Waylon Bruce Jackson, II

June 24, 2023
Waylon Bruce Jackson, II

Gifts & Memorial Donations



Waylon Bruce Jackson, II passed away suddenly on June 24, 2023 in St. Cloud, Florida due to complications from pneumonia.

Born on March 27, 1997, in Portsmouth, Virginia, Bruce attended Walsingham Academy in Williamsburg and graduated in 2015 from Hampton Roads Academy where he played both baseball and football.  Bruce went on to attend The Citadel where he earned the prestigious rank of Company Clerk, the highest rank of his Company.  During the first semester of his second year he was also a member of the Cadre.  While at The Citadel, he found his passion for building after doing an internship with a construction firm.

Bruce started each day in the gym.  As an adolescent, he loved playing football but his true talent was baseball and he played on several travel teams from age 12 through high school.  He was also an avid CrossFit competitor, taking first place in the local teen division three consecutive years. In addition to his athletic achievements, Bruce learned piano at an early age and participated in the hand bell group at church.

Bruce had a successful career with Arlington Construction, based in Birmingham, Alabama.  He loved everything about his job especially the people he worked for and with.  Bruce was known as “The Fixer” within the Arlington Construction community and was sent to jobsites throughout the southeast to fix problems.  Bruce was recently promoted from Assistant Superintendent to Superintendent and was excited to be working on his first job from the ground up.

Survivors include his parents, W. Bruce and Penny L. Jackson, of Williamsburg; sister, Emily K. Jackson of Mission, Kansas; paternal grandmother, Betty B. Jackson; maternal grandmother, Jean L. Stroble; uncle, Greg Jackson (Cindy); aunt, Carolyn Jackson Pollard (Michael); uncle, Terry Stroble; cousins, Dana Brittle (Jason), Molly Jackson and Julia Pollard; and his beloved German Shepherd, Stella.

The family would like to thank Derrick and Michelle Ingram for their help both in St. Cloud and after returning to Virginia, and for being wonderful friends/mentors to Bruce.

A private memorial service was held on July 1, 2023.



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  • August 27, 2023
    Jorge lit a candle:
    Lit since August 27, 2023 at 8:47:38 AM

  • August 22, 2023
    Susan Miller says:
    So many special memories of watching him grow up in our neighborhood. Praying for your family daily on this journey. Susan

  • August 18, 2023
    James Horbal says:
    Bruce, Penny, and Emily, Deb and I and the boys are heartbroken for you. We pray that the Lord can bring you Peace and Comfort during this incredibly tragic time. You continue to be on our thoughts and prayers. Love, The Horbal’s