There are several synonyms for the phrase "challenges the status quo." One alternative phrase is "disrupts the norm," which suggests a willingness to shake up established patterns and ways of thinking. Another option is "pushes the envelope," which connotes a desire to explore new territory and take risks. "Breaks with tradition" is another synonym that implies a refusal to follow established customs or conventional wisdom. "Redefines boundaries" and "tests the limits" both suggest that the individual or organization in question is exploring new frontiers or pushing the boundaries of what is possible. All of these phrases suggest a willingness to innovate and try new approaches.