A pioneer in software development, consumer digital media, and entertainment for more than 30 years, Richard has founded 4 companies with exits to Adobe, Wherehouse Music, and RealNetworks, and personally invested in more than 100 companies. He started his career at Apple on the Macintosh Software team and served as President of Disney Online.
Richard Wolpert is a venture advisor whose investment activity spans a broad range of technology-driven sectors, with a portfolio of approximately forty companies reflecting a consistent interest in consumer applications, digital media, gaming, enterprise software, and emerging platform businesses. His holdings suggest an appetite for early-stage ventures where software, mobile technology, and data-driven services intersect with everyday consumer behavior and business operations. Within his portfolio, gaming and interactive entertainment appear as a recurring theme, with investments in companies such as Scopely, Kongregate, Playdek, and Mobcrush pointing to a sustained conviction in digital play and streaming. Media and content businesses, including Jukin Media, ClutchPoints, FanBread, and Instaread, further illustrate an interest in how audiences discover and consume information and entertainment across digital channels. Wolpert also shows engagement with marketplace and on-demand service models, as evidenced by companies like ProducePay, Rinse, Dropoff, and Dealflicks, alongside fintech-adjacent ventures such as WeBuyGold and expresscoin. Health and wellness investments, including Calm and SteadyMD, round out a portfolio that reflects broad curiosity about technology improving quality of life. Enterprise and developer-focused companies such as Replicated, Bitium, and Lob indicate comfort operating across both consumer and business-facing segments. Taken together, his investment profile reveals a generalist orientation with particular depth in media, gaming, and consumer technology.