Jason Pressman


Managing Director



Cloud applications


Enterprise mobility

Open source software


Social graph


Elena Ennouri

Jason invests across a range of sectors including consumer and enterprise. A company builder who played an integral role in the development of one of today's largest online businesses, Jason acts as a thought partner, advocate and counselor to entrepreneurs looking to take their companies from initial proof of product-market fit to industry dominance.

Selected Prior

Jason’s background as an operator at Walmart.com was very useful to our business. He gave us insight into the behavior and psyche of IT executives that other VCs do not have. He also brought with him connections to other potential customers.

Jayaram Bhat
Founding CEO - Zenprise

As a partner at Shasta, Jason is an active investor in consumer, cloud computing, SaaS and open source software. Some of his previous investments include Adometry (acquired by Google), Demdex (acquired by Adobe), Makara (acquired by RedHat) and iConclude (acquired by Opsware). Jason currently serves on the boards of mobile application performance management company Crittercism, SaaS subscription billing company Zuora, as well as local social guide Nextdoor and mobile music platform Smule.

Prior to joining Shasta in 2005, Jason was Vice President, Strategy and Operations at venture-backed Walmart.com, where he took the online retailer from zero to large scale revenue in five years. His experience growing that business into one of largest retailers online informs his understanding of how to thoughtfully scale fast-growing businesses, as well as how to use software to improve operations. Previously, Jason worked as an investment banker to venture-backed companies at Alex.Brown. 

Jason earned an MBA from Stanford Graduate School of Business and a BS in Finance from University of Maryland. He is an avid scuba diver and a passionate supporter of shark conservation.