That Was Then(2002)

That Was Then is a comedy series following Travis Glass, a 30-year-old stuck in a rut: living with his mother, selling doors for a living, and watching his high school crush marry his own brother. Desperate for a second chance, Travis wakes up one morning as his 16-year-old self, able to relive his teenage years and fix past mistakes. But each change he makes ripples forward unpredictably, creating new problems in his adult life. Trapped in a cycle of jumping between high school and adulthood, Travis must navigate the impossible task of rewriting his future without making things worse. Every decision carries unexpected consequences as he searches for the version of his life that actually works.