Maynard Webb
Photo: MWebb2, CC BY-SA 3.0, via Wikimedia Commons27

Maynard Webb

American businessman1

Maynard G. Webb Jr. (born 1955) is an American business person and is the author of the New York Times bestseller Rebooting Work: Transform How You Work in the Age of Entrepreneurship, and the national bestseller Dear Founder: Letters of Advice for Anyone who Leads, Manages, or Wants to Start a Business.2

From Wikipedia’s article on Maynard Webb (this version), CC BY-SA 4.0.

Born 1955.1

About

A long-time technology executive and angel investor, Webb is a board member of Salesforce, Visa, and former chairman of the board of directors at Yahoo!. Webb founded Webb Investment Network in 2010 and is the former CEO of LiveOps and former COO of eBay.

From Wikipedia’s article on Maynard Webb, shared under CC BY-SA 4.0.2

Companies

Holdings

Stock this person has reported owning, from the forms officers and directors file with the SEC. See the biggest insider stakes.

Shares held

  • AppLovin APP123,642 shares18$33.2M at $268.31Jul 17, 2026
  • Visa Inc. V2,962 shares19$1.2M at $402.77Jan 28, 2026
  • Salesforce CRM3,861 shares20$930.8K at $241.07May 26, 2026

As of each latest filing. The line shows shares held over time.

Recent filings

Early life and education

  • Date not recordedFlorida Atlantic University3

Webb received his Bachelor's Degree in criminal justice from Florida Atlantic University. After graduation, he took a security guard job at IBM. He later held management and leadership positions at Bay Networks, Quantum Corporation, and Thomas-Conrad Corporation and was Senior Vice President and Chief Information Officer at Gateway, Inc.

From 1999 to 2006, Webb held various titles at eBay, including President of Technology and Chief Operating Officer. During his tenure, eBay grew from $140 million in revenue to over $4.5 billion in 2005 as the employee base expanded from 250 to more than 12,000.

During that time, LiveOps was named one of Forbes’ Ten Hot Start-Ups (2009), expanded into the enterprise market, generated more capital than it had originally raised, and expanded its board with executives from Symantec, Hewlett-Packard, PeopleSoft, and eBay.

From Wikipedia’s article on Maynard Webb (this version), CC BY-SA 4.0.

Career

Occupation: writer.8

  • Since 2014Board member, Visa Inc.7
  • 2006 to 2011Chief executive, LiveOps6
  • 1999 to 2006Worked at eBay4 5
  • 1998 to 1999Worked at Gateway4 5
  • Date not recordedWorked at IBM4
  • Date not recordedWorked at Yahoo4

In 2010, he founded Webb Investment Network (WIN) for early-stage investing in ecommerce, mobile, cloud computing, and enterprise startups. Startups that WIN funds have access to a network of 89 industry experts from companies such as Google, PayPal, Oracle, and Hewlett-Packard. The network was built from Webb’s business connections. WIN is considered to be part of a trend of smaller, early-stage funds that are indirectly challenging the traditional venture capital model.

From Wikipedia’s article on Maynard Webb (this version), CC BY-SA 4.0.

Personal life

  • CitizenshipUnited States9

Philanthropy

Webb and his wife Irene founded the Webb Family Foundation in 2004, an organization dedicated to “promoting meritocracy through helping underdogs in society meet their full potential.” Through grants, the foundation has supported disaster relief, youth mentoring, cancer research, education, and other organizations.

From Wikipedia’s article on Maynard Webb (this version), CC BY-SA 4.0.