The Crossing: Deeper Conversations

In this episode of Deeper Conversations, Pastors Lee Brewer and Matt Bennett explore Ecclesiastes 4. Together, they reflect on what it means to live with one hand full and contentment rather than striving endlessly for more. The discussion also highlights the God-given gift of friends and community, and how they help us live with purpose and joy.

Pastor Lee Brewer and Pastor Matt Bennett dive into one of the most well-known passages in Scripture—Ecclesiastes chapter 3. Together they unpack what it means that there is a time for everything, and how this chapter reminds us that control is really just an illusion. We can’t dictate every season of life, but we can trust the One who holds time in His hands.

In this episode, we walk through Ecclesiastes 2, where Solomon explores the pursuit of pleasure, work, and wisdom—and finds them empty without God. What does that mean for us today? How do we find meaning that lasts?

Listen now and join the conversation.

In this episode of Deeper Conversations, Lee Brewer and Pastor Matt Bennett walk through the parable of the Prodigal Son. True repentance isn’t just feeling bad for yourself—it’s recognizing your wrong and turning back. And from the Father’s perspective, relationship always outweighs the offense.

Pastor Lee and Pastor Matt dive into Luke 15 to explore the parable of the lost sheep and the parable of the lost coin. Together, they unpack what these stories reveal about God’s relentless pursuit, His joy in finding the lost, and how these truths challenge the way we see and love others.

In this episode of Deeper Conversations, Matt Bennett and Lee Brewer sit down to unpack what might be the most unexpected business model ever: Jesus’. As the religious elite grumbled, Jesus welcomed sinners, tax collectors, and outcasts—and then trusted them to carry His message. Drawing from Luke 15, this conversation lays the framework for the next three parables in the sermon series, exploring how grace—not status—is the real qualification for Kingdom work.

Worship Pastor Matt Bennett is joined by Youth Pastor Nathan Morris and high school student Isaiah Lodwick to unpack one of Jesus’ most challenging parables—the Parable of the Talents. Together they explore themes of stewardship, fear, trust, and faithfulness. What does it mean to invest what God has given you? And how can young believers live this out today?

In this episode of Deeper Conversations, Worship Pastor Matt Bennett sits down with Pastor Lee Brewer to explore one of Jesus’ most challenging parables — the Parable of the Merciful Servant (Matthew 18:21–35). Together, they unpack Peter’s bold question about forgiveness, the staggering debt in the story, and the call to extend mercy as we’ve received it. What does true forgiveness look like in the life of a believer? How do we handle repeated offenses? And why is unforgiveness such a serious matter to God? Don’t miss this honest and hope-filled conversation on grace, accountability, and the mercy we’re meant to extend.

In this powerful special edition of Deeper Conversations, Matt sits down with Youth Pastor Nathan Morris and students Sarah Manning and Trey Rodriguez to reflect on an unforgettable week at youth summer camp in Daytona. They share stories of laughter, late-night bonding, and one moment that changed everything—a power outage that led to one of the most powerful acoustic worship nights they’ve ever experienced. Tune in for heartfelt reflections, spiritual takeaways, and a glimpse into how God moved when the lights went out.

In this episode of Deeper Conversations, Pastor Lee and Matt unpack two of Jesus’ shortest parables—about a mustard seed and a bit of leaven—and how they reveal the quiet, steady power of small beginnings in God’s kingdom. A thoughtful and encouraging conversation for anyone feeling like their efforts are too small to matter.