The Jason Hewlett Show

Send us Fan Mail 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 is the whole point — because a promise that costs you nothing was never a promise. It was a preference. In this episode, we cover... Freedom of Speech:...

Send us Fan Mail 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. Father’s Day is easy. The Monday after is the test. Because kids don’t remember the performance as much as they remember the pattern. They remember whether...

Send us Fan Mail 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 being the source. Father's Day is when that hinge swings. We slow down and pull the thread all the way through: the context, the mistake,...

Send us Fan Mail 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... FREEDOM OF SPEECH — "The Laugh You Swallowed" The FULL STORY: The Laugh You Swallowed: Why the Funniest Version of You Is Also the Brav...

Send us Fan Mail 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... FREEDOM OF SPEECH — "The Small Betrayal" The FULL STORY: Your Family Knows When You're Not Really There FROM THE NEWSFEED — "The New Word for...

Send us Fan Mail 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 it cost. And what it's still giving. In this episode, we cover... — FREEDOM OF SPEECH  "The Percentage" — The FULL STORY "My Dad S...

Send us Fan Mail 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 this episode, we cover... - Freedom of Speech : “The Gap” - The Full Story : “The Window Is Always Smaller Than You Think”...

Send us Fan Mail 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's the road. In this episode, we cover... - FREEDOM OF SPEECH:  "What Moses Knew That Most Leaders Don't" - FULL STORY: "...

Send us Fan Mail 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 recap. It's a reckoning. In this episode, we cover... - FREEDOM OF SPEECH:  "What the Quiet Says - FROM THE NEWSFEED:  "The Review N...

Send us Fan Mail 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 rarest gift you can give another person in 2026 — and most of us are handing it to an algorithm instead.  In this episode, we cover.... In this Episod...

Send us Fan Mail "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 - From the Newsfeed: The April Promise - Faith & Hope: The Red Sea Promise - Father Time: The Tuesday Night I Almost Let It Sit - Funny Factory: The 11...

Send us Fan Mail 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 lost his life at 15 years old — and Easter gives us the only real answer. The Hewlett family almost didn't go to Cabo for spring...

Send us Fan Mail 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, the hedonic treadmill, and why the fall from a peak always hurts worse than starting from the bottom. This one is personal. #TheJasonHewlet...

Send us Fan Mail Every time you break a promise to yourself, something breaks inside you.  Jason unpacks Bandura's self-efficacy research, Festinger's cognitive dissonance, Forbes Feb 2026 on why self-promises collapse, and the Carey Center's truth:  "When you break your promises, you break yourself."  Then: how small kept promises restore the self-trust you've been q...

Send us Fan Mail What if the most powerful leadership move is doing nothing for five seconds? Tonight Jason Hewlett breaks down the 5-Second Pause — the science, the scripture, and the real-life cost of reacting too fast. A 2024 Communications Psychology study found that a 5-second delay reduces aggression as effectively as 15 seconds. MIT research shows people who pause are perceived as more conf...

Send us Fan Mail Have you ever stared at a lonely shopping cart in an empty parking lot and thought, “They have people for this…”? The decision you make in that exact moment might reveal more about your character than what you do when the spotlight is on. Welcome to Episode 8 of The Jason Hewlett Show! Today we dive into the famous Shopping Cart Theory and explore what real character looks like wh...

Send us Fan Mail Block posted $1.3 billion in profit. Then Jack Dorsey cut half the workforce. His logic? AI means fewer people can do more work.  Wall Street loved it — the stock jumped 22%. But here’s the question Jason Hewlett asks: When efficiency becomes the goal…  what happens to presence, purpose, and people? #Leadership #AIJobs #FutureOfWork #PresenceMatters #JasonHewlettShow

Send us Fan Mail It’s February 26, 2026 — and outrage is everywhere. Online. On the news. In comment sections. In conversations that used to be civil. In Episode #6 of The Jason Hewlett Show , Jason tackles what he calls the “Great Resignation from Outrage.” As leaders, parents, and partners, we face a daily choice: amplify the noise… or build something better. In this powerful segment, Jason deli...

Send us Fan Mail It’s February 19th, 2026. We are living in an era where an algorithm can curate your life, write your speeches, and even simulate your personality. But there is one thing code will never be able to replicate: Character. In Episode 5, Jason Hewlett breaks down why "Performance" is cheap, but "Integrity" is the ultimate competitive advantage. If you’ve been feeli...

Send us Fan Mail Everyone is talking about the 25th Amendment. “Fitness for office.” Removing leaders who can no longer do the job. But while the world is focused on the White House… I want you to look at your house. In this episode, we strip away the politics and apply the 25th Amendment Test to your leadership at home. If your spouse and children were your Cabinet — and they voted based solely o...

Send us Fan Mail Is 2026 the new 2016? Everywhere you look, people are reverting — the filters, the music, the raw, unfiltered way we used to talk to each other. Why? Because in a world run by AI agents and automated schedules, we’ve lost the most powerful leadership tool we have: Our humanity. In Episode #2 of The Jason Hewlett Show , Jason breaks down why Character Over Performance is making a m...

Send us Fan Mail Stop trying to be liked. Start being the leader your family deserves. In this episode of The Jason Hewlett Show , we tackle the “Father Time” segment with a controversial take for 2026: Why being your child’s best friend can actually become an act of abandonment. Jason breaks down how to move from Peer Parenting to Pillar Leadership , why discipline is a promise (not a punishment)...

Send us Fan Mail It’s February 12th. The stores are red and pink. The pressure is mounting. Everyone is preparing for one day of performance. But what happens on February 15th? In Episode #4 of The Jason Hewlett Show , Jason breaks down why we prioritize The Big Gesture over The Small Promise — and why that mistake is costing us more than we realize. If you’re a leader at work but a stranger at ho...