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

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