Mastering Modern Selling

MMS #119 - The Chameleon Effect: Unlocking High-Value Prospect Conversations with Stephen Oommen


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In this episode on Mastering Modern Selling, Brandon Lee and Carson Heady welcome Stephen Oommen, former sales leader at Microsoft and author-in-progress of The Chameleon Effect

The discussion dives into Stephen’s innovative approach to building authentic connections in sales, the importance of adaptability, and the emotional journey behind his philosophies.

  • The Concept of the Chameleon Effect

Stephen explained The Chameleon Effect as the ability to adapt and connect with anyone. 

It’s not about manipulation but understanding and empathizing with people’s lived experiences. 

This adaptability stems from his diverse cultural experiences and challenges, making it a cornerstone for building meaningful relationships in sales.

  • Intention Matters More Than Technique

While many focus on sales techniques, Stephen emphasized the importance of intention behind actions. 

Techniques without authentic intention can come off as disingenuous or "cringy." 

Successful salesmanship comes from combining intention with the right tactics.

  • Transforming Hurt into Healing

Sharing deeply personal anecdotes, Stephen discussed how childhood adversities and racism shaped his ability to empathize and connect with others. 

He reframed "hurt people hurt people" into "hurt people heal people," using his experiences to bridge gaps with others.

  • Why Sales is About More Than Transactions

Stephen challenged the cold, transactional approach to sales. 

He believes that investing time to network, create warm connections, and understand prospects’ personal and professional goals yields better long-term results.

  • Intention + Tactic = Trust

Stephen outlined how specific behaviors, like mirroring someone’s tone or using familiar language, can create instant rapport. 

However, these tactics only work when backed by a genuine desire to connect. 

For example, he shared a story of calling male colleagues “brother,” which helped establish camaraderie, but only because it was rooted in his authentic experiences and respect.


This episode underscores that modern selling isn’t about tactics alone—it’s about authenticity, adaptability, and emotional intelligence.

Stephen Oommen’s Chameleon Effect teaches us to embrace differences, connect meaningfully, and make sales a noble profession centered on trust and relationships.

Don't miss out—your next big idea could be just one episode away!

This Show is sponsored by Fist Bump
Your prospecting partner to authentically fill your pipeline with ideal customers.

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Mastering Modern SellingBy Tom Burton, Brandon Lee, Carson V Heady

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