

A Gen Z songwriter who turned the discomfort of a boring party into an anthem for introverts everywhere.
Alessia Cara emerged not from a traditional pop machine, but from the intimate, DIY world of a teenager's YouTube bedroom. The Canadian singer-songwriter, born Alessia Caracciolo, built an audience with soulful, stripped-back covers that showcased her rich, expressive voice. Her breakthrough, 'Here,' was a stunning left-turn—a moody, anti-social party song that perfectly captured the anxiety of feeling out of place. It was a sleeper hit that proved a pop song could be both commercially massive and deeply relatable for anyone who'd ever felt like an observer. Her subsequent work, including her Grammy-winning collaboration on 'Stay' with Logic, has consistently blended R&B grooves with thoughtful, self-aware lyrics, positioning her as a voice for thoughtful young adulthood in an often-brash musical landscape.
1981–1996
The first digital natives. Grew up with the internet, came of age during 9/11 and the 2008 crash. Highly educated, deeply indebted, slower to marry and buy houses. Redefined work, identity, and what it means to be an adult.
Alessia was born in 1996, placing them squarely in the Millennials. The events that shaped this generation — the internet revolution, 9/11, and the 2008 financial crisis — shaped the world they entered and the choices available to them.
The biggest hits of 1996
#1 Movie
Independence Day
Best Picture
The English Patient
#1 TV Show
ER
The world at every milestone
Dolly the sheep cloned
September 11 attacks transform the world
Michael Jackson dies; Bitcoin created
Curiosity rover lands on Mars; Sandy Hook shooting
Russia annexes Crimea; Ebola outbreak in West Africa
#MeToo movement; solar eclipse crosses the US
She taught herself to play guitar using YouTube tutorials.
She is a self-described introvert and has spoken openly about her struggles with anxiety.
She performed the song 'How Far I'll Go' for the end credits of the Disney film 'Moana.'
She was the first artist signed to EP Entertainment and Def Jam Recordings based solely on her YouTube covers.
““I think the best way to be a role model is to just be yourself and be honest about who you are.””