Jeremy Flagg & Henry Ballard, Jr.
The Breakthrough Bros
Feeling stuck doesn’t mean you’re broken—it means you’re ready for a breakthrough. The Breakthrough Bros is a weekly podcast for people navigating life transitions, leadership challenges, and moments when clarity feels just out of reach. Hosted by longtime friends and certified Life & Leadership coaches Jeremy Flagg and Henry Ballard Jr. , each episode helps you break through confusion, reframe challenges, and take meaningful action. With over sixty years of combined experience, Jeremy and Henry bring lived insight, different perspectives, and practical tools to help you grow through transitio...
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Jeremy Flagg & Henry Ballard, Jr.
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12 oct. 2026
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Episoade
Bad Leaders Suck...Your Confidence 12.10.2026 1:20:34
Somewhere along the way, someone looked at you once and decided what you were capable of. Maybe a boss, a coach, a teacher, or a parent. You took their word for it, and you’ve been living inside that verdict ever since. Jeremy Flagg and Henry Ballard know how that verdict gets handed down, and how it gets overturned. Jeremy tells the story of a seventh grader and a thrown chalkboard eraser. Togeth...
Bad Leaders Suck…Your Energy 05.10.2026 54:25
You know the feeling. You walk out of a meeting more drained than when you walked in, and the work itself had nothing to do with it. Jeremy Flagg and Henry Ballard open a new four-week series, Bad Leaders Suck, with what bad leadership takes from people first: energy. Jeremy tells a story he's never shared before — his daughter's first-grade year at a Montessori school, and a meeting that taught h...
How Do You Actually Lead From the Story You Chose? 28.09.2026 48:47
Writing a new story on paper is one thing. Living it when things get hard is a completely different kind of test. In the series finale of Ignite Clarity to Lead Effectively, Jeremy Flagg and Henry Ballard tackle the third and final question: how do you actually lead from the story you chose, instead of the one that chose you? Jeremy reframes the old story as a groove worn deep into a vinyl record...
Is Your Leadership Story Even Still Serving You? 21.09.2026 46:48
Last week Jeremy Flagg and Henry Ballard left listeners with an assignment: catch your story in the act, but don't fix it yet. This week they pick up the second question in their Ignite Clarity to Lead Effectively series — is this story even still serving me? — and Henry names the trap immediately. Naming a story isn't the same as questioning it. A story you've caught but never challenged is still...
Where Is Your Leadership Story Actually Coming From? 14.09.2026 59:18
When you made your last big decision, did you actually choose it, or did an old story choose it for you? Jeremy Flagg and Henry Ballard open a new three-week series built around a question that applies whether you've got a corner office or you're just the person everyone in your life quietly turns to. Most people are making decisions on autopilot, running off a story they never picked and never ch...
You Don't Change a Habit by Becoming Tougher — feat. Connie Kwan | Ep. 33 07.09.2026 1:13:45
She spent 20 years in rooms where the stakes were high — Microsoft, Atlassian, five separate stints as Chief Product Officer. But the discovery that brought Connie Kwan to this microphone didn't happen in a boardroom. It happened while she was helping people quit smoking. The people who actually quit weren't the toughest, and they weren't the ones with the most willpower. They were the ones who ch...
A Remedy for a Sick Heart — Living With a Healthy Heart 31.08.2026 56:57
Five weeks ago, Jeremy Flagg and Henry Ballard opened this series with one verse: hope deferred makes the heart sick, but a desire fulfilled is a tree of life. Today they bring it to a close with the question the whole series has been building toward. What does it actually look like to live with a heart that's healthy going forward? Grab a copy of Henry's book: https://tinyurl.com/aremedyforasickh...
A Remedy for a Sick Heart — Three Frameworks: Talk, Trust, Shift 24.08.2026 1:12:45
Naming the wound is the first step. Today Jeremy Flagg and Henry Ballard start doing something about it. In week four of the August series built on Henry's book, A Remedy for a Sick Heart, they hand over three practical frameworks straight from the pages — how to communicate honestly, how to rebuild trust after it's broken, and how to move from blame to responsibility. Grab a copy of Henry's book...
A Remedy for a Sick Heart — The Wounds We Build Ourselves 17.08.2026 1:12:09
Once you can see what someone else did to you, the harder question shows up next: what have you done with it since? In week three of the August series built on Henry Ballard's book, A Remedy for a Sick Heart, Jeremy and Henry turn the mirror around. Some wounds don't announce themselves through pain. They announce themselves through patterns — not by what hurt you, but by what you started doing be...
A Remedy for a Sick Heart — The Wounds Done to You 10.08.2026 56:34
There are wounds that hurt because life is hard. And there are wounds that hurt because someone had access to you. Episode 29 is week two of the August series built on Henry Ballard's book, A Remedy for a Sick Heart: https://tinyurl.com/aremedyforasickheart Last week Jeremy and Henry named the progression: disappointment, discouragement, distance. This week they isolate the three wounds that get d...
A Remedy for a Sick Heart — Why Waiting Makes the Heart Sick 03.08.2026 54:32
Have you ever felt tired in a relationship and couldn't fully explain why? Not angry — tired. Not in crisis — tired. Guarded in a way that snuck up on you. Episode 28 launches a five-week August series built around Henry Ballard's book, A Remedy for a Sick Heart. [Get the book here: https://tinyurl.com/aremedyforasickheart ] In nearly forty years of counseling and coaching rooms, Henry has never o...
6 Months of Questions — The Hardest Questions We've Answered Yet 27.07.2026 1:16:49
Some questions don't want a tighter explanation of a framework. They want to know if the framework holds up when life is actually hard. In the final episode of the July Q&A series, Jeremy Flagg and Henry Ballard tackle the questions that pushed them further than any others in seven months of episodes — and some of what they say today, they've never said on the show before. The first question c...
6 Months of Questions — What Happens After the Teaching 20.07.2026 1:17:35
Jeremy Flagg opens this episode with a confession. After spending months teaching the ezer and zakar framework — the one that reoriented his marriage, his relationships, and his entire picture of identity — he caught himself on a regular Tuesday doing the exact shadow behavior he had just taught everyone to recognize. His wife Lisa looked at him and said four words that stopped him cold: are you t...
6 Months of Questions — Why Don't Breakthroughs Stick? 13.07.2026 1:01:45
Six months ago, Jeremy Flagg and Henry Ballard sat down at their microphones for the first time and started talking about mindset, resilience, and what it actually takes to break through. People listened. And then they wrote in. Not just one person — dozens of them, all asking some version of the same thing: you changed how I think about this. But I keep ending up in the same place. Why? In Episod...
Wake Up to Die Again: Forgiving the Man You Failed to Be | Ep. 24 | feat. Scott Lackey 06.07.2026 1:21:34
What if the person you most need to forgive isn't the one who betrayed you, walked away from you, or cost you everything? What if it's the version of yourself that fell short of who you believed you could be? In Episode 24, Jeremy Flagg and Henry Ballard welcome Scott Lackey — US Army veteran, Iron Man finisher, serial entrepreneur, and author of Wake Up to Die Again. Scott's life reads like a mas...
You Asked, We Answered: The Questions That Came From Eight Weeks of Identity 29.06.2026 1:08:18
Eight weeks. Ancient Hebrew. Jungian psychology. The manosphere. The ezer. The zakar. And then — you responded. In Episode 23, Jeremy Flagg and Henry Ballard step out of teaching mode and into the room with their audience. No new frameworks today. Just direct, honest answers to the real questions and real pushback that came in from listeners across both series. Some of it was affirming. Some of it...
The Strength of the House: What the Hebrew Word for Father Actually Means 22.06.2026 1:27:23
Yesterday was Father's Day. And if you're like most men, you spent part of it thinking not just about the father you are or the father you're becoming, but about the father you had. Or maybe the father you didn't have. Or the father you had in body but not in presence. In the series finale of He Was Built For This, Jeremy and Henry go to the place the entire eight-week arc has been building toward...
Breaking the Ties That Bind: What Boys Carry Into Manhood Without Knowing It 15.06.2026 1:17:26
When your son was twelve or thirteen, what was the plan? Not for his grades or his future career — but for his identity? For the moment his body was becoming a man's body and his soul was still asking the question every boy eventually asks: do I have what it takes? And what does it mean to be a man? In Episode 21, Jeremy Flagg and Henry Ballard go upstream. Two weeks ago they named what men were d...
When He Goes Missing: What Masculine Passivity Actually Costs 08.06.2026 1:16:45
Every man alive has heard the question in some form — maybe from his wife, from his children, from his own conscience at three in the morning. Where are you? Not where is your body. Where are you — your soul? In Episode 20, Jeremy Flagg and Henry Ballard go to the uncomfortable place this series has been building toward: what happens when men don't live from their zakar identity. When the function...
You Are Not What You Do: The Hebrew Word That Reframes Masculine Identity 01.06.2026 1:19:25
When was the last time you felt — not performed, not faked it — but genuinely felt like the man you were meant to be? Not a role, not a title. Just you. Present, purposeful, and fully alive in who you are. For most men, that question lands in silence. And the reason isn't weakness or laziness. It's that they were handed a definition of manhood built entirely on performance. As long as the performa...
The Awakening: What She Looks Like When She's Fully Herself 25.05.2026 1:18:01
Four weeks ago, Jeremy Flagg and Henry Ballard asked what the most powerful description of feminine identity looks like — and whether it had been hiding in plain sight for 3,000 years. Today they answer the question the whole series has been building toward. What does she look like when she's fully herself? Not performing, not shrinking, not compensating. Wholly, completely, powerfully herself. Je...
When She Loses Herself: Understanding the Shadow Side of a Woman's Greatest Strengths 18.05.2026 1:19:37
Have you ever been on the receiving end of a woman's anger and had the quiet sense it wasn't really about what she said it was about? Or maybe you're a woman who has felt something sharp rising up in you — a frustration, an edge you couldn't quite name? This episode is the answer to that question. In Episode 17, Jeremy Flagg and Henry Ballard go somewhere uncomfortable. Last week they named the fo...
She Was Built Different — On Purpose: The Two Hebrew Words That Change Everything 11.05.2026 1:11:48
Happy Mother's Day weekend. This one's for every mom listening, every person shaped by one, and every man who's ever sensed he was missing something important about the woman standing right in front of him. Last week we named the crisis. This week Jeremy Flagg and Henry Ballard deliver what they promised — two Hebrew words from the book of Genesis that will completely reframe how you see women, wh...
She Was Built For This: The Identity She Was Never Told 04.05.2026 54:01
Most women aren't suffering from a lack of ambition. They aren't lacking drive, talent, or grit. What they're suffering from is a crisis of identity — and it's been building for a long time. In Episode 15 of The Breakthrough Bros, Jeremy Flagg and Henry Ballard kick off a brand-new four-part series called She Was Built For This — and from the first few minutes, it's clear this one is different. Tw...
Your Identity Is Not Your DNA — It's Your Decision: Building a Comeback Identity 27.04.2026 1:02:16
You can have the right plan, the right strategy, and the right habits — and still stay stuck. Why? Because none of it works until you address the one thing underneath all of it: identity. In the series finale of The Comeback Mindset, Jeremy Flagg and Henry Ballard bring everything home with the most important conversation of the four-part series. They've talked about getting knocked down, building...
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