Sumit Gupta

We see too many good companies hitting walls. too many founders stuck in the day-to-day – keeping the business operational – without time or energy for exponential growth & impact.

This is despite them sacrificing so much emotionally, financially and personally. We think that’s broken. And very frankly, that is unacceptable to us.

We are here to change that.

I work as Shadow CEO to founder-le

I host the Choosing Leadership with Sumit Gupta podcast - a podcast for people who know deep inside that there is more.

This podcast is called “choosing leadership” – because that is what leadership is – a choice. The choice to step into the unknown. The choice to see fear as a friend. The choice to take courageous action rather than waiting for readiness. The choice to see how powerful you are.

Occasional guest lecturer to students of business, entrepreneurship, and leadership.
- HULT International Business School in Feb 2022
- Amsterdam University of Applied Sciences in April 2022

Leads a leadership and coaching program for ambitious CEOs, founders, and senior leaders, focusing on revenue growth, courageous teams, and personal transformation. Emphasizes values-driven leadership and lasting impact beyond quick fixes.

🚀 Our clients are ambitious CEOs, founders, and senior leaders who are ready to make a true difference in their organizations, families, and communities.

In 2024 alone, clients doubled and tripled revenue, reduced work hours, built resilient teams, and overcame major personal and professional challenges. We’re about creating impact that transforms lives and legacies.

🌟 What We Do

- Grow Revenu

Publishes the Deploy Yourself newsletter and writes a first book titled The Dharma Way - Leadership Lessons from the Bhagavad Gita.

I publish the Deploy Yourself Newsletter, where I share ideas that will show you how powerful you are, and how to get out of your own way.

I am also writing my first book called "The Dharma Way - Leadership Lessons from the Bhagavad Gita" which will come out later this year

Mentoring students of Kingston University London as part of their Beyond Barriers mentoring program.

Led multiple teams of 6-8 Developers, Designers and Data Scientists over the last 6 years at Booking.com. Some of the teams which I have led are :-

Marketing - Responsible for products embedded on 3rd party websites as widgets, driving demand to Booking from partners like airlines, banks, travel blogs, etc.

Machine Translations - Trained, built and deployed Neural Network Models to translate Hot

Built and led a team of 10+ engineers for the leading Indian comparison shopping website. Setup systems and processes to ensure good engineering practices while scaling up the organisation.

CricketRadius is the next generation platform for connecting cricket fans socially. The aim is to enable cricket fans to express their joy and emotions for the game. Cricket fans like me and you, we deserve much better than the options currently available...

It's plans were put off due to personal reasons...

Co-founded and ran a not-for-profit to connect people ‘fighting’ for a cause to volunteers and resources required. Setup teams in 5 Indian cities working with various NGOs

Worked on managing the Yahoo Sports websites for the Europe Region in countries like UK, France, Spain, Germany and Italy.

Previously led the technical teams dealing with Yahoo entertainment and games sites of India, LATAM and SEA regions, namely countries like India, Brazil, Argentina, Chile, Columbia, Singapore, Malaysia, Vietnam, etc...

Involved with everything at SaleRaja.com, including Product, Technology, Marketing, Operations and Sales

First job. Applied myself into using MySQL, PHP, C/C++/Unix, XML, Ajax, Shell Scripting. Coordinated with a team shaping though many challenges to architect web sites serving 100k+ registered users, and millions of page views.

Grew to be a team Leader of the 99acres Tech Team. Learned to live with 14 people under my skin, ensuring the co-existence of work and fun. Involved at all levels of busine

I am delighted to be selected and a part of IdeaBoosterLab - which is an entrepreneurship training program offered by top European universities. The program is offered free of charge as part of a research program funded by the European Commission.

It offers cutting-edge business and entrepreneurial knowledge aimed at empowering new businesses. I am glad to have met so many aspiring entrepreneurs

An online course where Professor Laurie Santos reveals misconceptions about happiness, annoying features of the mind that lead us to think the way we do, and the research that can help us change.

Yale's most popular class in history teaches you science-backed steps to becoming happier - sleep, gratitude and helping other people.

I completed year 1 of the CEO program (Coaching Excellence in Organisations) offered by the Institute for Generative Leadership.

Learned and practised new skills and distinctions of generative leadership and applied them in coaching individuals, teams, and organisations - to reduce waste, increase efficiency, engagement, well-being, and last but not the least, productivity.

Online course to take my learning from the book "Conscious Capitalism" forward. I believe businesses are a force for good on our planet.

This course explores the idea of how to become a stakeholder entrepreneur and create a business that makes money and makes the world a better place.

The program covered the below salient points.

➢ Understand "embodiment" and the 5 foundations of embodied transformation
➢ Learn about somatic awareness, somatic practices, and somatic opening, and how they reside within a social context
➢ Discover a deeper sense of what matters to you and the future you want to build
➢ Learn practices that help you to take action toward that future
➢ Disco

Online course to understand a broad range of financial technologies. To explore the intersection between finance and technology.

Online course to understand how can leaders stand up for what they believe in - even under pressure (by their managers, peers, customers, or shareholders).

Completed Year 1 of the CEO program Coaching Excellence in Organisations. Learned and practiced generative leadership skills and applied them in coaching individuals, teams, and organizations to improve efficiency, engagement, well-being, and productivity.

Nicknamed C++, I was the official geek in college. Won multiple programming contests, built numerous side projects, and had the time of my life learning the ins and outs of how computer systems worked.

Completed a B.E. in IT (2001–2005). Built projects and competed in programming contests while learning how computer systems work.