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Founder of Staying Uncomfortable

The How

Kaivan and Gaurav met in Chicago in 2011 at Chicago Global Runway, a fashion show hosted by Kaivan. Gaurav was part of a fashion startup looking to recruit fashion designers, therefore, showed up to the fashion show. The rest, as they say, is history.

KD Staying Uncomfortable

The What

Kaivan had a break up for the ages, multiple failures in businesses, and friendships. Gaurav's dad passed away suddenly in front of him and also had a terrible breakup during this time. Both Kaivan and Gaurav hit rock bottom and were there to pick each other up. They encouraged each other to keep moving forward.

GC Staying Uncomfortable

The Why

After these immense experiences, they both started their journeys into self-awareness. They would question why society is a certain way, and why do people believe what they do?

Life of Staying Uncomfortable

The When

In 2017, while Kaivan was going through a rough time with his startup Glyder, he wondered if other entrepreneurs also go through the emotional ups and downs of the entrepreneurial journey. He and Gaurav kept discussing the ups and downs of life, and whether everyone goes through this, and how they come out of it?

staying uncomfortable

The Mission

Through powerful exercises that they incorporated in their daily lives, and seeing the transformative results they achieved in their career, health, and relationships, they decided to create Staying Uncomfortable. The goal of which is to help other people grow, and show people that they can achieve their best life.


January 7, 2019

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