Tejaswini (Wini) H.

Commander
DISC Type : D

President and Board Member at Allstate India

San Francisco Bay Area, United States

Overview

Tejaswini (Wini) H. is the Senior Vice President of Operations & Digital Transformation at Allstate and President of Allstate India. With expertise in scaling operations and enhancing customer experiences, she helped grow SquareTrade to over $2 billion. She holds dual MBA and MS degrees from MITs Sloan School of Management.

She is a passionate advocate for women in leadership, serving as the Founding Executive Sponsor for the WOMEN Employee Impact Group at SquareTrade. An active angel investor with Hustle Fund, she champions women-led ventures and serves as a board member for the Asian Pacific Institute on Gender-Based Violence.

She earned a Bell Labs Presidents award for supply chain excellence early in her career at Nokia.

Personality Overview

Very Quick

Impact-Driven

Candid & Clear

They are not focused on building rapport and relationships.  More than the product, they care about the effectiveness of the product. They respond better to strong and respectful interactions.

Topics They Care About

Women in Leadership
She is a champion for women in leadership, founding an employee impact group at Allstate and investing in women-led companies like Ellevest.
Digital Transformation
As SVP of Operations & Digital Transformation, she leads initiatives to innovate and architect business processes with a focus on customer-centricity.
Customer Experience
Her career is focused on designing and scaling operations that deliver exceptional, customer-first service experiences for major brands.

Media Appearances

Tejaswini has no verified media appearances

Work History

12-2025
President and Board Member at Allstate India
4-2025
Senior Vice President, Operations & Digital Transformation at Allstate
2022 - 4-2025
Chief Services Officer at SquareTrade
2021
Angel Squad Member (Investor) at Hustle Fund
2021 - 2024
Member at Chief

Education

MBA & MS (dual degree) from MIT Sloan School of Management
Master of Science (MS) from Carnegie Mellon University

More Information

Social Presence :

Prographics :

Exp : N/A Location : San Francisco Bay Area, United States Job Level : N/A Designation : President and Board Member at Allstate India
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Insights For Selling To Tejaswini (Wini)

During A Call Or A Meeting

DO's

  • Help them weigh the risks by sharing objective proof points without becoming too analytical
  • Be respectful but crisp
  • 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
  • Do not back off when challenged, respond with a confident, objective answer instead
  • Avoid being too verbose

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Tejaswini (Wini) is

  • Conviction around the impact matters the most to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Tejaswini (Wini)

  • If they decide not to use your product, they will say no clearly.

Insights For Deal Planning

    How fast (or slow) will Tejaswini (Wini) move?

  • They can take decisions very fast if you manage to convince them.
  • Can Tejaswini (Wini) take some risk or not?

  • The risks don’t matter much to them.

You And Tejaswini (Wini)

Personality Compatibility


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