Getting Real with Jenny Tolman

Getting Real with Jenny Tolman

Author: Nashville Podcast Network January 19, 2026 Duration: 1:06:32

Jenny Tolman grew up around music, but her path to finding her voice was anything but easy. In high school, she found herself in an abusive relationship that changed the course of her life. Songwriting became her escape, then her healing, and eventually her confidence. As the pain faded, the music turned brighter, and Jenny realized she didn’t just love music, she was meant to do it.

Her very first show was at the legendary Bluebird Cafe, and through songwriting she met her husband, Grammy nominated producer Dave Brainard. After Dave was brutally assaulted in a crosswalk attack, Jenny knew without question that he was her person and that she wanted to be with him forever.

Shortly after having her son Bear, Jenny was cast on The Road, starring Keith Urban, Blake Shelton, and Gretchen Wilson, becoming one of 12 finalists while balancing new motherhood and full time touring. It was the hardest and most life changing year of her life and proof that sometimes the bravest thing you can do is keep going.

See omnystudio.com/listener for privacy information.


Caroline Hobby has lived a life in the spotlight, from competing on The Amazing Race to hosting from the stage of the Grand Ole Opry, and she’s learned that real connection happens off-script. On Get Real with Caroline Hobby, she leans into that truth, creating a space where guarded conversations give way to genuine, life-giving dialogue. Each episode feels like pulling up a chair for a deep talk with a trusted friend, one who isn’t afraid to ask the questions that matter. Produced by the Nashville Podcast Network, this series sits at the intersection of society, culture, and music, drawing from Caroline’s unique world to find universal stories. You’ll hear from a diverse range of voices-artists, entrepreneurs, thinkers, and everyday people-all sharing their journeys through fear, passion, and the pursuit of something more. The magic of this podcast lies in its ability to make the profound feel accessible, transforming abstract ideas about purpose into tangible, relatable conversations. It’s for anyone who has ever felt a quiet yearning for a different path or wondered how to unlock a bolder version of themselves. Forget polished soundbites; here, you get the unvarnished, heartfelt, and often surprising stories that emerge when people decide to be authentically themselves. Tune in for a weekly dose of clarity and courage, served with a distinctly human touch.
Author: Language: en-us Episodes: 100

Get Real with Caroline Hobby
Podcast Episodes
Tell Me More: Lauren Watkins [not-audio_url] [/not-audio_url]

Duration: 8:46
Lauren Watkins is back for this bonus episode of Get Real! See omnystudio.com/listener for privacy information.
Getting Real with Lauren Watkins: Heartbreak Never Sounded So Good [not-audio_url] [/not-audio_url]

Duration: 1:00:12
Lauren Watkins has been chasing songs since her early days making music with her songwriting sister Caroline. Along the way, she fell in love with her producer (and now husband) Will Bundy, and together they’ve built mor…
Tell Me More: Nanci Dahl [not-audio_url] [/not-audio_url]

Duration: 9:45
Nanci Dahl is back to answer some deep questions in this bonus episode of Get Real! See omnystudio.com/listener for privacy information.
Tell Me More: Dr. Tara [not-audio_url] [/not-audio_url]

Duration: 6:27
Dr. Tara is back to answer some Tell Me More questions! They include: What do you think your 8 year old self would think about the person you are today? What life situation has contributed to your strength or resilience?…
Tell Me More: Lanie Gardner [not-audio_url] [/not-audio_url]

Duration: 7:11
Lanie Gardner is back for this bonus episode of Get Real where she answers some pretty deep questions! They include: What's one of the best compliments you've ever received? What's something you're learning to like and j…
Tell Me More: Rory and Rory [not-audio_url] [/not-audio_url]

Duration: 14:45
Rory and Rory join Caroline for this bonus episode of Get Real! They answer some deep questions, including: What is something you think you'll get better and better at for the rest of your life? What's something that you…