More About The Podcast
- About
- Show Notes
About
As a teenager, Jack Kehoe was so consumed by drugs and alcohol that he once boarded a mission-trip bus drunk and stoned. But by the end of that trip, he’d encountered God in a way that rerouted his entire life. This week, Jack sits down with Nate Dewberry to share where that new path has taken him — from a loving marriage that inspired the “Called for More” podcast to an unforgettable year-long mission trip in South America. Along the way, Jack has collected hard-won insights that speak directly to men, whether you’re navigating marriage or learning to lead yourself well in singlehood.
Show Notes
Segment chapters
0:00 Opening prayer/Intro
1:59 What’s holding men back from going all in for God?
8:53 Jack’s journey out of addiction and into faith
18:38 Important people who helped Jack grow on his faith journey
24:21 Reflections on singlehood and marriage
35:42 Spending a year as a traveling missionary couple in South America
41:29 Overcoming a porn addiction with the help of other men
Snippets/excerpts
3:36 to 4:53—How insecurity and obsessing over comparing ourselves with others gets in the way of a deeper relationship with the Lord
7:18 to 8:29—“Gratitude and blessing is the antidote to comparison”: A daily practice for avoiding comparison and showing more gratitude
28:35 to 30:25—A different way to look at singlehood: Instead of looking for “the one,” focus on improving yourself into being “the one” for someone else
38:50 to 40:29—Serving the Lord in Brazil with an “amazing couple” who lived in a trash dump
Discussion
- Think about the times you’ve felt most disconnected, lukewarm, or spiritually apathetic. Do any patterns tend to show up in those moments? And if so, what do those patterns reveal about how you might prevent or disrupt them in the future? Revelation 3:15–16
- Do you spend much time comparing yourself to others, envying the wealth, experiences, or personal confidence they seem to enjoy? How do these comparisons make you feel? If you took Jack’s suggestion to take a little time each day to give thanks for what you have, how might it change you? Philippians 4:11–12
- Jack describes his teenage addiction to drugs and alcohol as an “escape” from various insecurities, one of which was the feeling that he didn’t measure up to his gifted siblings. Did you have similar insecurities when you were that age? Have any of those insecurities lingered into adulthood? Explain. 2 Corinthians 12:9
- People, Jack says, are like plants: we need “soil, water, and sun” – a healthy environment that actually supports our growth. How would you describe your current environment, not just physically, but emotionally and spiritually? Is that environment giving you what you need to become who you want to be? If not, what are the key things that need to change? Psalm 1:1–3
- Discuss your most recent (or current) period of singlehood. How did you approach dates or potential relationships? Did you put high expectations on them and then feel disappointed when they didn’t measure up? Explain. Have you ever spent time working on yourself in order to become “the one” for someone else?Â
- Following up on question 5, if you’re currently single, are you intentionally working on yourself right now? If so, what areas have you been focusing on, and how have you seen growth? If not, what parts of your life could you develop so you can approach dating with more confidence, healthier expectations, and less neediness?
- If you’re currently in a committed relationship, describe one or two couples you know who have the kind of healthy, loving marriage you’d like to have with your partner. What kind of a relationship do you have with those couples? What steps could you take to spend more time with them so that you can learn what makes their marriages so strong and fulfilling? Proverbs 13:20
- If you’re married, think back to your first year of marriage and describe it in three words. Then discuss what that first year was like. Did you and your wife set aside time with one another to show affection, learn from each other, and get to know each other on a deeper level? If so, how did that time benefit your marriage? If not, what was standing in the way of creating that time with one another, and how might you carve out intentional time with your wife now? Ephesians 5:25
Other resources
- “Called for More”—Jack and Riley’s podcast
- Unwanted: How Sexual Brokenness Reveals Our Way to Healing by Jay Stringer


