How Flirting With This Comedy Legend Launched Charlie Day's Acting Careeroriginally appeared onParade. It's Always Sunny in PhiladelphiastarCharlie Daymight have the ultimate "how I got my big break in Hollywood" story. The 49-year-old actor and writer stopped byJimmy Kimmel Livelast week and shared how one line oppositecomedy legendMary Tyler Moorehelped launch his Hollywood career. Related: Renowned '90s Actress, 67, Appears to Be Aging in Reverse in Tribute to Co-Star Speaking to Kimmel, Day said his first acting job was a one-liner opposite the TV icon. "I played a guy in a mailroom. It was just one line. I had to say, 'Looking fine,'" Day recalled. At just 20 years old, Day assumed the line was meant to be delivered sarcastically to the much older actress—only to learn it was actually supposed to be flirtatious. Check out the hilarious clip to see how the young actor pulled it off. View this post on Instagram A post shared by Jimmy Kimmel Live (@jimmykimmellive) Fans loved seeing Day and Moore share the screen, with one writing, "Love this!!" and another adding, "Mary is the best!" Related: 'White Lotus' Star's Sizzling Red-Carpet Appearance Has Fans Professing Their Love Mary Tyler Moore got her start as a dancer in a commercial for Hotpoint appliances. She later transitioned into acting and, according to Biography.com, landed her first role as a secretary in Season 3 of the 1950s TV seriesRichard Diamond, Private Detective, starringDick PowellandEd Begley. The actress passed away in January 2017 after a 60-year career in television and film. She was 80 years old. 🎬SIGN UP for Parade's Daily newsletter to get the latest pop culture news & celebrity interviews delivered right to your inbox🎬 How Flirting With This Comedy Legend Launched Charlie Day's Acting Careerfirst appeared on Parade on Jun 22, 2025 This story was originally reported byParadeon Jun 22, 2025, where it first appeared.