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.

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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: Rebecca Lynn Howard [not-audio_url] [/not-audio_url]

Duration: 11:50
In this bonus episode of Get Real, Rebecca Lynn Howard joins Caroline to answer some deep questions. Some of the questions include: How would you describe what you believe your life's purpose is? When was a recent moment…
TELL ME MORE: Lanco [not-audio_url] [/not-audio_url]

Duration: 9:17
Brandon and Tripp of Lanco are back to answer some pretty tough questions! Some of them include: If you could be famous for something, what would you want it to be? What's something you worked really hard at recently? Wh…
TELL ME MORE: Iam Tongi [not-audio_url] [/not-audio_url]

Duration: 9:28
Iam Tongi joined Caroline for this bonus episode of Get Real to answer some deep questions! Some of them include: If you don't worry about consequences or what other people thought, what's something you would love to do?…
TELL ME MORE: Naomi Johnson [not-audio_url] [/not-audio_url]

Duration: 9:26
Naomi Johnson joins Caroline for this bonus episode of Get Real. Naomi answers some deep questions, including: If you could be famous for something, what would you want it to be? What's a gift someone gave you that you'l…
TELL ME MORE: Megan Piphus [not-audio_url] [/not-audio_url]

Duration: 10:18
Megan Piphus joins Carolina on this episode of Get Real to answer some deep questions. The questions include: What's one thing about yourself you're genuinely proud of? What's something you find embarrassing? What's some…