Sundeep Kumar

Judge
DISC Type : Dc

Exploring Next Venture at Stealth

Singapore

Overview

Sundeep Kumar is a veteran APAC sales leader with over 20 years of experience at companies like IBM and Microsoft, specializing in building and scaling tech businesses. He has deep expertise in GTM transformation for SaaS and FinOps. Colleagues describe him as innovative, entrepreneurial, and client-centric. He recently completed an Entrepreneurship Acceleration Program at The Wharton School.

He is currently on an intentional sabbatical, or an "ultimate halftime, " after a 25-year corporate career. This period is dedicated to focusing on his family, health, and personal growth. He is actively using this time to explore the startup world, fractional CxO roles, and the practical applications of AI.

After two decades of building revenue engines for major tech companies, he is now engineering his own life pivot.

Personality Overview

Quality Focused

Fast But Wary

Features Driven

They are less concerned about the product and more about its potential impact.  They do not care very much about building rapport or relationships. They like to stay in control of the negotiation or defining of the terms.

Topics They Care About

GTM Transformation
He has spent his career building and fixing go-to-market engines for major tech firms like IBM, specializing in SaaS and FinOps integrations.
AI Applications
He is dedicating his current sabbatical to exploring the practical applications of AI, indicating a strong interest in its real-world use cases.
Career Pivots
He recently left a 25-year corporate career to take an "ultimate halftime, " focusing on a new path involving family, health, and entrepreneurship.

Media Appearances

Sundeep has no verified media appearances

Work History

1-2026
Exploring Next Venture at Stealth
11-2025
Charter Member at TiE Singapore
2022 - 2026
APAC Sales Leadership (Automation, AI, Data) at IBM
2019 - 2022
Global GTM & Strategy at IBM
2012 - 2019
ASEAN Sales Leadership (Watson, IoT, XaaS) at IBM

Education

1999 - 2002
Bachelor of Business Management from Mangalore University, Mangaluru
2025 - 2025
Entrepreneurship Acceleration Program from The Wharton School

More Information

Social Presence :

Prographics :

Exp : 23 Location : Singapore Job Level : N/A Designation : Exploring Next Venture at Stealth
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Insights For Selling To Sundeep

During A Call Or A Meeting

DO's

  • Speak about competitive differentiation that your product offers
  • Get to the point quickly instead of spending time doing small talk
  • When negotiating terms, help them build an impression that they are the ones calling the shots

DONT's

  • Avoid being a storyteller and don’t try to oversell
  • Don’t be in a rush to invite them for a social meet and greet
  • Do not spend too much time focusing on product tech or features

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Sundeep is

  • Confidence in impact is paramount to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Sundeep

  • If they decide not to go ahead, they will say no without hesitation.

Insights For Deal Planning

    How fast (or slow) will Sundeep move?

  • If convinced, they can reach decisions quite fast.
  • Can Sundeep take some risk or not?

  • They do not shy away from taking risks, but can be quite binary about them.

You And Sundeep

Personality Compatibility


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