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: John Morgan [not-audio_url] [/not-audio_url]

Duration: 12:00
In this bonus episode of Get Real, John Morgan answers some challenging questions! Some of them include: What's a message you wish you could deliver to someone? What's something you think is more challenging for you than…
TELL ME MORE: Cyndi Thomson [not-audio_url] [/not-audio_url]

Duration: 7:47
Cyndi Thomson joined Caroline for this bonus episode of Tell Me More! Cyndi answers some deep life / personal questions. Some of them include: What's a habit or routine you would like to get into? What is something you w…
Getting Real with Zach Windahl: Understanding the Bible [not-audio_url] [/not-audio_url]

Duration: 48:45
Zach Windahl grew up going to church, but it wasn’t until a low point in 2014—when he seriously questioned if Christianity was even for him—that his faith became real. He packed up and moved to Australia for an intensive…
TELL ME MORE: Jana Stern [not-audio_url] [/not-audio_url]

Duration: 15:44
Jana Stern joins Caroline for this bonus episode of Get Real. She answers various questions, such as: What moment do you wish you could live again? What is something you want and are also afraid of? What convo with a str…
Getting Real with Jana Stern: Psychic Medium & Astrologer [not-audio_url] [/not-audio_url]

Duration: 55:11
Jana Stern died for 11 minutes after a suicide attempt in her youth—an experience that awakened her psychic gifts and reconnected her to Source. She returned forever changed, with a mission: to help others remember who t…
TELL ME MORE: Gabi Marguerite  [not-audio_url] [/not-audio_url]

Duration: 14:37
Gabi Marguerite joins Caroline for this bonus episode of Get Real. She answers various questions, such as: What's something you're learning to be okay with? What's something you dislike that most people like? If you coul…
Getting Real with the Miracle Medium and My Friend Gabi Marguerite  [not-audio_url] [/not-audio_url]

Duration: 1:17:55
Let me tell you about my friend Gabrielle — she’s honestly something out of a miracle story. Gabi is a true conduit for healing energy, like the real deal. After going through her own journey of breaking chains and heali…