Episode Summary
Tyler Vessels is a high school history teacher who quit his job, spent a year in eleven countries, came back to teach, and then started a nonprofit to support a school in Uganda.
In this episode, Andrew Schory talks with Tyler about following an unmistakable calling, what it looks like to help without hurting, how a world history teacher brings global perspective to fourteen-year-olds in Kentucky, and why it took him nine years to attempt the marathon goal he missed at age thirty-one — and to finally nail it at forty.
Guest Information
Guest Name: Tyler Vessels, High School History Teacher & Founder, Educating with Hope
Bio: Tyler Vessels is a seventeen-year veteran high school history teacher in Hardin County, Kentucky, and the founder of Educating with Hope, a nonprofit supporting a school and church ministry in Uganda, East Africa. After four years of teaching, Tyler left his classroom for a year-long mission trip spanning eleven countries, returning to the same school and the same classroom — and carrying a vision that eventually became Educating with Hope, officially incorporated in fall 2019. Tyler is married to Beth, father of two daughters, and a recently minted sub-four-hour marathoner, having crossed that line with four seconds to spare at age forty.
Website: educatingwithhope.com
Facebook: facebook.com/educatingwithhope
Contact: [email protected]
Episode Outline
Quitting to Go: The Year-Long Mission Trip That Changed Everything (00:37)
Tyler traces his path from a four-year teaching career to a year-long mission trip across eleven countries — a decision that required giving up teaching tenure on the eve of earning it. He describes following a calling that felt less like an audible voice and more like a door that kept opening: finances aligned, the school calendar cooperated, and when he returned a year later, the same classroom was waiting. Tyler's guiding principle: take the next step and follow open doors, rather than staying paralyzed waiting for certainty.
Uganda: The Connection That Started Educating with Hope (01:52)
Among eleven ministry contacts across eleven countries, one stood apart: a Ugandan pastor running a church and school whose love for people was immediate and unmistakable. In 2018, Tyler sent a mentor and his sister to visit the school and confirm what he had seen. They came back with the same conviction, and the nonprofit process began. Educating with Hope was officially incorporated in fall 2019.
Helping Without Hurting: What Sustainable Development Actually Looks Like (06:41)
Shaped deeply by When Helping Hurts, Tyler's long-term vision for Educating with Hope is counterintuitive: he wants the Ugandan school and ministry to become fully self-sufficient and eventually not need the nonprofit at all. The model is partnership, not provision — working with assets and talent already present, eliminating barriers, and resisting the urge to throw money at problems rather than developing what's already there.
Seventeen Years in the Classroom: An Honest Look at Today's Students (09:38)
Tyler pushes back on the easy narrative that the current generation is lazy and screen-addicted. He has seen the other side — a former freshman now studying abroad in Vietnam and working with a think group in California — and connects it directly to widening students' horizons in the classroom. He also notes the growing national shift away from screens in schools, including no-tech Tuesdays beginning in Hardin County, and reflects honestly on the role AI will play in shaping this generation's future.
Teaching World History with Real-World Context (13:14)
Tyler's seventeen years of international travel give him something most textbooks can't: firsthand footage, personal stories, and real cultural connections to the events he teaches. He brings video from Vietnam into the Vietnam War unit, connected his Kentucky freshmen with their Ugandan counterparts via a live Skype session, and ties current events — including the ongoing tensions between Iran and Israel — into the historical arc of the course. His goal is to make history feel like something that happened to real people, not an abstraction in a book.
Four Seconds to Spare: Running a Marathon at Forty (15:37)
Tyler ran his first marathon in 2017 with a goal of sub-four hours — and missed it by eleven minutes. It took nine years and a fortieth birthday to try again. He trained through the fall, ran the Derby Marathon, and crossed the finish line at three hours, fifty-nine minutes, and twelve seconds. His mantra through miles twenty-two to twenty-six: one more step. Andrew draws the connection to the podcast's core theme directly: Tyler didn't run the marathon; he ran one step at a time until it was done.
Raising Daughters and Modeling What Matters (17:45)
Tyler's goals for his two daughters — entering kindergarten and second grade this fall — are simple and non-negotiable: know Jesus, be good humans, look out for their neighbors. The practical expressions right now are coaching youngest daughter's soccer team (and helping her manage big emotions on the field), watching oldest daughter fall in love with books, and modeling service through their church. Tyler's conviction: kids catch what they see more than they follow what they're told.
Speed Round Highlights (20:22)
Books & Resources Mentioned
• When Helping Hurts by Steve Corbett & Brian Fikkert — The foundational text shaping Tyler's development philosophy at Educating with Hope
• The Anxious Generation by Jonathan Haidt — Tyler's most impactful recent read — data-driven examination of how smartphones and social media have reshaped adolescent mental health since 2012
• The Insanity of God by Nik Ripken — Referenced as the precursor to his current read; a missionary's account of faith under extreme conditions
• The Obedience of God by Nik Ripken — Currently reading — interviews with hundreds of persecuted Christians across the Middle East, China, and the former Soviet Union
• The Chronicles of Narnia by C.S. Lewis — A formative childhood read Tyler still holds up as among his favorites
• The Voyages of Doctor Dolittle by Hugh Lofting — Another childhood favorite Tyler mentioned alongside Narnia
• Educating with Hope — educatingwithhope.com — learn more, join the mailing list, or inquire about summer mission trips to Uganda
Host & Show Info
Host: Andrew Schory, Business Coach
About the Host: Andrew Schory is a business coach dedicated to helping leaders build momentum through small, intentional actions. Each episode of the Small Stones Podcast features conversations with business and thought leaders to uncover the habits and decisions that move life and business forward — one small stone at a time.
Podcast Website: smallstonespodcast.com
Community
• Support Educating with Hope: Learn more, give, or inquire about summer mission trips at educatingwithhope.com
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• Work with Andrew: Interested in one-on-one or group business coaching? Visit smallstonespodcast.com to schedule a session.
• Join the Mailing List: Get tools, insights, and episode updates at smallstonespodcast.com
Share this episode with a teacher, a parent, or anyone who's been sitting on a calling and waiting for it to feel less scary before they take the first step.