Eskridge was born and initially grew up in Winona, Mississippi, before his family moved to Bluffton, Indiana, while he was in grade school.

He committed to play college football at Western Michigan over Ball State, which was the only other FBS program to offer him a scholarship.

[1] Eskridge spent the offseason at cornerback and entered his senior year as a starter on both offense and defense.

[3] At the end of the season he was named first-team All-Mid American Conference (MAC) as a receiver after leading the conference with 784 yards and eight touchdowns on 34 receptions and the MAC Special Teams Player of the Year after returning 16 kickoffs for 467 yards and one touchdown.

[13] On December 5, Eskridge scored his first NFL touchdown on a 7-yard pass from Russell Wilson in a 30–23 victory over the San Francisco 49ers.

[18] The league penalty followed an inquiry into a February 2023 arrest on misdemeanor charges after a confrontation with the mother of his child.