Shantanu Shekhawat

Enigma
DISC Type : cdi

Senior Vice President of Engineering at State Compensation Insurance Fund

San Francisco Bay Area, United States

Overview

Shantanu Shekhawat is a technology leader with over 20 years of experience in FinTech and Insurance, specializing in digital transformation and scaling organizations. Described by colleagues as a visionary and innovative leader, he has a track record of building engineering teams from scratch and holds a degree from Amravati University.

He was a Founding Member and Head of Engineering for Stitched Insights, an AI startup, while simultaneously holding a senior leadership role at State Compensation Insurance Fund.

Personality Overview

Challenger

Friendly Yet Blunt

Fast Follower

They can sound friendly and charming but can quickly change gears to become inquisitive and probing  They are generally strong communicators and are not easy to convince. They are likely to ask many questions and look heavily for supporting proof as well as information.

Topics They Care About

Digital Transformation
He led the digital transformation at State Fund, delivering a custom Policy administration system and Guidewire Billing system while scaling the supporting teams.
Scaling Engineering Teams
He has proven experience building and scaling high-performing engineering organizations, having grown a team from zero to 50 members at State Fund.
Insurance & FinTech
His career is deeply rooted in the Insurance and FinTech sectors, and he has recently sought talent specifically with this background for QA lead roles.

Media Appearances

Shantanu has no verified media appearances

Work History

7-2025
Senior Vice President of Engineering at State Compensation Insurance Fund
7-2019
VP of Engineering at State Compensation Insurance Fund
7-2016 - 7-2019
Sr. Director of Systems Engineering. (Consultant) at State Compensation Insurance Fund
Founding Member - Head of Engineering. at Stitched Insights
1-2022
Cyber Security Advisor at California State University, Chico

Education

1994 - 1998
Bachelor's degree from Amravati University
1990 - 1994
Education details unavailable from Thriveni Academy

More Information

Social Presence :

Prographics :

Exp : 15 Location : San Francisco Bay Area, United States Job Level : Leadership Designation : Senior Vice President of Engineering at State Compensation Insurance Fund
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Insights For Selling To Shantanu

During A Call Or A Meeting

DO's

  • Leverage 'negging', or the art of asking negative questions like "you must not be convinced yet..."
  • Help them realize that any personal risk in making this decision is far less compared to what the results could mean for them
  • Use phrases like ‘clear evidence’, ‘data-based results’ etc.

DONT's

  • Avoid long presentations and just 'high-level' value proposition, dive into the details
  • Don’t rely excessively on your relationship with them to win the deal even if you come to form one
  • Don’t be too objective but make sure to pad your storytelling with data points

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Shantanu is

  • Proven value, strong objective evidence are important for them, rapport can impact decisions a little.
  • Will you ever get a clear answer from Shantanu

  • They are practical and friendly, but can give a clear response with a little prodding

Insights For Deal Planning

    How fast (or slow) will Shantanu move?

  • They like to be detailed, so unless they develop strong conviction, they can take their time to arrive at decisions
  • Can Shantanu take some risk or not?

  • They evaluate their decisions systematically and do not take risks that often, unless you can get them to develop strong conviction

You And Shantanu

Personality Compatibility


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