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This week on The Upload, Brooke Taylor sits down with country artist Russell Dickerson and his wife, podcast host Kailey Dickerson (Coffee with Kailey), for a powerful conversation about faith, marriage, and learning to follow God together.

From meeting at Belmont University to building a life in the spotlight, Russell and Kailey open up about how their individual walks with Christ have shaped their relationship. Russell reflects on growing up as a preacher’s kid and how living under a microscope prepared him for life as an artist, while Kailey shares her own journey of faith.

One of the most impactful moments in Kailey’s story came during a revival night at CeCe Winans’ home, when a stranger spoke a prophetic word over her that confirmed something she had wrestled with for years—the ability to discern people’s true intentions. What once felt like judgment became a recognized, God-given gift that deepened her faith and confidence in hearing from Him.

Together, Russell and Kailey discuss the role prophetic words have played throughout their lives, their journey of dating, breaking up, and finding their way back to each other, and the leap of faith that came with changing churches after Kailey experienced three vivid dreams pointing them in a new direction.

They also get honest about what it looks like to build a marriage centered on faith—honoring one another, setting boundaries with outside relationships, and protecting their peace in a demanding industry. This episode is a raw and encouraging look at what it means to trust God’s voice, embrace His timing, and pursue a relationship that keeps Him at the center of it all.

🎧 If you’ve ever wrestled with discernment, obedience, or relationships, this conversation will challenge and inspire your walk.

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

This week on The Upload, Brooke Taylor sits down with country artist Russell Dickerson and his wife, podcast host Kailey Dickerson (Coffee with Kailey), for a powerful conversation about faith, marriage, and learning to follow God together.
From meeting at Belmont University to building a life in the spotlight, Russell and Kailey open up about how their individual walks with Christ have shaped their relationship. Russell reflects on growing up as a preacher&rsquo;s kid and how living under a microscope prepared him for life as an artist, while Kailey shares her own journey of faith.
One of the most impactful moments in Kailey&rsquo;s story came during a revival night at CeCe Winans&rsquo; home, when a stranger spoke a prophetic word over her that confirmed something she had wrestled with for years&mdash;the ability to discern people&rsquo;s true intentions. What once felt like judgment became a recognized, God-given gift that deepened her faith and confidence in hearing from Him.
Together, Russell and Kailey discuss the role prophetic words have played throughout their lives, their journey of dating, breaking up, and finding their way back to each other, and the leap of faith that came with changing churches after Kailey experienced three vivid dreams pointing them in a new direction.
They also get honest about what it looks like to build a marriage centered on faith&mdash;honoring one another, setting boundaries with outside relationships, and protecting their peace in a demanding industry. This episode is a raw and encouraging look at what it means to trust God&rsquo;s voice, embrace His timing, and pursue a relationship that keeps Him at the center of it all.
🎧 If you&rsquo;ve ever wrestled with discernment, obedience, or relationships, this conversation will challenge and inspire your walk.
Follow 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

Russell & Kailey Dickerson: Prophetic Words, Discernment & Following God Together

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/155dc6f3-824d-4551-bfe8-b42c015c0141/transcript