Grammy-winning artist Colbie Caillat sits down for an intimate conversation about the winding road from MySpace sensation to seasoned songwriter. With her trademark warmth and authenticity, she reveals how music was always coursing through her veins—singing at the top of her lungs every morning as a child and eventually being guided toward songwriting by her father's wisdom that it would "be more meaningful."

The conversation takes us through the unexpected explosion of "Bubbly" that catapulted her career, to touring with John Mayer in 2009, to her transformative relationship with vulnerability on stage. "I was taught to try to be extroverted and don't let anyone know that you're nervous," Colbie shares, describing how writing "Try" became the turning point that freed her from hiding her true self. "I just tell the audience everything on stage now. It feels so nice."

Colbie's upcoming album "This Time Around" (releasing September 26th) reimagines her greatest hits as duets with artists including Maren Morris, Hillary Scott, Walker Hayes, and Mitchell Tenpenny—many of whom had personal connections to her songs before the collaboration. "Mitchell was so cute because when I asked him to sing on 'Realize,' he's like 'that's my favorite song, I sang it in high school,'" she recalls with genuine delight. The album also features three new original songs, including one written with Lee Brice and another featuring Maddie & Tae.

Whether discussing the creative process behind her Grammy-winning duet "Lucky" with Jason Mraz, her Christmas tour with best friend Gavin DeGraw, or the first song she ever wrote ("Someday," which she plans to release someday), Colbie's reflections on her journey offer wisdom for creators at any stage: "Trust yourself and have fun with it and really embrace who you are." Connect with Colbie at colbiecaillat.com to follow her continuing musical evolution.