As an investor, Wolpert is the co-founder and managing director of Amplify.LA; manages personal investment fund Chance Technologies; functions as an advisor to Accel Partners; served as a partner at the Yucaipa Companies; and worked as the managing director of the Mail Room Fund. He has invested in more than 30 companies, a large percentage of which have had successful exits or continue on as successful companies, including: AdECN, AMG, AndroMedia, AudioMill, Data Sage, GameFly, GameSpy, Kongregate, Mob.ly, Scour.net, People Support, Smilebox, Sometrics, Three Rings, Scopely, Playdek and Universal.

Wolpert is also a published author, just finishing his first book, The Soul of the Deal. In his book Richard Wolpert shares the details of the deals he has completed with industry titans including Steve Jobs, Bill Gates, and many others. In addition, Richard collected the wisdom and insight of 22 other very successful business leaders and their secrets for closing deals including J.J.Abrams, Deepak Chopra, Peter Guber, Reid Hoffman, Penn Jillette and many others.