What happens when you swap a cushy corporate job for the chaos of building something from scratch?

I sat down with Amit Ray, founder of CrazyTok, to talk about his bold leap from running operations at Uber and Grab to creating one of Singapore’s fastest-growing podcast agencies.

From his first scrappy startup idea in 2000 to turning a passion project into a full-fledged business, Amit’s journey is a mix of curiosity, grit, and sharp operational thinking.

We spoke about building a creative company with an ops brain, lessons from failed ventures, and what it really takes to go from employee to entrepreneur.

If you’re interested in entrepreneurship, podcasting, creative businesses, or founder journeys, this episode will hit home.

Tune in for real stories, not startup myths.

IN THIS EPISODE

(00:00) Intro

(02:57) Why walking away can be the smartest move

(04:52) The spark that started it all

(07:43) The secret weapon he didn’t see coming

(08:56) How it shaped everything that came next

(12:59) What’s next after three bold bets?

(17:13) Why inclusion isn’t just a buzzword

(20:52) How old lessons fuel new dreams

(24:12) Career growth has a strange twin

(27:29) Real talk for the dream chasers

(30:52) Blooper: when everything goes hilariously off-script

Amit Ray

Amit is an alumnus of IIM Calcutta and the founder of CrazyTok, a ‘new media’ content marketing firm focused on podcast and YouTube production for CxOs, founders, and business owners.

Prior to founding CrazyTok, he worked at a mix of mature and fast-growing organizations, most recently at Grab and Uber. He has worked in India, the Philippines, and the US and currently lives in Singapore with his wife, son, and dog, Pepper.

https://www.linkedin.com/in/amitray/

Shalima Motial

Founder & CEO of Dream Catchers (Host)

With over 20 years of work experience, I am a passionate and creative entrepreneur who specialises in online talent showcase and marketing. I have a master's degree in English literature, which gives me a strong foundation in communication, storytelling, and content creation. I founded Dream Catchers Vision in 2011, a Singapore-based online platform that discovers and promotes performing artists from around the world.

Connect with Shalima at https://www.linkedin.com/in/shalima-motial-44aab331/    

Dream Catchers

Dream Catchers: Empowering Dreams in Singapore

Dream Catchers is a pioneering Events, Theatre & Film Production company based in Singapore, dedicated to nurturing the aspirations of performing artists, entrepreneurs, and promoting women’s empowerment. Established over 14 years ago, the company has successfully organized numerous online and offline events, serving as a vital platform for emerging talent. Notably, Dream Catchers has been a nationwide talent partner for major Bollywood concerts in Singapore, providing invaluable opportunities for artists to shine. Through its diverse initiatives, Dream Catchers continues to inspire and empower individuals across the region.

Watch the feature film – DOMINOES | Full Length Feature Film UHD 4K (Watermarked)

Connect with Dream Catchers at http://www.dreamcatchersvision.com/home  

https://www.facebook.com/dreamcatchersvision/ 

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