All Episodes

October 14, 2025 79 mins

Episode 208 of The Hitstreak, a podcast where we talk about anything and everything!  


This week we are joined by Artist, Songwriter & Advocate, Struggle Jennings!



Episode in a Glance:

Check it out! In this episode of The Hitstreak, I get to engage in a deep conversation with Struggle Jennings, a multifaceted artist and advocate. We discuss the importance of pursuing dreams, the challenges of navigating the music industry as an independent artist, and the influence of family legacy. Struggle shares his personal journey, including his experiences with addiction, recovery, and the impact of his music on others. This episode also highlights the work of Smiles for Recovery and Dollars for a Heart, emphasizing the power of community support and the ripple effect of kindness in transforming lives.



Key Points:

- Always pursue your dreams despite obstacles.

- Navigating the music industry requires resilience and creativity.

- Storytelling in music connects deeply with audiences.

- Community support is vital for recovery and growth.

- Independent artists can thrive without major labels.

- Personal growth is a continuous journey.

- The ripple effect of kindness can transform communities.

- It's never too late to change your life.



About our guest: 

Grandson of the legendary Waylon Jennings, Struggle Jennings has built his own legacy by turning hardship into hope. His journey—from battles with addiction and prison time to becoming a voice of resilience—shows that redemption is always possible. 


Beyond the music, Struggle is dedicated to giving back. Through Smiles For Recovery, he helps restore dignity and confidence by providing dental care and support to those in recovery. He also partners with Dollars With a Heart, an organization fighting hunger and responding to urgent needs. Together, they bring both immediate help and long-term healing to those who need it most. 


Struggle's mission is simple yet powerful: break stigmas, restore hope, and use his platform to change lives.


Follow and contact:

Instagram: @iamstruggle

strugglejennings.com


**Once the goal of 2.5 million members is met, 1,000 limited-edition T-shirts and the unreleased song will be sent, along with the first 1,000 full dental care awards!**



Subscribe to Nick's top-rated podcast The Hitstreak on Youtube: ⁠https://www.youtube.com/NickHite⁠r

Follow and Rate us on Spotify: ⁠https://spotify.com/NickHiter⁠

Follow and Rate us on Apple Podcast: ⁠https://podcasts.apple.com/NickHiter⁠

Follow and Rate us on iHeartRadio: ⁠https://www.iheart.com/NickHiter

Mark as Played

Advertise With Us

Popular Podcasts

Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

Are You A Charlotte?

Are You A Charlotte?

In 1997, actress Kristin Davis’ life was forever changed when she took on the role of Charlotte York in Sex and the City. As we watched Carrie, Samantha, Miranda and Charlotte navigate relationships in NYC, the show helped push once unacceptable conversation topics out of the shadows and altered the narrative around women and sex. We all saw ourselves in them as they searched for fulfillment in life, sex and friendships. Now, Kristin Davis wants to connect with you, the fans, and share untold stories and all the behind the scenes. Together, with Kristin and special guests, what will begin with Sex and the City will evolve into talks about themes that are still so relevant today. "Are you a Charlotte?" is much more than just rewatching this beloved show, it brings the past and the present together as we talk with heart, humor and of course some optimism.

Stuff You Should Know

Stuff You Should Know

If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.