Anderson attended Centennial High School in Blaine, Minnesota, where he was a two-year starter as a pitcher and first baseman. As a senior, he went 6–1 with a 1.86 ERA while batting.437. He was named All-Conference, All-State, was Minnesota's contender for Gatorade Player of the Year, and was named Minnesota's Mr. Baseball award winner for the 2010 high school season. He was also a two-year starter at quarterback for the football team. The Chicago Cubs drafted him in the 35th round of the 2010 MLB Draft, but he did not sign. Anderson attended Jacksonville University. In 2012, he played collegiate summer baseball with the Yarmouth–Dennis Red Sox of the Cape Cod Baseball League. As a junior at Jacksonville, he went 7–5 with 101 strikeouts and a 2.49 ERA in 104 2/3 innings. He was the first player from Jacksonville U to be selected in the first round of the Major League Baseball Draft. He made his professional debut with the Great Lakes Loons of the Midwest League on June 26, 2013. He made 12 starts with the Loons in his debut season, and was 3–0 with a 1.96 ERA. Anderson was promoted to the Rancho Cucamonga Quakes of the California League for 2014. In 27 games for the Quakes, he was 7–7 with a 4.62 ERA. His 146 strikeouts on the season was tops among all Dodger minor leaguers. The Dodgers invited him to attend major leaguespring training in 2015. He was assigned to the AA Tulsa Drillers of the Texas League to start the 2015 season and was named to the mid-season All-Star team. He made 23 starts for Tulsa and was 9–7 with a 4.05 ERA. He was promoted to the AAA Oklahoma City Dodgers in late August for a try out in the bullpen with the potential to be promoted to the majors in a bullpen role. He appeared in three games for them and allowed 15 runs in 6 innings and was not called up. He was given a non-roster invitation to Dodgers spring training in 2016. He returned to Tulsa to begin the 2016 season. He made 18 appearances with Tulsa and was 3–6 with a 5.90 ERA before he was demoted back to the Quakes for the bulk of the season. With Rancho Cucamonga, he was 1–2 in 18 appearances and a 3.25 ERA. After the season, the Dodgers assigned him to the Glendale Desert Dogs of the Arizona Fall League. He was released by the Dodgers on April 4, 2017. Anderson signed as a free agent with the Minnesota Twins. They released him on May 15 after only three minor league games.
