Ep 64: Why You Sabotage Your Own Financial Goals (And How to Stop)
Release Date: 06/17/2025
Ep 87: $0 to $5M Blueprint (see Google Drive Link to right)
Money On My Mind
From negative $8,000 to $5 million net worth, what's the real blueprint? 💰 It's not what most people think. The path to wealth isn't paved with higher income or perfect spreadsheets. It's built on requirements most people ignore completely. In this episode, I share the exact framework I used to build generational wealth from scratch. We dive into the non-negotiables: the mindset shifts, the environment changes, and the automated systems that separate the wealthy from everyone else. This isn't motivational fluff—it's the practical roadmap I've personally executed and taught to thousands of...
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Money On My Mind
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Money On My Mind
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Ep 84: Why Being in Debt Might Be the Best Time to Invest in Yourself
Money On My Mind
Episode Description "I'd love to join the Academy, but I'm already in debt. I can't justify spending more money right now." This is one of the biggest objections I hear, and I get it, I've been there too. But if you're in a tough financial position, this episode is going to completely flip your mindset and show you why being in a hole isn't a reason to freeze, it's the exact reason to move. Most people wait until they feel financially safe to invest in themselves, but that feeling may never come if you're drowning financially. You're not lazy, you're scared. And that fear keeps you stuck in...
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Ep 83: How We’re Unlocking Exclusive Real Estate Deals for Our Students
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Episode Description I've been quietly working on something behind the scenes that I'm finally ready to share with Budget Dog Academy students, exclusive access to private real estate deals that were previously only available to wealthy, accredited investors. This isn't just another investment opportunity; it's a game-changer that removes the traditional barriers that keep everyday people locked out of these high-return deals. In this episode, I break down exactly what this new real estate business is, why I built it, and how it benefits Academy students. I'll explain what "accredited...
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Ep 82: I Spent $72,000 on One Decision—Here’s Why It Wasn’t Crazy
Money On My Mind
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Ep 81: How Ryan and I left our Deloitte Job
Money On My Mind
Ryan made $3 million, lived in a Chicago penthouse, and had only been to three of his daughter's soccer games in 16 years. That moment on his rooftop changed everything for me. In this raw conversation with Rayn Bakke, I share why we both walked away from Big Four careers to build something that actually matters. From getting mocked by Deloitte leadership for pursuing my dream to proving I could replace my salary in just 10 months, this is the real story of leaving corporate America's golden handcuffs. I'll take you inside the moment HR gave me an ultimatum, why I paid off my house the same...
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Ep 80: Why I Started Hating the “Grind” Culture (And What I Do Now)
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Ep 79: Eight Investing Rules of Thumb
Money On My Mind
Investing can feel overwhelming with all the strategies, opinions, and noise out there. That’s why in this episode, I break down eight simple, time-tested rules of thumb that will help you cut through the confusion and make smarter decisions with your money. These aren’t rigid formulas—they’re practical guidelines to keep you on track whether you’re just getting started or fine-tuning your portfolio. From understanding how long it takes your money to double, to calculating your “freedom number,” to knowing whether to prioritize retirement or college savings, these rules will help...
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Ep 78: Seventeen Budgeting Rules of Thumb
Money On My Mind
In this episode of Money on My Mind, I dive into 17 powerful budgeting rules of thumb that will give you a clear roadmap for managing your money—whether you’re just getting started or looking to refine your financial game. From how much of your income should go toward a mortgage or rent, to the 50/30/20 rule, emergency funds, cars, student loans, and even how to handle windfalls, these are the guidelines that will keep you on track without overcomplicating things. I also share how these rules evolve as you build real wealth and why financial freedom often changes the “game”...
info_outlineWelcome back to Money on My Mind! Today’s episode is one of the most personal and powerful I’ve ever recorded. Despite battling a heavy heart and a tough cold, I felt compelled to sit down and share something deeply important: why we so often sabotage our own financial goals—and more importantly, how to break the cycle.
I open up about recent personal loss and the emotional struggles that come with it, tying it all back to how our mindset and subconscious beliefs can quietly but forcefully derail our money journey. We dive deep into childhood money scripts, upper limit beliefs, fear of success, and the psychological traps that keep us stuck. If you’ve ever wondered why it feels so hard to follow through with your financial plans, this episode is for you.
Timeline Summary
[0:00] - Introduction
[0:41] - Why we set goals but never follow through—and why I still showed up to record today
[2:15] - How self-sabotage and upper limit beliefs shape your financial ceiling
[4:39] - The impact of childhood money scripts and subconscious programming
[8:27] - Personal story: learning money lessons the hard way as a kid
[13:05] - Fear of success and how our past can create hidden resistance
[16:58] - The tribal psychology of money and fear of outgrowing your circle
[21:07] - Stockholm Syndrome and why staying broke sometimes feels safer
[25:01] - Signs you’re sabotaging your success—spending sprees, over-research, and distractions
[29:31] - Tools to interrupt self-sabotage and shift your financial identity
[39:13] - Journal prompts to help rewire your beliefs and unlock new success
Quoteables
“Until people see themselves as someone who handles money well, they’ll keep proving the opposite.”
“Sometimes we’re not afraid to fail—we’re afraid to succeed and lose it all.”
“Money is energy. Money is value. Money is not time spent.”
“If I had money already, what would I be doing differently?”
“You don’t need to be great to start, but you need to start to become great.”
Links & Resources
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