Lead to Win with Jeff Little

What does winning look like when the game is over?Former NFL quarterback Colt McCoy joins Pastor Jeff Little to share how his definition of success has changed through football, faith, family, and life after the NFL.From growing up in a small town to playing on football's biggest stages, Colt reflects on the moments that shaped his character, including the injury that changed his final college game, learning to lead through fear, and discovering that his identity is bigger than his performance.Colt also shares how he approaches fatherhood, the family values guiding his decisions, and his work in real estate and foster care. Together, Jeff and Colt explore what it means to lead with consistency, live out authentic faith, and build a legacy that lasts beyond personal achievement.Whether you're leading a team, raising a family, or navigating a new season of life, this conversation will challenge you to rethink what it really means to win.TIMESTAMPS0:00 - Scoreboards and Winning What Matters  3:00 - From Small Town to NFL  5:11 - The Alabama Injury and Honest Faith  9:00 - Managing Fear to Lead Yourself  14:37 - Consistency Without Performing Religion  20:50 - Grace Over Legalism  26:40 - Fatherhood Choices and Present Parenting  31:40 - L3H3 Family Values in Practice  35:04 - Real Estate Work and Foster Care Mission  39:25 - Community Over Isolation for the Next Generation  43:06 - The Real Enemy and Daily Playbook  49:44 - Final EncouragementLEAD TO WIN RESOURCESMore Resources: https://leadtowin.com/  Win With People: https://leadtowin.com/  Leaders Gathering: https://leadersgathering.leadtowin.com/  Milestone Church: https://milestonechurch.com/GET IN TOUCHContact us at [email protected] PASTOR JEFFInstagram: https://www.instagram.com/jefflittle/  Facebook: https://www.facebook.com/pastorjefflittleFOLLOW LEAD TO WINInstagram: https://www.instagram.com/leadto.win/Subscribe to Lead to Win for practical conversations about leadership, faith, family, and building a life that makes a lasting impact.#ColtMcCoy #JeffLittle #LeadToWin #Leadership #Faith #NFL

Why do some people get promoted while others get overlooked—even when they're great at their jobs?In this episode of Lead to Win, Pastor Jeff Little kicks off a new five-part series, 5 Ways to Get Promoted, revealing the qualities that make people stand out, earn trust, and become indispensable to their teams.The first principle... Have a good spirit.Talent, experience, and hard work matter, but they aren't always what determines who gets promoted. Pastor Jeff explains why your attitude, character, and the way you treat others can have a greater impact on your career than you realize.TIMESTAMPS:0:00 - The Unwritten Promotion Game0:48 - Welcome And Why Promotion Matters2:05 - Bass Fishing Sidebar And Focus5:08 - Free Leadership Gathering Announcement6:22 - Setting Up Five Ways To Promote11:36 - Why Good Spirit Beats Talent18:34 - Complaining Culture And The Algorithm21:55 - Handling Bad Bosses And Tough Coaches26:10 - The Unwritten Behaviors That Win31:38 - Traits Of A Good Spirit35:43 - Wrap Up And SubscribeLEAD TO WIN RESOURCESMore Resources: https://leadtowin.com/The Way to Win: https://leadtowin.com/Win With People: https://leadtowin.com/Register for Lead to Win Conference: https://leadersgathering.leadtowin.com/Information on Milestone Church: https://milestonechurch.com/GET IN TOUCHContact us at [email protected] PASTOR JEFFInstagram: https://www.instagram.com/jefflittle/Facebook: https://www.facebook.com/pastorjefflittleFOLLOW LEAD TO WINInstagram: https://www.instagram.com/leadto.win/#LeadToWin #JeffLittle #LeadershipDevelopment #CareerGrowth #HowToGetPromoted

What does it actually mean to win?In this episode of Lead to Win, Pastor Jeff Little breaks down the philosophy that has shaped his approach to leadership, ministry, family, and developing people for more than two decades. Winning isn’t simply accomplishing more, growing bigger, or putting more points on the scoreboard. It’s becoming who God has called you to be and winning in the areas that matter most.GET THE WAY TO WIN: https://www.leadtowin.com/products/the-way-to-winPastor Jeff shares how The Way to Win grew out of his experience planting Milestone Church and realizing that building a great organization starts with building great people. He discusses why leaders need the right scoreboard, how to develop people instead of simply using them to accomplish a vision, and why success in one area of life can’t compensate for losing in the areas that matter most.You’ll also hear the story behind the development process Jeff has used for more than 20 years, how it has helped churches and leaders develop stronger people, and practical principles for creating a winning culture in your family, team, church, or organization. The question isn’t simply whether you can win. It’s whether you’re winning the right game.TIMESTAMPS:0:00 - The Danger Of Winning Wrong Game0:52 - Why Winning Became The Brand3:05 - Defining Winning Beyond Trophies9:10 - People Building And Calling To Ministry12:45 - Church Plant Lessons That Shaped Way2Win21:00 - Your Scoreboard Legacy And Integrity28:40 - The Way2Win Framework For Leaders42:10 - How To Create A Winning Culture45:35 - Resources And Ways To SupportLEAD TO WIN RESOURCESMore Resources: https://leadtowin.com/Win With People: https://leadtowin.com/pages/win-with-...Register for Lead to Win Conference: https://leadersgathering.leadtowin.com/Information on Milestone Church: https://milestonechurch.com/FIND US AT:https://leadtowin.comGET IN TOUCH:Contact us at [email protected] PASTOR JEFFInstagram: https://www.instagram.com/jefflittle/Facebook: https://www.facebook.com/pastorjefflittleFOLLOW LEAD TO WINInstagram: https://www.instagram.com/leadto.win/

In this episode of Lead to Win, Pastor Jeff Little sits down with Hobby Lobby founder David Green and Bill High for a conversation about success, stewardship, generosity, purpose, and building a legacy that lasts.David shares how Hobby Lobby grew from a $600 loan into a business with more than 1,100 stores and roughly $10 billion in annual sales—and why his family made the decision to view everything they have as something entrusted to them by God. He explains the journey toward giving away 60% of the company’s profits, why his family chose not to treat Hobby Lobby as an inheritance, and how they’ve worked to pass down purpose rather than simply wealth.They also discuss finding purpose in business, developing a generational family vision, taking care of employees, staying engaged in meaningful work, and why every leader—not just pastors—should see their work as a calling.Whether you lead a business, church, team, or family, this conversation will challenge you to ask a bigger question about success: What is everything you’re building actually for?TIMESTAMPS:0:00 - The $20,000 Challenge From God2:00 - Why David Green Is Here5:20 - From Pastor’s Kid To $600 Start10:30 - Profit As A Means To Mission14:50 - Learning To Give Toward 60%20:30 - When Success Feels Like A Weight23:50 - Signing Away Ownership For The Kingdom27:40 - Why The Business Still Stays Fun30:50 - The Bible As David’s “MyPad”33:10 - Team Culture And Paying People Well36:30 - Building A True Family Legacy40:00 - Commissioning Business Leaders With Purpose43:00 - The Legacy Life And Final ChargeLEAD TO WIN RESOURCESMore Resources: https://leadtowin.com/Win With People: https://leadtowin.com/pages/win-with-...Register for Lead to Win Conference: https://leadersgathering.leadtowin.com/Information on Milestone Church: https://milestonechurch.com/FIND US AT:https://leadtowin.comGET IN TOUCH:Contact us at [email protected] PASTOR JEFFInstagram: https://www.instagram.com/jefflittle/Facebook: https://www.facebook.com/pastorjefflittleFOLLOW LEAD TO WINInstagram: https://www.instagram.com/leadto.win/bumper-verify-f5deb1fa

In this episode of Lead to Win, Pastor Jeff Little sits down for a conversation on what it really takes to build a generational church.They talk about the importance of raising young leaders, creating a culture where multiple generations can grow together, and helping the next generation find their place, purpose, and people. From longevity in relationships to spiritual mothers and fathers, this conversation unpacks why generational leadership is not just about passing down information — it is about walking with people, giving them room to grow, and building something that lasts.Whether you are a pastor, ministry leader, parent, business leader, or young adult trying to understand your calling, this episode will help you think differently about leadership, discipleship, and the kind of legacy you are building.TIMESTAMPS:0:00 - Showing Beats Telling1:01 - Haircut Counsel And Mullet Stories3:20 - Building A Culture Of Young Leaders5:55 - First Night Preaching To 7566:37 - From Cafeteria Church To Campuses8:08 - A Bible Study That Sparked Faith15:12 - Calling And Who You Walk With19:10 - Opportunities To Shine And Grow23:12 - Marriage And Ministry As One Team28:29 - Expansion That Creates More Leaders36:32 - Invest First And Earn Trust42:03 - Open Your Life And Multiply Impact47:14 - Conference Invite And Subscribe ReminderLEAD TO WIN RESOURCESMore Resources: https://leadtowin.com/Win With People: https://leadtowin.com/pages/win-with-peopleRegister for Leaders Gathering: https://leadersgathering.leadtowin.com/Information on Milestone Church: https://milestonechurch.com/FIND US AT: https://leadtowin.comGET IN TOUCH: Contact us at [email protected] PASTOR JEFFInstagram: https://www.instagram.com/jefflittle/Facebook: https://www.facebook.com/pastorjefflittleFOLLOW LEAD TO WINInstagram: https://www.instagram.com/leadto.win/MB01EHWP3SVLB48MB01OQ7ZOYK7ONK

In this episode of Lead to Win, Pastor Jeff Little sits down with Holly Wagner for a powerful conversation on leadership, pain, resilience, and learning how to stand through hard seasons.Holly shares from decades of ministry experience, including planting and pastoring Oasis Church in Los Angeles, walking through cancer, navigating betrayal, and learning how to keep going when life and leadership feel heavy. She unpacks why hard seasons are not always destructive, how pain can become part of your purpose, and why leaders have to pay attention to the health of their soul.Whether you are in ministry, business, parenting, or any season where you feel pressure to quit, this conversation will encourage you to push through the hard, manage your soul, and keep showing up with faith, joy, and endurance.TIMESTAMPS:0:00 - Choosing A Different Path0:56 - Fly Fishing And The Learning Curve2:45 - Connection To Milestone And Texas7:55 - From Duke Medicine To Acting13:40 - Planting A Church In Los Angeles15:59 - The Black Belt Myth Of Growth20:40 - Facing Cancer While Leading People24:50 - Stop Asking Why Start Asking How27:05 - Grief Loss And Betrayal Collide31:05 - Learning To Fight With Love37:10 - Mentoring Leaders With Real Honesty43:00 - Manage Your Soul And Your Rhythms52:30 - Enjoy The Journey And ClosingLEAD TO WIN RESOURCESMore 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.comGET IN TOUCH: Contact us at [[email protected]](mailto:[email protected])FOLLOW PASTOR JEFFInstagram: https://www.instagram.com/jefflittle/Facebook: https://www.facebook.com/pastorjefflittleFOLLOW LEAD TO WINInstagram: https://www.instagram.com/leadto.win/MB01S7YB2Y7TQIG

In this episode of Lead to Win, Pastor Jeff Little sits down with Michael Miller, founder and senior leader of Upper Room, for a conversation on pioneering, prayer, calling, and staying faithful when the path is unclear.Michael shares the story of how a prayer room in Dallas became a church, what it takes to lead when you do not have all the answers, and why comparison can pull leaders away from the assignment God actually gave them. He also speaks to the next generation of leaders about hidden battles, spiritual formation, and the importance of being planted in the right soil.Whether you are pioneering something new, developing young leaders, or trying to stay faithful in an uncertain season, this conversation will help you lead with clarity, conviction, and a deeper dependence on God.TIMESTAMPS:0:00 - Old Friends And Shared Roots3:10 - Wedding Photos And Preacher Tie Talk6:00 - Late Night Prayer And Early Risk7:40 - The Call To Pioneer In Dallas12:25 - Leading With Clarity In Uncertainty16:54 - When People Line Up Outside18:34 - Songwriting As A Fruit Of Calling20:20 - Second Generation Leaders And Structure24:50 - What Young Adults Need Most30:37 - Soil, Process, And Hidden Battles33:50 - Apprenticeship And Coaching Trees36:05 - Spiritual Parents And Learning To Pray39:24 - Defining Winning As A Leader43:58 - Final Thanks And Subscribe RequestLEAD TO WIN RESOURCESMore 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.comGET IN TOUCH: Contact us at [email protected] PASTOR JEFFInstagram: https://www.instagram.com/jefflittle/Facebook: https://www.facebook.com/pastorjefflittleFOLLOW LEAD TO WINInstagram: https://www.instagram.com/leadto.win/MB01OQ7ZOYK7ONK

In this episode of Lead to Win, Pastor Jeff Little sits down with Todd and Julie Mullins of Christ Fellowship for a practical conversation on building healthy teams and shaping culture with intention.Todd and Julie share why culture cannot just be caught — it has to be taught. From clarifying expectations to communicating values often, they unpack how leaders can build teams people want to be part of and create a culture that is life-giving, healthy, and clear.TIMESTAMPS0:00 - Culture As Soil For Vision3:30 - The Team Question Everyone Asks8:50 - The Origin Story Behind The Church15:10 - Succession And Scaling To Multisite21:30 - Culture By Design Not Default27:55 - Turning DNA Into Leader Values35:40 - Communicate Often And Celebrate It42:10 - Accountability When Culture Slips49:10 - Hiring On Purpose And Onboarding Fast56:05 - Clear Expectations And The 30 60 901:01:55 - Lead People Holistically And CloseLEAD TO WIN RESOURCESMore 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.comGET IN TOUCH: Contact us at [email protected] PASTOR JEFFInstagram: https://www.instagram.com/jefflittle/Facebook: https://www.facebook.com/pastorjefflittleFOLLOW LEAD TO WINInstagram: https://www.instagram.com/leadto.win/MB01KTGA8DJ2NXMMB01UVECBC9UVOL

In this episode of Lead to Win, Pastor Jeff Little sits down with Rich Wilkerson Jr. for a conversation on calling, resilience, and playing the long game in leadership.Rich shares why success isn’t the ultimate goal — lasting is. From processing pain to guarding your heart, this episode will help leaders reframe the story they’re telling themselves and stay faithful to what God has called them to do.TIMESTAMPS0:00 - Wanting To Last3:20 - Playing The Wrong Game6:05 - Esau Spirit And Outdoor Identity10:20 - Skee Ball Church And Hidden Talent14:55 - Growing Up In A Ministry Family21:10 - Pain Trials And Forgiveness27:45 - Reframing Stories And Trust33:10 - Discernment And Almost Right37:40 - Success Redefined As Faithfulness41:55 - Calling Chose You45:50 - Exegeting Miami And Loving The Crowd49:45 - Habits Resilience And Leadership Landmines58:45 - Final Thanks And SubscribeLEAD TO WIN RESOURCESMore 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.comGET IN TOUCH: Contact us at [email protected] PASTOR JEFFInstagram: https://www.instagram.com/jefflittle/Facebook: https://www.facebook.com/pastorjefflittleFOLLOW LEAD TO WINInstagram: https://www.instagram.com/leadto.win/Musicbed Sync ID: MB01EIB335NJCWV

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 COLLEGEhttps://milestonecollege.org/APPLY FOR RESIDENCYhttps://milestonechurch.com/ministries/residency/TIMESTAMPS0:00 - Finding Your Strength And Staying Consistent2:10 - A Crisis Moment And Meeting Jesus6:30 - From Secular Jobs To Church Planting18:00 - How To Build A Student Ministry24:00 - Creating Environments For Encounter And Growth32:30 - Milestone College And Hands On Leadership39:00 - Developing Leaders And Next StepsLEAD TO WIN RESOURCESMore 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.comGET IN TOUCH: Contact us at [email protected] PASTOR JEFFInstagram: https://www.instagram.com/jefflittle/Facebook: https://www.facebook.com/pastorjefflittleFOLLOW LEAD TO WINInstagram: https://www.instagram.com/leadto.win/