Jeffrey is the Vice President of Product Design for Adobe. He joined Adobe in October, 2011, when they acquired Typekit, the company he co-founded and ran as CEO. In addition to Typekit, Jeffrey was one of the founding partners of the user experience consulting group Adaptive Path. While there, he lead the development of Measure Map, which was acquired by Google.

During his time at Google, he redesigned Google Analytics and lead the UX team for Google's apps. Much earlier, he was part of the founding web team at Wired Magazine, where he helped build HotWired, Web Monkey, Wired News, and many other sites. During that time, Jeffrey authored two books, "HotWired Style" and “The Art and Science of Web Design.”