He played college football for the UTSA Roadrunners and was selected by the Seahawks in the fifth round of the 2022 NFL draft.
Woolen grew up in Fort Worth, Texas and attended Arlington Heights High School.
[13] In Week 3, Woolen recorded his first career interception from Atlanta Falcons quarterback Marcus Mariota as time expired in the second half.
[14] In Week 4, Woolen had his second career interception against Detroit Lions quarterback Jared Goff and returned it 40 yards for a touchdown in the 48–45 win.
[23] In the 2023 season, Woolen finished with 53 total tackles (42 solo), two interceptions, 11 passes defended, and two fumble recoveries.