Gunjan Sengupta

Observer
DISC Type : ic

Founding Team at Trupeer AI

Bengaluru, Karnataka, India

Overview

Gunjan Sengupta is a founding team member at Trupeer AI with deep expertise in product management and international business. A graduate of the Indian Institute of Technology, Kharagpur, he has a proven history of scaling products and leading global expansion at companies like Ripik.AI and Miko.

He has a deep-seated passion for creating impactful products and thrives in dynamic, fast-paced environments. During his time at university, he demonstrated leadership as the Head of the Artificial Intelligence Team for the Kharagpur Robot Soccer Students Group, blending technical interest with collaborative team building.

In 2025, his company Trupeer.ai announced a significant $3.5M funding round to fuel its massive growth.

Personality Overview

Curious

Example Seeker

Value Driven

They ask a lot of questions and rely heavily on information and collaterals.  They can sound friendly and charming but can quickly change gears to become inquisitive and probing. They are generally good communicators and can be hard to convince.

Topics They Care About

Building AI Products
Currently on the founding team building Trupeer AI and previously worked at other AI-focused companies like Ripik.AI and Miko.
Go-to-Market Strategy
His background as Director of International Business and experience with product launches at Miko highlight his focus on bringing products to a global market.
Enterprise B2B Sales
He is actively hiring Account Executives with experience in B2B SaaS, US/EU customers, and enterprise sales cycles, indicating a current strategic focus.

Media Appearances

Founder Story: How Trupeer AI is Reinventing Enterprise Communication Through Video. Featured in RTP Global

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Trupeer AI Interview: How Shivali Goyal Supercharged SaaS Content!. Featured in AffMaven

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Work History

10-2025
Founding Team at Trupeer AI
1-2024 - 10-2025
Director - International Business at Ripik.AI
10-2022 - 2-2024
Senior Product Manager at Miko
9-2021 - 10-2022
Product Manager at Miko
3-2021 - 10-2021
Senior Program Manager at BYJU'S FutureSchool

Education

2014 - 2018
Bachelor of Technology (B.Tech.) from Indian Institute of Technology, Kharagpur
AISSCE from JVM Shyamali Ranchi

More Information

Social Presence :

Prographics :

Exp : 10 Location : Bengaluru, Karnataka, India Job Level : N/A Designation : Founding Team at Trupeer AI
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Insights For Selling To Gunjan

During A Call Or A Meeting

DO's

  • Focus on immediate action-items rather than the larger goals
  • Help them realize that there is no personal risk in making this decision
  • Help them understand the risk aspect fully while inspiring confidence

DONT's

  • Don’t be too objective but make sure to pad your storytelling with data points
  • Don’t brush off any concerns, take all questions seriously
  • Don’t rely excessively on your relationship with them to win the deal

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Gunjan is

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

  • They are practical and friendly, don't expect a clear-cut response often.

Insights For Deal Planning

    How fast (or slow) will Gunjan move?

  • They like to be detailed and take their time to arrive at decisions.
  • Can Gunjan take some risk or not?

  • They weigh all decisions systematically and are unlikely to take many risks.

You And Gunjan

Personality Compatibility


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