Is true wealthbuilding as simple as asking for a raise? Or is it just picking the right stock? Well… no. Morgan Housel argues the cornerstone of true wealthbuilding lies in understanding — and controlling — your behavior. After studying the psychology of money and writing The Psychology of Money, he’s seen why brilliant people go broke and ordinary people quietly build fortunes. Patience beats IQ. Independence beats status. And the real game is managing your own impulses.

In this conversation you’ll learn why a janitor died with millions while a Harvard MBA went bankrupt, why most high earners still live paycheck to paycheck, why diversification won’t make you the richest but will keep you from blowing up, why the biggest financial decisions are school, house, car, childcare, and insurance, and why reading history matters more than reading forecasts.

This isn’t about skipping lattes. It’s about mastering the behaviors that actually build wealth and avoiding the ones that quietly destroy it.

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00:00:00 Introduction

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You can be the smartest person in the room and still lose it entirely because of the way you speak. After years on Wall Street and building businesses, I learned the hard way that intelligence without delivery is invisible. Authority isn't about being right — it's about being heard.

In this episode, I break down the seven communication traps that quietly sabotage high performers, founders, and anyone tired of being overlooked. These aren't anecdotal — they're rooted in neuroscience, persuasion research, and real-world performance psychology… and once you see them, you'll spot them everywhere.

You'll learn:
• Why excessive hedging kills your competency score — and how confidence beats correctness in credibility
• How over-explaining signals insecurity and reduces processing fluency
• Why talking too fast during key moments makes people distrust you — even when you're right
• The three S's of landing your point: shorter, slower, stronger
• Why Steve Jobs rehearsed keynotes for hours to look effortless
• How self-deprecation tanks your perceived ability in hiring and promotion decisions
• The shocking study showing modest candidates get liked more but hired less
• Why showmanship isn't arrogance — it's survival in a world that rewards clarity
• How processing fluency makes simple ideas feel smarter and more truthful
• The one-sentence framework Jobs used to control entire product launches

This isn't about faking confidence or pretending to be someone you're not. It's about aligning how you deliver with the outcomes you want. Smart people see complexity. Winners communicate it clearly. If you've ever felt overlooked, interrupted, or dismissed despite knowing your stuff — this episode will permanently change how you show up.

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00:00:00 Introduction

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Is success in business simply about having the right idea, raising the perfect amount of money, or having the right connections? According to our guest today, David Senra, it’s none of those. It’s about obsession.

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Most people think you need money to build a business. Blake Mycoskie proves you need creativity, conviction, and resilience. He built TOMS from $3,000 into a $600 million exit and launched multiple bootstrapped ventures, revealing what it really takes to start from nothing.

In this raw conversation, Blake shares the frameworks behind businesses started with almost no capital — including a $500 laundry service that made $100K in three days and a $1,500 driver’s ed company. He explains why too much funding can hurt startups, how he cold-called Kid Cudi into becoming a founding partner, why industry experience can limit innovation, and his “utility marketing” approach — showing real value instead of selling hype.

Blake also opens up about the depression that followed his success, waking at 3 AM with suicidal thoughts, and the healing journey that led to Enough, his mental health movement. He discusses lessons from failure at TOMS, using AI therapy during panic attacks, confronting his core belief of “I’m not enough,” mantra meditation, scheduling joy, walking the Camino, and why bold goals should be held loosely.

This is practical entrepreneurship and personal transformation from someone who built millions from pocket change and found purpose beyond profit.

Ready to turn your newsletter into your career? Head to https://beehiiv.link/nuiowa and use code CODIE30 for 30% off your first three months.

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Most people think getting rich is about saving harder or finding the next hot stock. It's not. It's about owning things. After 15 years on Wall Street, I learned the hard way that the wealthy don't get there by trading time for money or chasing tickers. They build ownership in boring, cash-flowing businesses that most people overlook.

In this episode, I break down the exact investment framework I use today: just three categories I actually care about, why I ignore single stocks and hot tips, and how private business ownership became my unfair advantage. We dive into why Buffett doubled his money at 20% per year while the S&P did half that, why leverage magnifies your mistakes more than your wins, and why volatility isn't risk — not knowing what you're doing is.

But this isn't theory. It's applied finance from the trenches. You'll learn:
• Why the market is more concentrated and leveraged than almost any point in modern history
• How to think like Buffett: buy businesses, not price movements
• Why inflation and AI are quietly eating your W2 income while you sleep
• The difference between speculation and actual investing (and why most people confuse the two)
• How one woman bought six pack-and-ship stores while keeping her tech job
• Why Charlie Munger said the best businesses don't require you to be a genius to run them
• The three types of risk in every deal: product, market, and execution
• How to negotiate by understanding the seller's incentives, not just your own
• Why speed and ownership are the only real hedges against what's coming

If you're tired of watching your salary get chipped away by inflation, or if you've ever wondered how people actually build wealth without a finance degree or a trust fund, this episode will change how you think about money, ownership, and what it actually takes to win in 2026.

Also hi I’m Codie and I run an investment and advisory firm that helps you buy and build businesses. Every year we do one 3 day virtual workshop to help you find, finance and learn to do deals live. Come learn what Wall Street (and your boss or competitors) hope you never learn: https://contrarianthinking.biz/MSML_BDYT26

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00:00:00 Introduction

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Money advice is broken. It’s either shamey, gatekept, or written for people who already have money. Vivian Tu built her career proving there’s a better way. After learning how money actually moves inside Wall Street at JPMorgan, she left the system and taught millions how to win at it anyway through Your Rich BFF. No jargon. No guilt. Just systems that work.

Vivian is a former Wall Street trader turned financial educator and founder of Your Rich BFF, one of the largest personal finance platforms in the world. She’s known for translating complex money rules into clear, actionable playbooks for people who were never taught how wealth is built or protected.

She breaks down:
• Why buy-now-pay-later isn’t convenience, it’s a quiet wealth killer
• How to calculate your “walk away” number and what it actually unlocks
• Why budgeting fails when it’s about restriction instead of design
• The invisible tactics advertisers use to drain your financial discipline
• How wealthy families transfer money intentionally while everyone else leaves it to chance
• Why housing, wages, and timing really are stacked against younger generations
• The only kind of income that compounds without burning you out
• How to handle your first $10K without overthinking it
• Why prenups are protection, not a lack of trust
• How to split money with a partner in a way that’s fair, not equal

This isn’t theory or hustle culture. It’s applied finance from someone who’s seen how the game is played behind closed doors and decided to explain it in plain English. If money has ever felt overwhelming, confusing, or emotionally loaded, this conversation rewires how you think about it and what’s actually possible.

Check out Vivian's new book Well Endowed: The Secrets to Strategic Spending, Building a Financial Foundation for You and Your Family, and Creating Lasting Generational Wealth here: https://www.harpercollins.com/pages/wellendowed

And follow her at @YourRichBFF on all platforms.

***Also hi I’m Codie and I run an investment and advisory firm that helps you buy and build businesses. Every year we do one 3 day virtual workshop to help you find, finance and learn to do deals live. Come learn what Wall Street (and your boss or competitors) hope you never learn. https://contrarianthinking.biz/MSML_BDYT26

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...

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If you feel mentally crowded, over-influenced, or disconnected from your own powers, today’s episode is for you. It’s about how stepping back — intentionally — can restore clarity, confidence, and direction.

We explore why solitude isn’t loneliness, but a practical tool for better decisions and stronger self-trust. Drawing from Carl Jung’s idea of individuation, Nietzsche’s writing on original thought, and examples like Sarah Blakely building Spanx against outside advice, the episode looks at how people develop an internal compass instead of borrowing one from the world.

I also introduce the “Inner Board Meeting” framework: a way to separate the voices of vision, execution, and self-protection so choices come from your core, not reactivity. Along the way, we examine burnout as identity suppression, midlife crises as unmet meaning, and the hidden cost of being too available to others. The goal isn’t withdrawal—it’s learning how to hear yourself again.

Ready to turn your newsletter into your career? Head to https://beehiiv.com/codie and use code CODIE30 for 30% off your first three months.

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Most people think hard conversations are about winning. Charlamagne Tha God knows better - they’re about controlling the frame. After nearly three decades in radio — turning The Breakfast Club into a cultural force and surviving the internet’s loudest pile-ons — he’s learned why some people dominate conversations without being the smartest, loudest, or most liked.

In this no-filter episode, Charlamagne breaks down the exact frameworks he uses to handle toxic people, win high-stakes conversations, and stay grounded while millions are watching. We get into why he asks every question twice (“but why?”), how he stopped people-pleasing and started setting real boundaries, why gratitude beats ambition, and the brutal truth behind the rule of 10 — three people will love you, three will hate you, and the rest don’t care.

This isn’t theory. It’s applied psychology from the trenches. From quitting Twitter before it broke him, to the panic-attack mantra that saved his career, to why blue-collar work matters more than AI hype, to why 50 Cent-level petty can be oddly therapeutic. If difficult people drain you, boundaries feel hard, or you want to communicate with calm confidence in a world that rewards noise — this episode will permanently upgrade how you think, talk, and move.

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00:00:00 Introduction

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Most people think weakness is beaten with motivation. It’s not. Weakness is eliminated with standards. After years on Wall Street and building businesses, I learned the hard way that comfort kills more dreams than failure ever will. The people who break through don’t feel their way forward. They enforce rules on themselves.

In this raw episode, I break down eight brutal truths most people need to hear. Why motivation doesn’t kill weakness but standards do. Why your inner circle will either save or sabotage your life. Why confidence comes after action, not before. And why setting goals you never fully reach is one of the most unfair advantages in life. You’ll also learn why elite performance requires being a little unhinged, why you get paid to practice not perform, and why winners aren’t special, they’re obsessed with proving themselves.

This isn’t theory. It’s applied psychology backed by real research and hard lessons. From self-control predicting success more than IQ to social circles shaping outcomes, this episode will change how you think about discipline, standards, and what it actually takes to kill weakness for good.

Building real wealth doesn't require a flashy startup — it just takes one boring, cash-flowing business. Join me at Main Street Millionaire Live to get my exact playbook for finding, buying, and scaling a business. Stop wondering how ownership could change your life, and come find out: https://contrarianthinking.biz/MSML_BDYT26

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Most people think confidence is about believing in yourself. Gabrielle Bernstein knows better — it's about befriending the parts of yourself that hold you back. After two decades as a spiritual teacher and writing 11 bestselling books, the author of The Universe Has Your Back and Self-Help has cracked the code on why we sabotage our success, stay stuck in negative loops, and block the very abundance we're trying to attract.

In this raw, deeply personal conversation, Gabrielle breaks down the exact Internal Family Systems (IFS) framework that changed her life, why pushing harder actually blocks manifestation, how suppressed trauma creates parts that sabotage you decades later, and why the 3 AM spiral can be stopped by visualizing your thoughts in a bubble and sending them away.

And it’s not just vibes — it's applied psychology. If you've ever felt like you're blocking your own success, spiraling in negative self-talk, or pushing so hard you can't receive what's trying to come to you, this episode will rewire how you think about confidence, manifestation, and what it actually takes to attract abundance.

If this episode hits a nerve, good. Because insight without action is just expensive therapy. That’s why we built Main Street Millionaire Live — three days with real operators learning how to buy and build boring, cash-flowing businesses that create actual freedom. Main Street Millionaire Live is where mindset turns into money.

Less manifesting. More ownership. Learn more at https://contrarianthinking.biz/MSML_BDYT26

Keep up with Gabrielle Bernstein:

Website: https://gabbybernstein.com/

Instagram: https://www.instagram.com/gabbyb

YouTube: https://www.youtube.com/@GabrielleBernstein

Podcast: https://gabbybernstein.com/podcast/

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