He has previously played in Major League Baseball (MLB) for the Los Angeles Dodgers and Pittsburgh Pirates.

[13] After pitching to a 3–2 record with a 3.27 ERA over 15 games (13 starts) and 63+1⁄3 innings with Tulsa, he was promoted to the Oklahoma City Dodgers of the Triple-A West in late July.

[14] Jackson was called up to the majors for the first time on August 16, 2021, and made his MLB debut that same night against the Pittsburgh Pirates.

[16][17] He appeared in three total games for the Dodgers, pitching 11+2⁄3 innings while allowing three runs on ten hits for a 2.31 ERA.

[19] He pitched in four games for the major league club, working 9+2⁄3 innings out of the bullpen and allowed two earned runs.

[25] After pitching to an 8–7 record with a 2.90 ERA and 121 strikeouts for the BayStars in the 2024 NPB season, Jackson started Game 1 of the 2024 Japan Series.