top of page
IMG_2165.heic

Chasing Dreams: A Conversation with Bebe Stockwell

IMG_9244.jpeg

Annette Whittenberger

 Army combat veteran turned journalist, author, and founder of A Wild Ride Called Life Media.She creates spaces for honest storytelling through media, music, and personal connection — reminding us all that healing begins when we share our truth.

By Annette Whittenberger | A Wild Ride Called Life Media

“It’s never too late. Live music — that’s where the soul is.” – Bebe Stockwell

There’s something about conversations like this that remind you why storytelling matters. Behind every artist, every song, and every stage light, there’s a story of persistence — of someone daring to chase what sets their soul on fire.

When I sat down with Bebe Stockwell, I didn’t just meet a rising star. I met a storyteller — someone who isn’t afraid to be vulnerable, to laugh mid-sentence, or to admit that they’re still figuring it all out.

Images provided by Donald Marone

Boston or LA? The Eternal Debate

When I asked Bebe which city feels more like home — Boston or LA — she didn’t hesitate.

“Boston, yeah. Because I like to wear pants,”she laughed, her voice carrying a mix of humor and nostalgia.

Now calling LA home, she is soaking in the rhythm of its music scene and festival life.
“I love it,” she said. “I haven’t been to too many festivals, but this one? Yeah, I’m into it.”

That blend of grounded comfort and open-sky possibility sums up Bebe perfectly — a creative still evolving but always rooted in something real.

Images provided by ACL (Taylor Regulski)

Images provided by Donald Marone

The Soundtrack of Growing Up

Music has always been part of Bebe’s DNA.

“I started writing songs when I was six,” she said, smiling. “They were just stories back then — little love songs about people I didn’t even love yet.”

Those after-school piano sessions weren’t about fame or followers. “It was just for me,” Bebe added. “A space to feel, to process, to escape.”

That kind of introspection now defines her sound — raw, soulful, and a little imperfect in the most beautiful way.

Finding Purpose and the Courage to Perform

At just 15, Bebe attended a summer camp at Berklee, where she discovered music therapy.

“It opened my eyes,” she said.
“I realized how powerful music can be — it heals, connects, transforms.”

But performing didn’t come naturally. “I didn’t really like to perform until a couple years ago,” Bebe admitted. “Now, when people sing my lyrics back to me — that gets me every time. It makes me emotional. It makes me happy.”

In a world that thrives on highlight reels, her willingness to stay real is what sets her apart.

Dreams Have No Expiration Date

As I listened to Bebe share her story, I felt a deep connection — because I had lived a version of it myself.

I told her how I had walked away from music years ago when I joined the Army, only to rediscover it later as part of my own healing journey.

Bebe leaned in, eyes kind and full of understanding.

“That’s amazing,” she said.
“It’s never too late. Live music — that’s where the soul is. You can’t fake that kind of connection.”

That moment — two artists connecting through shared resilience — was a reminder of why A Wild Ride Called Life Media exists: to tell stories that bridge worlds and remind us that our creative spark never really goes out.

Collaboration Over Competition

When I asked about her goals, Bebe didn’t talk about fame.

“I always wanted to write for other people,” she said. “There’s something powerful about watching your words take on a new life through someone else’s voice.”

Her recent signing with Columbia Records happened fast, but she remain grounded.

“My team’s amazing,” she said with a grin.
“I want them to come to my wedding someday.”

That kind of loyalty is rare — and it speaks volumes about who she is as both an artist and a human being.

Family and Foundations

Bebe’s biggest supporters have been there since the beginning.

“My parents and grandparents have always been there,” she said. “They’re chill, they come to shows, they have fun. It’s not just my win — it’s ours.”

In every word, you can feel that gratitude. Her success isn’t just personal — it’s communal. It’s a reflection of love, roots, and support that never fades.

What Comes Next

Before we wrapped, I asked the big question: what’s next?

Without hesitation, Bebe’s face lit up.

“Red Rocks,” she said, eyes shining. “I really want to headline Red Rocks one day.”

You could feel it — the determination, the hope, the quiet belief that the dream is already halfway real.

Because for Bebe Stockwell, this journey isn’t just about making music. It’s about creating something that matters — building connection through honesty, courage, and heart.

And for those of us lucky enough to be part of that journey, it’s a reminder that no matter how long it takes, chasing your dreams is always worth it.

🎧 Listen to Bebe Stockwell

➡️ Spotify | Instagram
Follow Bebe’s journey and discover the songs that inspired this story.

💬 Quote to Remember

“It’s never too late to find yourself again — through music, through storytelling, through whatever heals you.”
— Annette Whittenberger

About the Author

Annette Whittenberger is an Army combat veteran turned journalist, author, and founder of A Wild Ride Called Life Media.
She creates spaces for honest storytelling through media, music, and personal connection — reminding us all that healing begins when we share our truth.

©2018-25 A Wild Ride Called Life®,LLC

  • Facebook
  • Instagram
  • Twitter
  • YouTube
  • LinkedIn
  • Pinterest
bottom of page