four to five times his former annual corporate salary from Oracle through his tourism venture and Airbnb properties.

Chakrabarty cautions against making impulsive choices or blindly following passion, advising instead that young professionals take calculated risks backed by careful financial planning and a clear estimate of necessary savings.