Dan Cumberland

Dan Cumberland is an experienced investor currently affiliated with Kit and Zencastr, and has been a prominent investor in Gumroad since July 2021. As the Founder and CEO of UpsideBuilders from October 2019 to April 2023, Dan led a B2B SaaS venture studio that launched five innovative products, including VideoSnap and TrustScout. VideoSnap, an AI-driven social video creation tool, functioned under UpsideBuilders and operated from February 2022 to March 2023. TrustScout specialized in video testimonial collection aimed at marketing agencies. Dan also served as CEO and VP of Product at VideoRemix.io, overseeing a team of 23 and facilitating the development of a B2B video personalization platform. Dan holds a Master of Arts in Theology and Culture from The Seattle School of Theology & Psychology and dual Bachelor's degrees in Music Theory and Composition, and Religion/Religious Studies from MBI.