Born in Matale to a family of five, Theekshana Gammanpila is the youngest in his family. Theekshana received his primary education at Christ Church College, Matale before moving out to Ranabima Royal College, Kandy for his Secondary education. He excelled in both education and sports, being the Head Prefect at his Alma Mater during his senior years and representing Sri Lanka National Baseball team and U18’s.