The Crossing: Deeper Conversations

🎙️ On this episode of Deeper Conversations, Pastor Lee Brewer and Matt Bennett continue through Galatians with a discussion on Galatians 2:15–21. Together, they unpack Paul’s powerful words about justification by faith, dying to self, and what it truly means for Christ to live in us. The conversation centers around the freedom found in Jesus: There is no pressure to be perfect. No burden of trying...

Pastor Lee Brewer and Matt Bennett continue their study through Galatians with 2:11–14, where Paul confronts Peter for stepping back from Gentile believers out of fear of others. In this episode, they talk about hypocrisy, people-pleasing, gospel consistency, and why our actions must line up with the truth we claim to believe.

In this episode of Deeper Conversations, Pastor Lee Brewer and Matt Bennett dive into Galatians 2:1–10, unpacking Paul’s unwavering defense of the true gospel. Together, they explore why the gospel message is non-negotiable, how believers must guard against compromise, and why even influential voices should never distort biblical truth. This conversation challenges listeners to stand firm in the e...

In this episode of Deeper Conversations, Matt Bennett and Pastor Lee Brewer dive into Galatians 1:11–24 and unpack the powerful truth that the gospel is not man-made—it is revealed by God. Paul defends the origin of his message, making it clear that he didn’t receive it from other people or religious systems, but directly from the Lord. And yet, what he received perfectly aligned with the other ap...

In this episode of Deeper Conversations, Pastor Matt and Pastor Lee kick off our new series, General Electric Power Company, walking through the powerful New Testament letters of Galatians, Ephesians, Philippians, and Colossians. We begin in Galatians 1:1–10, where the Apostle Paul the Apostle confronts a dangerous problem: the distortion of the gospel. Why do we tend to add to what Jesus has alre...

After a long break, Pastor Lee Brewer and Matt Bennett return to the Deeper Conversations Podcast with a deep dive into Ecclesiastes 10. This episode explores the contrast between wisdom and foolishness, the consequences of neglect, the dangers of gossip, and the illusion that money or pleasure can provide lasting happiness. Through honest conversation and Scripture, they highlight the importance...

This week on Deeper Conversations, we’re in Ecclesiastes 7:5-7 with special guest Sue Brown, a longtime member of The Crossing. We discuss what it means to finish well—to walk faithfully through every season and stay true to God’s calling until the very end.

Why does Solomon say it’s better to go to a house of mourning than a house of feasting? In this episode of Deeper Conversations, we wrestle with what it means to live wisely, grieve deeply, and value what truly lasts. Grief and reflection aren’t pleasant—but they grow us. Join the conversation as we explore how sorrow can refine the soul more than comfort ever could.

We chase more — more success, more comfort, more control. But Solomon says even when we get it, it can still feel empty. In this episode of Deeper Conversations, we unpack Ecclesiastes 6 and talk about why satisfaction isn’t found in what we possess but in who we trust.

In this episode, Pastor Lee Brewer and Pastor Matt Bennett walk through Ecclesiastes 5, focusing on the final verse — “God keeps him occupied with joy in his heart.” They explore how a life centered on God brings peace and contentment even in the midst of work, wealth, and worry. Join the conversation as we rediscover the joy that only comes from Him.

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...

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 t...

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...

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.

In this episode, Matt Bennett and Pastor Lee Brewer explore the parable of the weeds among the wheat, found in Matthew 13:24–30. Why does God allow both the good and the bad to grow side by side? What does this mean for the church, for the world, and for our own hearts? Join us as we talk about spiritual patience, the coming harvest, and trusting the wisdom of the Master Gardener.

Deeper Conversations kicks off a new summer series on the parables of Jesus. In this first episode, host Pastor Lee Brewer is joined by co-host Matt Bennett and special guest Susan Brewer for a conversation on the Parable of the Sower (Matthew 13). They explore the meaning of each type of soil, but also emphasize this truth: it’s not our responsibility to judge the condition of the soil—it’s our c...

In the final episode of our Encounters with the Risen Jesus series, Worship Pastor Matt and Pastor Lee are joined by longtime church member Bobby Rodriguez to reflect on the moment Jesus ascended into heaven and promised the coming of the Holy Spirit. What does it mean to live as His witnesses today? Don’t miss this powerful wrap-up to the series.

In Episode 4 of Encounters with the Risen Jesus, we explore Jesus’ final words to His disciples in Matthew 28:16–20. Our guest, Missions Pastor Steve Seaberry, joins us for a powerful conversation on what it means to be sent, how the authority of Jesus shapes our mission, and why discipleship is the heartbeat of the Great Commission. Whether you’re new to sharing your faith or have been on mission...

In this week’s episode of Deeper Conversations, we continue our series Encounters with the Risen Jesus by looking at John 21:15–19—where Jesus restores Peter after his denial. Guest Alem Boukadoum joins us to reflect on grace, redemption, and the calling to “follow me.” At the end, Alem shares a powerful piece of his own testimony that you won’t want to miss.