Swapnesh Chakrabarty

Captain
DISC Type : DS

Vice President of Sales at AI Planet

Bengaluru, Karnataka, India

Overview

Swapnesh Chakrabarty is a sales and revenue leader specializing in helping early-stage B2B startups build predictable sales engines. With experience as a Fractional CRO and former CEO, he focuses on fixing pipeline conversion and clarifying go-to-market strategies. Colleagues describe him as analytical, proactive, and solution-oriented.

He is the author of "Founding Sales, " a book designed to help founders navigate the challenges of early-stage revenue growth.

Personality Overview

Long-Term Thinker

Planner & Achiever

Consummate Professional

Reading between the lines and seeing beyond your words comes naturally to them.  They are very professional in their approach and can weigh multiple perspectives together. They might take some time to make their mind up but once they do, they don't change it easily.

Topics They Care About

B2B Revenue Strategy
Helps B2B startups fix their core revenue engine, focusing on Ideal Customer Profile clarity, messaging, and sales process conversion to ensure predictable growth.
Founder-Led Sales
Specializes in transitioning companies from founder-led sales to structured, scalable revenue systems, addressing common failure points when founders try to scale sales.
Sales Process
Focuses on analyzing and fixing sales pipelines where deals are not closing, moving beyond just adding more leads to solve the core conversion problem.

Media Appearances

Swapnesh has no verified media appearances

Work History

5-2024 - 6-2025
Vice President of Sales at AI Planet
4-2024
Fractional CRO / GTM Consultant at Self-employed
8-2023 - 2-2024
VP of Sales at CoffeeBeans
9-2021 - 5-2022
Assistant Vice President Sales at Mate Labs
5-2019 - 12-2022
Chief Executive Officer | Former VP Sales at Mate Labs

Education

2010 - 2011
MBA from National Institute of Business Management (NIBM) Global
2001 - 2004
BA from SNC

More Information

Social Presence :

Prographics :

Exp : N/A Location : Bengaluru, Karnataka, India Job Level : N/A Designation : Vice President of Sales at AI Planet
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Insights For Selling To Swapnesh

During A Call Or A Meeting

DO's

  • During followups, use phone or text if needed, they should be fine
  • Ask them at the end if they see a strong value prop in your product; expect an honest answer
  • Let them know of potential risks but suggest mitigation methods alongside

DONT's

  • Avoid putting conscious effort into relationship-building
  • Don't go over them unless you are left with no other option
  • Don't take their patience for granted, avoid long-winding sermons

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Swapnesh is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Swapnesh

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Swapnesh move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Swapnesh take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Swapnesh

Personality Compatibility


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