Jackson was born and raised in Richmond, Kentucky, where he grew up playing baseball, football, and enjoying the outdoors of the Bluegrass state with his twin brother Jason. He discovered his passion for performing in high school, and went on to graduate from Northern Kentucky University with a BFA in Musical Theatre. Since then, he has performed all across the country in national tours as well as at esteemed regional houses including Tuacahn, The Lex, Aurora Theatre, The Palace, Riverside CPA, and Cincinnati Landmark's Incline. His tours include Bartlett Sher's LCT Production of My Fair Lady and the 2024 tour of Elf. He has also performed aboard Royal Caribbean's Rhapsody of the Seas. 

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He loves putting smiles on faces with his outgoing, "golden retriever" personality, and wants to spread light and kindness everywhere he goes. Theatre is his wonderful opportunity to do that and bring joy on to the stage.