[7] In 1983, he graduated from the University of Maryland with a Bachelor of Arts degree, and in 1986 earned his Juris Doctor degree from American University, Washington College of Law[8][9] After running his own firm for several years,[10] Sherman served as a partner in the Washington, DC offices of such large law firms as Greenberg Traurig,[11] McDermott Will & Emery,[12] and Dickstein Shapiro.

[13] In February 2009, he joined Jones Day in their Washington, DC office as a senior partner in the M&A and Corporate department.

[14] Sherman was named on the Greater Washington "Legal Elite" list by Washington SmartCEO in 2006,[15] and in the 2007,[16] 2008,[17] and 2009 editions of Chambers USA: America's Leading Lawyers for Business as a leading individual in the area of Corporate/M&A and Private Equity for the District of Columbia,[7] as well as one of the "Leaders in their Field" by Chambers in 2014 in the area of Corporate/M&A and Private Equity.

[19] and is a part of the Intellectual Asset Management (IAM) Strategy 300 group, as one of the world's leading IP strategists.

[21] For the past 12 years, he has been an adjunct professor in the MBA program at Georgetown University, where he teaches courses on business growth, capital formation and entrepreneurship.

[23] Sherman has written 26 books on the legal and strategic aspects of business growth, mergers and acquisitions, capital formation, and the leveraging and licensing of intellectual property.

[30] In September 2009, he released a special Mothers Against Drunk Driving (MADD) edition of Road Rules: Be the Truck.