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The Paradox of Choice, When to Call it Quits, and Living the Intentional Life | ASK ME ANYTHING

Order of Man

Release Date: 08/06/2025

The Power of Intention, High-Income Skills, and Overcoming Financial Hurdles | ASK ME ANYTHING show art The Power of Intention, High-Income Skills, and Overcoming Financial Hurdles | ASK ME ANYTHING

Order of Man

In Part 2 of this Ask Me Anything Ryan and Kipp tackle real listener money questions - from Roth vs. traditional 401(k)s and how to start saving at 48, to scaling rental portfolios, buying land, and running a meat processing business. They also discuss high-income skills, the psychology of debt and “usury,” and whether cashing out investments to pay a low-rate mortgage makes sense. Packed with actionable prudence, blunt honesty, and practical frameworks for financial decisions. Tune in, take notes, and move to action. SHOW HIGHLIGHTS 00:00 - Intro 01:33 - Roth vs. Traditional 401(k) (Mike...

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SHAWN STEVENSON | Using Bio Feedback to Fuel Your Body show art SHAWN STEVENSON | Using Bio Feedback to Fuel Your Body

Order of Man

If all it took was a basic understanding of food to get lean and healthy, all men would have visible abs and never need the scale. The reality, however, is that most men don’t have the abs and, although they may have the scale, they’re not really willing to get on it. It turns out that the science of food and how it reacts with our body goes so much deeper, including the mental and emotional realm. My guest today, author of , , has spent decades of his life understanding the basics and nuances of the fuel we call food and our relationship with it. We cover why not all calories are the...

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Nice Guys Never Win | FRIDAY FIELD NOTES show art Nice Guys Never Win | FRIDAY FIELD NOTES

Order of Man

In this week's Friday Field Notes, Ryan Michler breaks down the truth behind the phrase “Nice Guys Never Win.” He explains how the tendency to avoid conflict, suppress needs, and chase approval leads to weak boundaries, indecision, and frustration in relationships and careers.  Ryan outlines the real costs of “nice guy syndrome” and challenges men to reclaim respect through clarity, honesty, and decisive action. He closes with five daily practices to help men stop self-betrayal and start leading with conviction. This episode is a direct, no-fluff call for men to stop playing the...

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What the Successful Know About Wealth, When to Invest, Why Own Rentals | ASK ME ANYTHING show art What the Successful Know About Wealth, When to Invest, Why Own Rentals | ASK ME ANYTHING

Order of Man

In this week’s Ask Me Anything, Ryan and Kipp tackle pressing questions from the Iron Council, all centered on money. From understanding the habits of wealthy men, to real vs. nominal gains, to the psychology of budgeting and investing, they cover practical insights that cut through financial confusion. The guys also dive into real estate, Roth strategies, and why prudence matters more than market timing. Tune in for a candid, actionable conversation on building and stewarding wealth with wisdom. SHOW HIGHLIGHTS 00:05 – Opening and headlines 11:41 – Wealthy habits vs. average habits...

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JAY JAIRDULLO | Why Self-Image is Everything show art JAY JAIRDULLO | Why Self-Image is Everything

Order of Man

What you think of yourself is directly correlated with the kind of man you are or will become. If you believe yourself to be a victim of circumstances beyond your control, you will be. If, alternatively, you believe the world is conspiring for your benefit, it will be. It is quite literally self-fulfilling prophesy. My guest today, Jay Jairdullo, knows exactly what this is like after spending 25 years in law enforcement and now a college wrestling coach, he has had to redefine himself over and over again. Today, Jay and I talk about what he calls “false masculinity,” avoiding slipping back...

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When Good Men Do Nothing | FRIDAY FIELD NOTES show art When Good Men Do Nothing | FRIDAY FIELD NOTES

Order of Man

In this week’s Friday Field Notes, Ryan Michler addresses the troubling rise of political violence and cultural hostility, urging men to step up as protectors, providers, and leaders. He lays out a clear roadmap of four key actions—protecting your family, speaking out against destructive ideologies, stepping into positions of influence, and building strong brotherhoods. Ryan also shares upcoming plans for local Order of Man chapters and emphasizes why good men must refuse to stay silent any longer. SHOW HIGHLIGHTS 00:00 – Introduction 02:15 – The power of prayer and courage 05:00 –...

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CHARLIE KIRK | Are Men the Enemy? show art CHARLIE KIRK | Are Men the Enemy?

Order of Man

I revisit my 2020 conversation with Charlie Kirk, recorded during a time when we discussed pressing issues around masculinity, responsibility, and the future of our culture. In light of the tragic news of Charlie’s passing after the horrific shooting at Utah Valley University on September 10th, 2025, I share this episode in his honor. We cover topics such as the hyper-feminization of boys, the need for strong male role models, and the responsibility men carry to lead with courage and conviction. Let’s honor Charlie’s legacy by carrying forward the work he dedicated his life to. Battle...

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Work/Life Balance is a Myth, Re-Focusing Your Energy, and When Plans Go Wrong | ASK ME ANYTHING show art Work/Life Balance is a Myth, Re-Focusing Your Energy, and When Plans Go Wrong | ASK ME ANYTHING

Order of Man

In this week’s Ask Me Anything, Ryan and Kipp tackle questions from the Order of Man community around productivity, energy management, and living with greater intention. From balancing family responsibilities with work, to eliminating distractions and staying aligned with long-term goals, they dive deep into practical strategies men can apply right now. They also cover tools for planning, handling setbacks with resilience, and the value of family meetings. Plus, updates on the Iron Council and the importance of choosing growth over mere compliance. SHOW HIGHLIGHTS 00:00 News headlines –...

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DAVID PISARRA | When Your Marriage Ends, Do This… show art DAVID PISARRA | When Your Marriage Ends, Do This…

Order of Man

If you’ve ever heard the dreaded words, “I love you but I am not in love with you,” or, more bluntly, “I want a divorce,” you know what follows is a mental and emotional rollercoaster of epic proportion. But what you probably don’t know is what to do if that day comes and what your rights might be when it comes to protecting yourself, your money, and your relationship with your children. My guest today, , has made it his life’s work to help men navigate what is likely the most difficult part of his life – post-divorce. Today, we talk about how to avoid conflict during these...

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How to Be Vulnerable Like a Man | FRIDAY FIELD NOTES show art How to Be Vulnerable Like a Man | FRIDAY FIELD NOTES

Order of Man

In this Friday Field Notes episode, Ryan Michler breaks down what it really means to be vulnerable “like a man.” He challenges the popular narrative that vulnerability is strength in itself and instead explains how it should be used as a tool for growth. Ryan outlines why discernment matters, how goals must shape openness, and why solutions must accompany weakness. Listeners will walk away with a sharper, more practical understanding of vulnerability—stripped of fluff and grounded in responsibility. This episode is a call for men to embrace honesty without falling into the trap of empty...

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More Episodes

In this AMA episode, Ryan and Kipp explore the tension between motivation and meaning in today’s self-help culture. They dive into headline topics like the Tim Kennedy stolen valor controversy, then tackle listener questions on marriage doubts, healing journeys, ex-partner conflicts, starting a podcast, and when to pivot in life.

Expect honest, grounded advice around boundaries, intentional living, and balancing life’s demands without burnout. A must-listen for men navigating growth, fatherhood, and purpose.


SHOW HIGHLIGHTS
00:00 - Tim Kennedy & the Stolen Valor Debate
08:29 - Should You Have Doubts Before Marriage?
16:35 - Mistakes When Starting a Podcast
22:34 - Growth & Healing: What's Top of Mind
27:01 - Parenting Disagreements with Your Ex
32:30 - When Is It Time to Quit or Pivot?
38:42 - Handling Overwhelm & the Four Quadrants
46:19 - Living an Intentional Life
55:31 - Reclaiming Your Identity from People-Pleasing
1:04:00 - Hiring Help: Building a Team for Your Mission

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