Led Benilde-St. Margaret's to the Minnesota state Class AAA title in 2008 and was a 2-time all-state and 4-time all-conference honoree.

Was a member of the National Honor Society and earned the Minnesota State High School League Outstanding Academic Achievement Award.

Taylor was one of eleven finalists for the 2011 Bob Cousy Award which is given to the nation's top point guard.

He was joined by guards Kemba Walker of Connecticut and Ben Hansbrough of Notre Dame also forwards Derrick Williams of Arizona and Kawhi Leonard of San Diego State.

Taylor then moved into 9th place on Wisconsin's all-time scoring list passing Devin Harris.

On March 22, 2012, Taylor played in his final college basketball game losing in the sweet sixteen to the number one seeded Syracuse Orange, 64–63.

Prep teammate of Armond Battle (University of Tulsa) at Benilde-St. Margaret's and majored in business marketing.