Oscar Wang

Initiator
DISC Type : Di

EVP, Transformation Strategy Practice Lead at Bounteous

Greater Chicago Area, United States

Overview

Oscar is an executive leader at Bounteous, specializing in AI-driven transformation and growth strategies for PE/VC-backed companies. With a Master of Science from Northwestern University, she excels at building high-impact practices and advising boards on scalable, data-led value creation. Colleagues describe her as a strong, insightful, and authentic leader.

As a purpose-driven advocate, Oscar serves as an Advisory Board Member for the Chicago Childrens Advocacy Center. Her role as a Guest Lecturer at Northwestern Universitys Medill School also highlights a commitment to mentorship. She frequently uses her platform to celebrate the successes of clients and friends.

Unique fact: A recurring theme in her recommendations is her "Radical Authenticity, " a quality described as rare and inspiring among leaders.

Personality Overview

Friendly Challenger

Impact-Oriented

Risk-Accepting

They don’t mind taking a stand if they believe in something.  They measure a product on its merit but can be influenced by strong testimonials. They usually prefer to drive the conversation.

Topics They Care About

AI-Driven Growth
Her role as an "AI-Driven Value Creator" and publications show a focus on leveraging AI for scalable, data-led growth and enterprise transformation.
PE/VC Value Creation
She is a trusted growth partner to private equity and venture capital firms, advising boards on portfolio value creation, market expansion, and M&A integration.
Digital Transformation
Her experience is centered on guiding companies through large-scale digital enablement and building high-velocity customer experiences to drive measurable business impact.

Media Appearances

Oscar has no verified media appearances

Work History

2-2021
EVP, Transformation Strategy Practice Lead at Bounteous
10-2017
Advisory Board Member at Chicago Children's Advocacy Center
4-2014
Guest Lecturer at Northwestern University Medill School
Senior Director → Associate Partner, Global Consumer Insight & Analytics at Prophet

Education

8-2020 - 2-2021
Certificate Program from Cornell University
9-2004 - 12-2006
Master of Science - MS from Northwestern University

More Information

Social Presence :

Prographics :

Exp : 11 Location : Greater Chicago Area, United States Job Level : Leadership Designation : EVP, Transformation Strategy Practice Lead at Bounteous
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Insights For Selling To Oscar

During A Call Or A Meeting

DO's

  • Acknowledge their status and position during the conversation
  • Refer to testimonials from well known people to highlight the value of your product
  • Look like someone who is on top of their game

DONT's

  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • Don’t be too verbose or overly friendly; a little bit, however, is fine
  • Don't be unorganized, be prepared for the pitch

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Oscar is

  • Confidence in the product’s value is critical, followed by relationship and a sense of achievement.
  • Will you ever get a clear answer from Oscar

  • They will not hesitate to say no if they do not develop conviction.

Insights For Deal Planning

    How fast (or slow) will Oscar move?

  • If they develop confidence in your product and you, then they can make fast decisions.
  • Can Oscar take some risk or not?

  • If necessary, they have the ability to take risky decisions.

You And Oscar

Personality Compatibility


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