In this episode of Lead to Win, Pastor Jeff Little sits down with Tyron Caswell to talk about reaching the next generation, building a lasting student ministry, and creating environments where young people can encounter Jesus. Pastor Tyron shares pieces of his own story, the early days of Milestone Church, and practical wisdom for pastors and leaders who want to lead with vision, authenticity, and consistency.

LEARN MORE ABOUT MILESTONE COLLEGE
https://milestonecollege.org/

APPLY FOR RESIDENCY
https://milestonechurch.com/ministries/residency/

TIMESTAMPS
0:00 - Finding Your Strength And Staying Consistent
2:10 - A Crisis Moment And Meeting Jesus
6:30 - From Secular Jobs To Church Planting
18:00 - How To Build A Student Ministry
24:00 - Creating Environments For Encounter And Growth
32:30 - Milestone College And Hands On Leadership
39:00 - Developing Leaders And Next Steps

LEAD TO WIN RESOURCES
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Win With People: https://leadtowin.com/pages/win-with-...
Register for Leaders Gathering: https://leadersgathering.leadtowin.com/
Information on Milestone Church: https://milestonechurch.com/

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GET IN TOUCH: Contact us at info@leadtowin.com

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In this episode of Lead to Win, Pastor Jeff Little sits down with Russell Evans, founder and global senior pastor of Planetshakers, for a powerful conversation on culture, honor, and raising up the next generation.

Russell shares how great leaders build beyond themselves by creating a culture that releases people, honors every generation, and develops sons and daughters who carry the vision forward. From leading a global church movement to empowering young leaders, this conversation unpacks why lasting leadership is not built on celebrity or personality — it’s built on family, honor, obedience, and a heart to see others go further.

If you’re a pastor, leader, parent, or anyone passionate about developing people, this episode will challenge you to think differently about legacy, culture, and what it really means to build for generations.

TIMESTAMPS
0:48 - A Back Row Story On Humility
3:50 - Russell Evans Origin Story
11:43 - Culture Takes Time And Heart Work
25:40 - Honor As The Key To Family
34:02 - Sound That Shapes Atmosphere And Faith
42:12 - Skill Without Shortcuts DNA Process
52:22 - The Struggle That Forms Leaders
57:38 - Raise Sons And Daughters Not Celebrities

LEAD TO WIN RESOURCES
More Resources: https://leadtowin.com/
Win With People: https://leadtowin.com/pages/win-with-...
Register for Leaders Gathering: https://leadersgathering.leadtowin.com/
Information on Milestone Church: https://milestonechurch.com/

FIND US AT: https://leadtowin.com

GET IN TOUCH: Contact us at info@leadtowin.com

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In this episode of Lead to Win, Pastor Jeff Little sits down with worship leader Betsy Caswell for a practical and honest conversation about worship, platform, character, and serving the local church.

Together, they unpack why worship leadership is about more than talent, songs, or stage presence. It’s about purity of heart, alignment with vision, serving people well, and keeping Jesus at the center. Betsy shares wisdom from years of leading worship, developing teams, and building a culture where the platform is never the goal — it’s simply a place to serve.

TIMESTAMPS
0:00 - What A Worship Win Looks Like
0:36 - Why Worship Shapes Church Theology
6:35 - Betsy’s Story From Music To Jesus
13:38 - Discipleship Before Platform Opportunity
18:31 - Training Worship Leaders With Dev Night
23:44 - Lead To Jesus With Eyes Open
30:34 - Serve Local Church Over Comparison
37:13 - Alignment With Pastor And Team Culture
42:57 - Heart Integrity Beats Production Value
51:55 - Final Thanks And Subscribe Request

LEAD TO WIN RESOURCES
More Resources: https://leadtowin.com/
Win With People: https://leadtowin.com/pages/win-with-...
Register for Leaders Gathering: https://leadersgathering.leadtowin.com/
Information on Milestone Church: https://milestonechurch.com/

FIND US AT: https://leadtowin.com

GET IN TOUCH: Contact us at info@leadtowin.com

FOLLOW PASTOR JEFF
Instagram: https://www.instagram.com/jefflittle/
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