ACQUIRED: On January 23, 2018 the club acquired Williamson's MLS Homegrown Player rights from D.C. United in exchange for $100,000 General Allocation Money in 2018, $100,000 Targeted Allocation Money in 2019, a 2018 international spot and a second-round pick in the 2020 MLS SuperDraft. On February 4, 2021 the club and Williamson agreed to a multiyear contract extension.
2024: Recorded a goal and assist against Nashville on July 7... Tallied an assist against Columbus on April 20... Scored Portland’s first goal of the season and tallied an assist in the season opener against Colorado on Feb. 24, earning Team of the Matchday 1+2 bench honors.
2023: Tallied his second assist of the season on March 18 against ATL... Tallied his first assist of on March 11 against STL... Earned a second consecutive start against LAFC on March 4... Started in the season opener against Sporting on Feb. 27.
2022: Made his first appearance since suffering injury on March 27 vs. Orlando.
2021: Suffered a season ending injury against Seattle on Aug. 29... Made his first appearance since national team duty at the Concacaf Gold Cup on Aug. 4 against the Earthquakes... Started his eighth consecutive match against Austin on July 1... Started, logging 90 minutes against Kansas City on June 19... Started and played 90 minutes against Philadelphia Union on May 30... Earned a spot on the Week 5 MLS Team of the Week after tallying two assists against San Jose on May 15... Started, logging 90 minutes against Seattle on May 9... Tallied his first goal in league play off the bench against FC Dallas on May 1... Started all four matches of the SCCL...
2020: Registered a career-high three goals and five assists in 21 appearances (17 starts) during the 2020 MLS regular season... Across all competitions in 2020, played in 26 matches (22 starts) and notched three goals and six assists... Started and tallied an assist for a third consecutive match against San Jose on Oct. 11... Started and tallied an assist against the LA Galaxy on Oct. 7... Started, tallying an assist against Vancouver on Sept. 27... Recorded a goal for a second straight match on Sept. 13 against LAFC... Scored his first MLS goal and added his second assist of the regular season against Seattle on Sept. 6... Logged 34 minutes off the bench against the LA Galaxy on Sept. 2... Started and tallied the game-winning assist in the MIB Tournament Final against Orlando on Aug. 11... Tallied his first career assist for the Timbers, starting and logging 69 minutes against the Houston on July 18... Made his first start of the campaign, logging 89 minutes against the LA Galaxy on July 13.
2019: Played in seven regular-season matches, making three starts for the Timbers during the 2019 MLS regular season... On loan from the Timbers, played in 19 regular-season matches (19 starts) for T2 in the USL Championship, registering four goals and a team-leading nine assists... On loan from the Timbers, delivered his team-leading ninth assist of the season in a 4-3 home loss against San Antonio FC on October 11... Recorded an assist in a 2-1 home loss against Austin Bold FC on Sept. 29… Made a substitute appearance in a 2-2 home draw against New England Revolution on Sept. 25… On loan from the Timbers, scored a goal in a 6-3 home win against Tacoma Defiance on Sept. 20… Recorded his seventh appearance across competitions in a 1-0 home loss against D.C. United on Sept. 15… Earned his first MLS start at home in a 2-1 win against Sporting Kansas City on Sept. 7, and was named to MLS’ Team of Week bench for Week 27... Logged his fourth league appearance as a second-half substitute in a 1-0 win over Real Salt Lake on Aug. 31... On loan from the Timbers, recorded his 16th league start in a 1-0 away loss against Las Vegas Lights FC on Aug. 24… Recorded 90 minutes of play in a 2-2 road draw against Colorado Springs Switchbacks FC on Aug. 7... Started and played 90 minutes for T2 against LA Galaxy II on July 28... Started and played 90 minutes in a 2-1 away loss against Fresno FC on July 20... Started and played 90 minutes in a 1-0 away loss against Sacramento Republic SC on July 13... Earned his first career MLS start in a 2-1 road loss at the Montreal Impact on June 26... Made a substitute appearance in a 4-0 home win against the Houston Dynamo on June 22... Made a substitute appearance in a 4-0 home win over the LA Galaxy in the Round of 16 of the Lamar Hunt U.S. Open Cup on June 19... On loan from the Timbers, logged his third goal of the season in a 2-2 away draw against Austin Bold FC on June 8… Made his Major League Soccer debut, coming on as a second-half substitute in a 3-1 away win against the Philadelphia Union on May 25… On loan from the Timbers, Williamson recorded his team-leading seventh assist of the season in a 4-1 away win at Tacoma Defiance on May 12... Logged one assist, his sixth of the season, in a 2-1 home loss against Rio Grande Valley FC Toros on April 30… Notched his first career brace in a 3-3 draw at New Mexico United on April 26, earning USL Championship Team of the Week honors (Week 8)... Played 90 minutes in a 2-2 draw against Colorado Springs on April 20... Started and logged 90 minutes in a 1-0 home win against Sacramento Republic FC on April 13... Played 90 minutes and logged one assist in a 3-2 win at OKC Energy FC on April 6... Recorded two assists against LA Galaxy II on March 30, earning USL Team of the Week honors... Started and played 90 minutes in a 3-1 win at San Antonio FC on March 16, providing one assist, his second of the season... Started and tallied an assist in 90 minutes played in his USL season debut in T2’s 1-1 draw at Tulsa Roughnecks FC on March 9.
2018: In his Timbers debut, Williamson logged 44 minutes as a second-half substitute in a 2-0 win over San Jose in the U.S. Open Cup on June 6... Made 15 appearances (15 starts) for T2 during the 2018 USL regular season, tallying three goals and four assists while on loan from the Portland Timbers... Made his 15th start of the USL season in T2’s 2-1 win against San Antonio FC on Aug. 15... Played 90 minutes for T2 in a 4-2 loss against Fresno FC on July 8... Named to the Timbers’ 18-man roster in a 1-1 draw against the Galaxy on June 4... Played 45 minutes for T2 in an international friendly against FC Saint Pauli on May 22... Scored his first professional goal, tallying the game-winning goal for T2 in a 1-0 win over Seattle Sounders FC 2 on May 12... Recorded a start for T2 in the team’s 3-0 win against OKC Energy FC on April 7... Played 90 minutes for T2 in a 1-0 win against Colorado on March 24.
COLLEGE: Spent three seasons playing at the collegiate level with the University of Maryland, recording 14 goals and 13 assists in 58 appearances during that three-year span... In 2017, he started in 18 games for the Terrapins, tallying a team-high six goals and also adding five assists... Was named 2017 Big Ten Midfielder of the Year and was also named to the United Soccer Coaches All-America third team, All-Midwest Region second team and the All-Big Ten first team.
HONORS: 2021 Gold Cup... MLS is Back Tournament in 2020... U-20 Concacaf Champion with the U.S. U-20 Men’s National Team in 2017... 2017 Big Ten Midfielder of the Year at Maryland.
INTERNATIONAL: Has made six appearances with the senior USMNT, tallying one assist and winning the 2021 Gold Cup... Was called in by the U.S. U-23 Men’s National Team for a combined domestic training camp in Florida in Jan. 2021... Was called in by the U.S. U-23 Men’s National Team for a domestic training camp from June 9-16 in Herriman, Utah in 2019... Was called into a combined preparation camp with players from the U.S. Senior and U-23 Men’s National Teams from May 26-June 2 in Annapolis, Md.... Played 45 minutes as a second-half substitute for the U.S. U-23 Men’s National Team against Egypt on March 22... Appeared in 12 matches (10 starts) for the U-20 U.S. Men’s National Team, recording one goal and two assists... While competing at the U-20 FIFA World Cup in the summer of 2017, he started four of the five matches, helping the U-20 USMNT advance to the quarterfinals of the tournament... Has also featured for the U-18 U.S. Men’s National Team.