The year she turned 12, she starred in the film An American Girl: Grace Stirs Up Success. The year she turned 13, the Disney Channel series Bizaardvark, in which she played Paige, premiered on June 24.
The year she turned 16, she played Nini in High School Musical: The Musical: The Series on Disney+. The year she turned 17, “All I Want” from the series became her first Hot 100 entry, at No. 90.
The breakthrough yearThe year she turned 18, her first single, “Drivers License,” debuted at No. 1 on the Billboard Hot 100, and Billboard put her at 17 years and 11 months. Her debut album Sour came out on May 21, and “Good 4 U” became her second No. 1 three days later.
The year she turned 19, she won three Grammys on April 3, including Best New Artist. The year she turned 20, “Vampire” became her third Hot 100 No. 1 in July, and Guts followed in September. Guts topped a BBC News poll of critics’ favorite albums of the year.
The year she turned 21, the GUTS World Tour opened in Palm Springs in February, and a concert special of the tour came to Netflix in October.
The year she turned 22, she headlined Glastonbury’s Pyramid Stage in June and Lollapalooza in August.
The year she turned 23, “Drop Dead” debuted at No. 1 on the Hot 100 in April, and her third album, You Seem Pretty Sad for a Girl So in Love, launched at No. 1 on the Billboard 200 in June.
Olivia Rodrigo starred in An American Girl: Grace Stirs Up Success in 2015, the year she turned 12, played Paige in Bizaardvark from 2016, the year she turned 13, and became known on Jan 19, 2021, the year she turned 18, when “Drivers License” debuted at No. 1 on the Billboard Hot 100. She won three Grammys on Apr 3, 2022, the year she turned 19.
Ages are by calendar year (the year minus the birth year), birthdays aside.