The Jason Hewlett Show
Join entertainer, Hall of Fame keynote speaker, author, and joy-spreader Jason Hewlett as he brings laughter, leadership, and light into every conversation. Known for his unforgettable blend of family-friendly comedy, inspirational insight, and world-class impersonations, Jason takes you behind the scenes of performance, relevance, resilience, and living a life full of purpose and promise.
Each episode dives into authentic stories, uplifting lessons, and practical takeaways designed to help you lead with heart, share your unique gifts, and make and keep powerful promises in life, work, and relationships. Whether you’re a leader seeking inspiration, a creative soul craving purpose, or someone who just needs a good laugh and a meaningful conversation, this podcast delivers humor, heart, and hope in equal measure.
Get ready to laugh, learn, and rethink what it means to be your best self — one promise at a time. 🎧
Episodes
35 episodes
Ten Years Ago You Were More Human. What Happened?
The smallest broken promise Jason has ever confessed on air. Nobody's life fell apart. He just stopped going outside. In January, Jason admitted on this show that he had quit a years-long habit without ever deciding to. Eight month...
The Gift Is Broken
Twenty shows. Two and a half months. Nobody knew. What it is like to modify a routine that has earned standing ovations for decades and have not one person in the room notice — and what happened when Jason finally told the internet...
What Are You Known For When You Leave the Room?
Jason Hewlett unpacks the title story of Episode 33: the ninety seconds after the door closes that decide your whole career. This is about the sentence the room actually says when you are gone — and why the person the room can desc...
Stay: The Hardest Promise We Ever Ask a Person to Keep
Meet Brandy Vega — the mother, the emcee, the founder of Promise2Live — and the story of the promise she made in the worst moment of her life that has now reached over seven million people worldwide. Every movement that has ever ch...
What Labor Day 2026 Actually Looks Like in America
6.9 million unemployed. 1.8 million long-term unemployed. 31 percent engagement. Hundreds of millions of vacation days paid for and never used. This is the honest snapshot of American work heading into Labor Day 2026.You cannot pray for...
Every Religion Has Someone at the Door
88,500 Latter-day Saints. 430,000 Christian missionaries worldwide. 9 million Jehovah's Witnesses. Every faith sends somebody — and the way we treat the one on our porch says more about us than about them.You can disagree w...
The Sleep Recession Is Real
America is not sleeping. The brand-new CDC number just landed, and 30.5% of American adults — one in three of us, 83.6 million people — are sleeping less than seven hours a night. RAND puts the cost at $411 billion. Half of us are ...
Say the Name: An Ode to the Teacher Who Saw You
Two teachers. Two rooms. One boy who became a man because both of them showed up. Jason Hewlett tells the story of the choir teacher who found his voice and the grandma who found his mind — and the sentence that ties both classroom...
The First Day Is a Promise
The first day of school is a covenant moment we keep treating like a logistics moment. Here are the three promises the first day is actually making — and how to name them out loud this year.Freedom of Speech: "The Handoff" Full...
The Great American Attention Reset
New industry data — Bizzabo, CEIR, ZipDo, Talkadot — reveals a paradox. Attention has cratered to eight seconds, but live rooms are winning like never before. And the word that predicts whether a speaker gets rebooked will surprise you....
The Man Who Gave It Back
December 23, 1783. Annapolis, Maryland. A cold room, a few politicians, and one of the most important moments in American history — the day George Washington handed back the power he could have kept. And why you should see Young Washington whil...
The Road Doesn't Build You. It Reveals You.
The fun of the road and the drag of the road live in the same suitcase. Here's what actually fits in the carry-on — and the one thing that has to. Travel is where a man finds out whether his promises are attached to his house or at...
250 Years on a Promise: What the Founders Pledged That We Forgot to Keep
The founders pledged their lives, their fortunes, and their sacred honor — and a lot of them paid in full. A promise only counts when keeping it is expensive. We celebrate the signing. We almost never count the cost. And the cost i...
The Monday After Father's Day: What You Do When Nobody's Watching the Calendar
The holiday is the trailer. The Tuesday is the movie.In The Jason Hewlett Show, Jason breaks down the part of fatherhood that never gets a card, a brunch, or a social media post: the ordinary days after the celebration ends.
The Inheritance You Didn't Ask For And the One You Leave Behind
Every man carries two inheritances at the same time — the one handed to him, and the one he's already handing his kids. Most men only ever see the first.The hinge moment of fatherhood is when a man stops being the recipient and starts b...
The Laugh You Swallowed: Why the Funniest Version of You Is Also the Bravest
Jason Hewlett makes the case that humor is not a break from courage — it is a form of it. The funniest version of you is the one brave enough to tell the truth, risk the silence, and stay human under pressure.In this episode we cover......
Your Family Knows When You're Not Really There
You can be in the room and still be missing. Jason Hewlett takes on distracted presence, phone snubbing, and the promise to give the people in front of you time and love in the same moment.In this episode, we cover......
My Dad Shaped Me in Ways I'm Still Figuring Out. This Episode Is for Him.
Eighteen episodes. Jason has talked about his wife, his kids, Ella in Alaska, the whale, the promises kept and broken. Tonight he finally talks about where all of it came from — his dad, John Hewlett. Who he is. What he built. What...
The Window Is Always Smaller Than You Think
You don't lose the people you love in one dramatic moment. You lose them in small delays. "After this project. Next summer. When things slow down." The window closes quietly — and you don't notice it's closed until you reach for it.In t...
You Can't Skip the Wilderness
Moses never took the short way — neither did the promise.Tonight: Exodus 14–18, the leadership burnout crisis Jethro solved 3,500 years ago, what AI displacement has in common with the Red Sea, and why the wilderness is not a detour. It...
What The Quiet Says
Fifteen weeks ago, Jason started this show with a framework and a mission. What he didn't expect: a baseball stadium anniversary, a daughter leaving for Alaska, and a realtor named Lori who asked the right question. This is not a r...
Everyone Knows You're Gone
The most sophisticated vanishing trick in modern life: disappearing from your own life while technically being in it. Adults average 4+ hours of daily phone use. The average person checks their phone 96 times a day. Presence is the...
I Was Wrong
"I was wrong" — three words most leaders practice at the office before they say them at home. Jason unpacks why home is the only honest proving ground for humility.In this Episode...- Freedom of Speech: I Was Wrong-...
The Good News Doesn't Expire
Easter was Sunday. But the Good News didn't stop when the decorations came down. This week: Jason launched his newsletter and the show has new viewers — here's what we're actually doing here and why it matters. A friend of the family lo...
Two Standing Ovations and a Silent Room: What Happens When the Promise Meets Your Worst Night
What happens to your brain when you go from back-to-back career highs to the worst crowd of your life? Jason unpacks the neuroscience of success-failure whiplash, Carol Dweck's growth mindset research, Brené Brown's arena philosophy, th...