[3] In 2020 he became the first person in over 20 years to be appointed as an Apple Fellow, one of the company's highest-ranking positions and an honor previously bestowed on co-founder Steve Wozniak among a handful of other people.

[5] Besides his role at Apple, Schiller has held a variety of positions including Vice President of Product Marketing at Macromedia of San Francisco, California; Director of Product Marketing at FirePower Systems, Inc. of Menlo Park, California; IT Manager at Nolan, Norton & Co. of Lexington, Massachusetts; and Programmer and Systems Analyst at Massachusetts General Hospital in Boston, Massachusetts.

[7][8] Schiller frequently played a supporting role in keynotes given by Steve Jobs, usually presenting new products like iPhones and iPads.

Among the things announced at these events were the updated MacBook Pro lines, the iPhone 3GS, and new versions of iLife and iWork as well as pricing and DRM changes to the iTunes Store.

Schiller was previously Senior Vice President of Worldwide Product Marketing before adopting his new title of Apple Fellow on August 4, 2020.