In 2003, Boss was a semifinalist on
MTV's
The Wade Robson Project and a runner-up on the television talent competition
Star Search. He choreographed routines for South Korean pop/R&B singer
Seven and helped train other
YG Entertainment artists including
Big Bang. In 2007, he was an uncredited "flamboyant dancer" in
Blades of Glory and a Maybelle's Store Dancer in
Hairspray. On April 30, 2013, he and
Allison Holker performed a dance routine on
Dancing with the Stars. They danced to
"Crystallize" which was performed live by
Lindsey Stirling. Beginning on April 1, 2014, Boss was featured on
The Ellen DeGeneres Show as a guest DJ. In October 2014, he announced that he had been cast in
Magic Mike XXL. On August 17, 2020, he became a co-executive producer of
Ellen DeGeneres's daytime talk show. Boss was cast as Marcel X in the superhero movie
Perfectus and later he had a feature role in the movie
Ushers. He was a member of the dance troupes Breed OCLA and Chill Factor Crew.
So You Think You Can Dance Boss first auditioned in 2007 for
Season 3 of the show and appeared on the program but was not selected to be in the Top 20. He returned to audition again in
Season 4 in 2008; he was selected to compete in the Top 20 and finished the competition as runner-up to fellow
hip-hop contestant
Joshua Allen. During Season 4 he danced with Katee Shean to a contemporary piece choreographed by
Mia Michaels. The dance was nominated for an Emmy for choreography in the
61st Primetime Emmy Awards. In
season 5, Boss appeared again on
So You Think You Can Dance with fellow season 4 contestant Katee Shean to perform their Emmy-nominated piece "Mercy," choreographed by Mia Michaels. He was one of the eleven "All-Stars" in
season 7. He was an All-Star in
Seasons 7,
8, and
9 of
So You Think You Can Dance, performing memorable routines including the hip hop number "Outta Your Mind" with ballet contestant
Alex Wong, which was reprised by Ellen DeGeneres in Season 7's finale. He was the team captain for "Team Street" in
Season 12 of
So You Think You Can Dance. He was announced as a permanent judge for the seventeenth season in 2022. Boss and
Allison Holker, his wife, had an apparel line of
athleisure named "DSG x tWitch + Allison Collection" which was sold by
Dick's Sporting Goods.
''Disney's Fairy Tale Weddings'' ''
Disney's Fairy Tale Weddings'' is a documentary television series featuring couples and their Disney-themed weddings, airing on Disney's
Freeform network and the
Disney+ streaming service. The show is a behind-the-scenes program featuring the weddings and engagements of couples at Disney destinations including
Walt Disney World,
Disneyland,
Disney Cruise Line, and at
Aulani in Hawaii. On October 17, 2017, Freeform announced the production of a seven-episode series to be released in the summer of 2018; it was hosted by Boss and Allison Holker. In November 2017, Freeform added a December 11, 2017, hour-long special, "Disney's Fairy Tale Weddings: Holiday Magic" as a part of its "25 Days of Christmas" event. Season 2 premiered on Disney+ on February 14, 2020. == Personal life ==