Sideways cover

Sideways

The Sideways Series • Book 1

by Rex Pickett

Narrated by Scott Brick

3.81 ABR Score (7.0K ratings)
★ 3.73 Goodreads (6.4K) ★ 4.22 Audible (645)
11h 13m Released 2005 Literature & Fiction

Why Listen to This Audiobook?

The movie made wine country look fun; the audiobook makes it feel like a cry for help — and Scott Brick makes sure you feel every drop.

  • Great if you want: a dark, character-driven portrait of male midlife crisis
  • Listening experience: wry and melancholy, with sudden lurches into chaos
  • Narration: Brick channels Miles's self-pity and charm without tipping into parody
  • Skip if: self-destructive protagonists who never learn frustrate you

Listen to Sideways on Audible →

About This Audiobook

Miles Raymond, a struggling writer and wine enthusiast, embarks on a bachelor party road trip through California's Santa Ynez Valley with his soon-to-be-married friend Jack. What begins as a leisurely week of wine tasting quickly transforms into a collision course with personal demons, romantic entanglements, and the uncomfortable truths that surface when two middle-aged men confront their failures and desires. As Jack pursues last-minute romantic adventures before his wedding, Miles grapples with his stalled career, failed marriage, and deepening obsession with pinot noir.

Scott Brick delivers a masterful narration that captures both the comedy and melancholy woven throughout Pickett's novel. His performance brings distinct voices to Miles's neurotic vulnerability and Jack's reckless charm, while his measured pacing allows listeners to savor the rich descriptions of wine country and the subtle character development. Brick's delivery enhances the story's contemplative moments without sacrificing the sharp humor, making the audio format particularly effective for this character-driven narrative that unfolds like a good wine conversation between friends.