This week on The Upload, Brooke Taylor and Pastor Mark Evans sit down with singer-songwriter Jenna Raine for an honest conversation about faith, relationships, discernment, and boldly living for Christ in the music industry. Fresh off the release of her debut album Jeans, Boys and Jesus and celebrating her recent engagement, Jenna shares why following God's plan has always mattered more than following the world's expectations.

Jenna opens up about growing up with a deep love for Jesus, developing strong discernment from a young age, and how trusting the Holy Spirit shaped every relationship that led her to her fiancé. She shares why becoming friends first laid the foundation for a healthy relationship, how she discovered the biblical concept of courting, and why she's passionate about pursuing marriage God's way rather than simply following modern dating culture.

Together, they discuss:
Why friendship is the foundation of a lasting marriage
Courting vs. modern dating
Learning to trust God's timing over your own plans
Putting "Jesus" in the title of a mainstream album
Living boldly for Christ without being confined by labels
Why community is essential to a thriving faith
Navigating church hurt with grace instead of bitterness
The importance of confession, repentance, and personal conviction

One of the most compelling moments of the episode comes as Jenna explains why she chose to include Jesus in the title of her debut album. While some assumed it meant she was releasing a worship album, Jenna shares that Jeans, Boys and Jesus simply reflects her life—a young woman pursuing relationships, chasing her calling, and keeping Christ at the center of it all.

For Jenna, following Jesus isn't a genre—it's her identity. Brooke, Mark, and Jenna also dive into why so many people struggle with church hurt, how Christians should view imperfect leaders, and why genuine faith is built through a personal relationship with Jesus—not borrowed belief. Whether you're single, dating, engaged, or simply seeking to grow in your walk with Christ, this episode is a refreshing reminder that God's plans are always worth trusting. 

🎧 If you've ever wrestled with dating, purpose, church hurt, or boldly living out your faith, this conversation will encourage you to pursue Jesus with confidence and conviction.

Follow The Upload:
📸 Instagram — @theuploadlife
🎥 TikTok — @theuploadlife
🔗 Listen on iHeartRadio — The Upload

This week on The Upload, Brooke Taylor and Pastor Mark Evans sit down with singer-songwriter Jenna Raine for an honest conversation about faith, relationships, discernment, and boldly living for Christ in the music industry. Fresh off the release of her debut album Jeans, Boys and Jesus and celebrating her recent engagement, Jenna shares why following God's plan has always mattered more than following the world's expectations.
Jenna opens up about growing up with a deep love for Jesus, developing strong discernment from a young age, and how trusting the Holy Spirit shaped every relationship that led her to her fianc&eacute;. She shares why becoming friends first laid the foundation for a healthy relationship, how she discovered the biblical concept of courting, and why she's passionate about pursuing marriage God's way rather than simply following modern dating culture.
Together, they discuss:
<ul>
<li>Why friendship is the foundation of a lasting marriage</li>
<li>Courting vs. modern dating</li>
<li>Learning to trust God's timing over your own plans</li>
<li>Putting "Jesus" in the title of a mainstream album</li>
<li>Living boldly for Christ without being confined by labels</li>
<li>Why community is essential to a thriving faith</li>
<li>Navigating church hurt with grace instead of bitterness</li>
<li>The importance of confession, repentance, and personal conviction</li>
</ul>
One of the most compelling moments of the episode comes as Jenna explains why she chose to include Jesus in the title of her debut album. While some assumed it meant she was releasing a worship album, Jenna shares that Jeans, Boys and Jesus simply reflects her life&mdash;a young woman pursuing relationships, chasing her calling, and keeping Christ at the center of it all.
For Jenna, following Jesus isn't a genre&mdash;it's her identity. Brooke, Mark, and Jenna also dive into why so many people struggle with church hurt, how Christians should view imperfect leaders, and why genuine faith is built through a personal relationship with Jesus&mdash;not borrowed belief. Whether you're single, dating, engaged, or simply seeking to grow in your walk with Christ, this episode is a refreshing reminder that God's plans are always worth trusting.&nbsp;
🎧 If you've ever wrestled with dating, purpose, church hurt, or boldly living out your faith, this conversation will encourage you to pursue Jesus with confidence and conviction.
Follow&nbsp;The Upload: 📸 Instagram &mdash;&nbsp;<a href="https://instagram.com/theuploadlife">@theuploadlife</a> 🎥 TikTok &mdash;&nbsp;<a href="https://www.tiktok.com/@theuploadlife">@theuploadlife</a> 🔗 Listen on iHeartRadio &mdash;&nbsp;<a href="https://www.iheart.com/podcast/1119-the-upload-304486499/?cmp=ios_share&amp;sc=ios_social_share&amp;pr=false&amp;autoplay=true">The Upload</a>

Hosted by radio personality Brooke Taylor alongside her co-host, Pastor Mark Evans, The Upload dives into real and honest conversations about faith, purpose, and life. Each week, Brooke and Mark sit down with musicians, authors, athletes, and influencers to explore what faith means to them, and how it shapes the way they navigate their unique callings, careers, and family lives.

Rooted in authenticity, The Upload goes deeper than surface-level chats. Guests share personal stories, defining moments, and the spiritual lessons that sustain them through both triumphs and challenges. Whether you’re looking for encouragement, inspiration, or just a meaningful conversation to lift your week, this podcast is designed to uplift your soul and strengthen your walk.

Hosted by radio personality Brooke Taylor alongside her co-host, Pastor Mark Evans, The Upload dives into real and honest conversations about faith, purpose, and life. Each week, Brooke and Mark sit down with musicians, authors, athletes, and influencers to explore what faith means to them, and how it shapes the way they navigate their unique callings, careers, and family lives.
Rooted in authenticity, The Upload goes deeper than surface-level chats. Guests share personal stories, defining moments, and the spiritual lessons that sustain them through both triumphs and challenges. Whether you&rsquo;re looking for encouragement, inspiration, or just a meaningful conversation to lift your week, this podcast is designed to uplift your soul and strengthen your walk.

The Upload with Brooke Taylor

The Upload

Jenna Raine: Courting, Conviction & Putting Jesus at the Center 

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/c4c9bc6c-b1d9-4d9b-b24f-b4aa0122aa95/transcript