On this episode of Road Gang Radio, hosts Jimmy Mac and Lindsay Lawler welcome Selena Fragassi, Chicago-based music journalist and author of Alanis: Thirty Years of Jagged Little Pill.

Selena takes us on a nostalgic and insightful journey through one of the most groundbreaking albums of the 1990s — Alanis Morissette’s Jagged Little Pill. Released in 1995, the record shattered expectations, redefining what it meant to be a female voice in rock and pop. With raw emotion and fearless honesty, Alanis opened the floodgates for a generation of singer-songwriters — and Selena’s new book celebrates the album’s enduring power, legacy, and influence.

In this conversation, they discuss:

How Jagged Little Pill changed the landscape for women in music

Alanis’s impact on artists like Taylor Swift and Olivia Rodrigo

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