After Egglesfield graduated from Marian Catholic High School in Chicago Heights, he attended Illinois Wesleyan University and played for the football team.

[9] After taking drama classes, Egglesfield appeared on several television series including Law & Order: Special Victims Unit, The $treet, Gilmore Girls, Charmed, and Nip/Tuck.

He appeared in the feature films, Life Happens (2011), Open Road (2013), A Stranger in Paradise (2013), Vice with Bruce Willis (2015), Bad Moms (2016), The Space Between Us with Gary Oldman (2017), Reprisal (2018), Backtrace opposite Sylvester Stallone (2018), 100 Days to Live (2019), and in Lifetime's A Rose for Her Grave.

He has appeared in numerous television shows including Hawaii Five-O, Chicago Fire, Lucifer and UnReal, and Gilmore Girls.

Egglesfield is also the author of the book Agile Artist: Life Lessons from Hollywood and Beyond in which he shares insight and inspiration from his working in the entertainment industry, having lived through the World Trade Center Events and having overcome two bouts of cancer.

[13] Egglesfield hosts online courses via Patreon that helps people become more confident delivering communication in front of audiences and the camera.