You Never Know What You're Going To Get
You Never Know What You're Going To Get

Box of Chocolates

Box of ChocolatesBox of ChocolatesBox of Chocolates

Leadership advisory offering Board of Directors development and service expertise.

Learn More

Box of Chocolates

Box of ChocolatesBox of ChocolatesBox of Chocolates

Leadership advisory offering Board of Directors development and service expertise.

Learn More

About Box of Chocolates

Person calculating expenses using a calculator and receipts.

Why We Exist

Our sole aim is to provide expertise that helps early stage leaders, innovators, and founders realize the full potential of their vision through effective executive team and board development.

A large conference room with chairs and tables.

What We Do

We provide advisory services to early stage leaders, helping them build the right board, secure capital, develop infrastructure, and gain the experience needed to launch and grow successfully. Our guidance ensures they choose the right direction, fend off competitors, make mid-course corrections, scale ethically, and maintain good health for the long term.

An open treasure chest overflowing with gold coins on a wooden surface.

How We Do It

At Box of Chocolates, we get to know what our client companies have to work with—intellectual capital, go-to-market expertise, leadership acumen, tech investments, and the like. Through our Board Director services, we mentor early stage leaders and help executives and their teams optimize these assets to create sustained value.

Confident woman in business attire smiling with arms crossed in an office setting.

Who We Are

Wendy M. Pfeiffer is the Founder and Managing Director of Box of Chocolates. At Yahoo!, Cisco Systems, Nutanix, GoPro, and Robert Half, Wendy led executives and teams in large-scale technology operations, focusing on team building and effective management strategies. 


Now retired from her operating career, Wendy dedicates her efforts to CEO advisory and Board services. Notably, she has served as an Independent Board Director for public, private, and non-profit companies, including Qualys (NASDAQ:QLYS), Opnova.ai, The Huang Family Corporation, SADA Systems (NASDAQ:NSIT), the American Gaming Association (501(c)6), and Girls in Tech (501(c)3), helping to guide early stage leaders in their strategic initiatives. 


Wendy has been recognized as the Fisher Center's World Business Analytics CIO of the Year, Silicon Republic's Tech Titan, The Software Report's Top 25 Software CTOs, Silicon Valley Enterprise CIO of the Year, Chief in Tech's Top 100 Women in Tech, Technology Magazine’s Top 100 Tech Execs, Infrastructure Masons 100, and the National Diversity Council's Top 50 Most Powerful Women in Technology.

For More Information:

Email: wmpfeiffer@boxofchocolatescorp.com

Copyright © 2026 Box of Chocolates - All Rights Reserved.

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