Dallas selected Hollingshead with the 20th (2nd round) overall pick in the 2013 MLS SuperDraft.
2019: Hollingshead ended the season as the highest scoring defender in MLS with six goals and three assists. Scored the game winning goal in the 82nd minute vs. Colorado Rapids on March 23. Scored the game-tying goal against Montreal on August 17 in the 90th minute. Appeared in every MLS match for FC Dallas (33 starts) and played 2,961 minutes. Played sixth positions throughout the season: left back (including left fullback), right back, center back, left midfield, right midfield and defensive midfield. Led the league in total duels won (236) and in ground duels won (165) and ranked eighth in the league with 55 interceptions.
2018: Hollingshead appeared in 18 MLS games (seven starts), one playoff game, two CONCACAF Champions League games and one U.S. Open Cup game. Scored one goal and registered three assists in total, all of which were in MLS play. Scored his first MLS goal of the season on May 30 vs. LA Galaxy and assisted on Cristian Colmán’s goal. Had back-to-back assists on May 30 and June 2. Appeared in his 100th MLS match on June 29 vs. Minnesota United.
2017: Was involved in an accident on Jan. 6 while providing roadside assistance to another vehicle that had wrecked and suffered three different fractures to his cervical vertebrae but didn’t require surgery. He would return to action in a home game against Sporting Kansas City on April 23. He would appear in 18 MLS matches, starting in nine and played 820 minutes. Made the 18-man roster eight times. He recorded a goal and an assist in two games during Lamar Hunt U.S. Open Cup play. He was named the MLS Works Humanitarian of the Year on Nov. 2.
2016: Hollingshead started in 22 regular season matches, two Lamar Hunt U.S. Open Cup games, 3 CONCACAF Championship League games and one playoff. FC Dallas went 11-4-7 in matches he started. Scored in the 23rd minute on June 2 against Houston in a match that ended 1-1. Ended the season with two goals and 1 CONCACAF assist.
2015: Hollingshead appeared in 37 matches for FC Dallas, scoring three goals and three assists. Scored his first playoff goal on the 68th minute against Portland Timbers in a match that ended 2-2. Consolidated as a left-back. Recorded 158 minutes of playing time in Lamar Hunt U.S. Open Cup against OKC Energy and Sporting Kansas City.
2014: In his first season, Hollingshead appeared in 11 MLS matches after making his professional debut in a 2-1 loss in San Jose on May 31. Remained in the 18-man roster for 24 of the next 27 matches, including all three FC Dallas playoff games, following his debut. Played a season-high 69 minutes in a 5-0 in San Jose on Aug. 16.
2013: Despite being drafted by Dallas in the second round of the MLS SuperDraft, Hollingshead decided to fulfill a promise to his brother Scott, helping to build a church in Sacramento called Harvest Bible Chapel instead of joining MLS.
2012: NSCAA Second-Team All-America selection. Pac-12 Player of the Year and first-team All-Pac-12 selection. First-team NSCAA All-Far West Region selection. Team captain. Earned first-team Pac-12 All-Academic honors and third-team Capital One Academic All-America honors. Named to the first-team Capital One Academic All-District team and was the Pac-12 Men's Soccer Scholar Athlete of the Year. Senior CLASS Award finalist. College Soccer News Second-Team All-American. Named to Top Drawer Soccer's National Team of the Season, earning second-team honors. Finished second in the Pac-12 with eight assists and led the team with 22 points (7G, 8A).
2011: Earned second-team All-Pac-12 honors. First-team CoSIDA Academic All-District and second-team Pac-12 All-Academic. Finished third on the team with 13 points (3G, 7A). Named to the NCAA All-Tournament Team.
2010: One of four players to start and play in all 22 games. Tied for third on the team with five assists.
2009: Played in all 20 games and made 12 starts.
Four-year letterman in soccer and tennis at Granite Bay High School. Led his team to two Sac-Joaquin Section DII Championships in three years, including the 2008 championship, when he had three assists in the title game. Totaled 54 points on 18 goals and a school-record 18 assists in 2008. Earned first-team All-Sierra Foothill League and Press-Tribune All-City honors. Team captain and Offensive MVP.
Played club soccer for Placer United Prestige and Cal Rush Nike and was the team's leading scorer the last four years.