I still remember the day I clicked play on Taylor Swift’s debut single Tim McGraw. I was browsing iTunes, looking for music, when I stumbled on an unfamiliar new song I thought at first glance was released by Tim McGraw. I remember thinking to myself, “Tim McGraw wrote a song called Taylor Swift? That’s kind of a weird title.” But after hitting play, I quickly realized it wasn’t a Tim McGraw song at all, rather the debut single of up-and-coming Taylor Swift, a young teenage singer-songwriter with a diary, a guitar, and a dream to become the next big country superstar. From that very moment, I’ve been all-in on Taylor Swift — and what a privilege it’s been to grow up alongside Swift and her music for the last (almost) 20 years.