Matt Dickerson grew up in San Mateo, California, and attended Junípero Serra High School, where he excelled in football and basketball.

He was recalled to the varsity team for the CIF Central Coast Section playoffs in football and called up in basketball as well.

[1] On December 3, 2011, at Terra Nova High School, in a 42–21 win over the Menlo-Atherton Bears, the Padres won their second CCS Championship and first at the Division One level.

[2][3] As a junior on the football team, he was named All-WCAL Honorable Mention as a defensive lineman and tight end.

[4] As a junior on the basketball team, the Padres reached the WCAL and CCS Championship Finals against the Archbishop Mitty Monarchs who were led by All-American Aaron Gordon.

Gordon wrapped his arms around Dickerson's neck and then proceeded to stand up immediately with players on the court from both teams playing peace makers.

Before Dickerson's senior football season, he was named a USA Today High School All-American as well as the number six rated prospect coming out of the San Francisco Bay Area.

[14] In the Wild Card round of the 2020 playoffs against the Baltimore Ravens, Dickerson recorded his first career sack on Lamar Jackson during the 20–13 loss.

[28][29] On January 28 at M&T Bank Stadium, in a 17–10 win over the Baltimore Ravens, the Chiefs won the AFC Championship, advancing to the Super Bowl.

On February 11 at Allegiant Stadium, in a 25–22 overtime win over the NFC champion San Francisco 49ers, the Chiefs won Super Bowl LVIII.