A native of Portland, Shayla Montgomery was crowned Miss Oregon Teen USA 2020 on 12 January 2020 and represented Oregon at the Miss Teen USA 2020 pageant in Memphis, Tennessee where she placed first runner-up.  This was Oregon’s second first runner-up finish in four years.  An avid volunteer, Shayla was recognised as a Prudential Spirit of Community Awards Oregon representative through her platform, Teens Speak Life, a movement that cultivates self love and combats bullying alongside her campaign, #Standup.