It has now been just a little over 20 years since John Roberts was sworn in as chief justice of the United States back on September 29, 2005. Email (Required)Characterizing Roberts' judicial philosophy is no simple task. In one of his most famous majority opinions, Roberts led the Supreme Court in upholding the Patient Protection and Affordable Care Act, also known as Obamacare. Yet Roberts has also led the Supreme Court in thwarting the agendas of popularly elected presidents in other high-profile cases. Which one of Roberts's judicial multitudes will step to the fore?