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From Chaos to Control: Building a Personal Money System That Works with Teshra Robles

Release Date: 05/27/2025

Vision, Chaos, and Calling Out Your Own BS with Adrian Koehler

Breakaway Wealth Podcast

In this episode of Breakaway Wealth, Jim Oliver sits down with leadership coach Adrian Koehler—a former pastor and prison leadership trainer who now coaches founders and “type A dickheads” who feel the weight of responsibility and the loneliness at the top. Adrian and Jim dig into why “not having a vision” isn’t an accident, it’s a strategy. They unpack how confusion is actually a chosen vision, why high-performers secretly love being “stuck,” and how most leaders waste energy being frustrated that others aren’t like them instead of learning to translate their own genius....

The Illusion of Wealth: Why People Stay Broke with Jim Oliver

Breakaway Wealth Podcast

In this solo episode of Breakaway Wealth, Jim Oliver dismantles one of the biggest lies in finance: that income equals wealth. He shares hard-earned lessons from his early career in financial planning, where assets measured success under management—not freedom. Jim reveals how even six-, seven-, and eight-figure earners often remain financially enslaved. If your wealth disappears when your income stops, you don’t own your wealth; you lease it. Jim explains how to reclaim ownership by shifting your focus from income to control, and how he applies this mindset in building companies, creating...

Relationship Intelligence: The Million-Dollar Skill with Dr. Erin Wilson

Breakaway Wealth Podcast

In this episode of Breakaway Wealth, Jim Oliver sits down with Dr. Erin Wilson, a powerhouse in leadership development and the creator of the “NAP Framework” for strategic rest. Together, they unpack relationship intelligence—the “million-dollar skill” that separates effective leaders from forgettable ones—and why rest is not a reward, but a strategy. Dr. Wilson shares how leaders can use relationship intelligence to connect, communicate, and collaborate at a higher level by understanding what truly motivates people. She also discusses her framework for strategic rest, how to use...

The Massive Power In Radical Incrementalism with Dr. John Oberg

Breakaway Wealth Podcast

In this episode of Breakaway Wealth, host Jim Oliver sits down with Dr. John Oberg, founder of Priscina Health, a behavior expert, and a healthcare innovator, to explore the direct link between health and wealth. Dr. Oberg’s mission is to help people take back control — of their bodies, their decisions, and their outcomes — through a philosophy he calls “radical incrementalism.” Together, they unpack how small, sustainable habits compound into life-changing results — in fitness, finances, and freedom. From reversing Type 2 diabetes to understanding your “why,” Dr. Oberg’s...

Legacy Over Luxury: How Tim Rexius Scales 5 Companies—and 6 Kids

Breakaway Wealth Podcast

Jim sits down with Tim Rexius — Omaha entrepreneur, fitness pro, and founder of Rexius Nutrition and Omaha Protein Popcorn — to talk about scaling life without losing your soul. From bodybuilding stages to global brands in 14 countries, Tim’s story is proof that discipline, faith, and energy compound across every area of life. He’s a father of six, a business owner of five, and a living example of legacy over luxury. Together, Jim and Tim unpack how health drives wealth, how mentorship multiplies impact, and how faith anchors it all. What You’ll Learn: The mindset shift: Balance...

When the Headlines Scream No: Finding Hidden Yield with Tom Dunkel

Breakaway Wealth Podcast

In this episode, Jim brings on Tom Dunkel, founder of Eagle Capital Investments, co-founder of U.S. Mortgage Resolution (11k+ loans transacted), real-estate investor, and author of The Wealth Builders Playbook. Tom left the “corporate penitentiary,” got bloodied in ’08, then built durable wealth across distressed mortgage debt, self-storage, STRs, and a fund-of-funds platform. They break down why “now” is always the right time if your horizon is long, how to own the paper when bricks are a pain, and how to evaluate deals with his SAFE method so you compound without blowing up....

The Wealth Shift: From Chasing Money to Having It with Jim Oliver

Breakaway Wealth Podcast

In this solo episode, Jim Oliver breaks down the single mindset shift that separates the herd from the wealthy: move from trading time for money to owning the system. Drawing on his journey from poverty and a casket factory to acquiring 30+ companies, Jim shows why most retirement advice is just slavery with better branding—and how Infinite Banking, cash-flowing assets, and velocity turn your money into a perpetual Wealth Engine. What You’ll Learn Why chasing a 401(k) balance is “poverty with a brochure” (and how averages hide risk) The 3D view of money: cash flow, tax flow, and...

Tax Flow, Not Just Cashflow: How to Exit Smart and Buy Back Time with Brett Swarts

Breakaway Wealth Podcast

Jim Oliver sits down with Brett Swarts to tackle the part of exiting most owners ignore until it’s painful: Taxes. Brett is the founder of Capital Gains Tax Solutions, a real estate broker and tax strategy specialist with deep expertise in Deferred Sales Trusts (DST), Delaware Statutory Trusts, and 1031 exchanges. He hosts the “Build It to Billions” and “Capital Gains Tax Solutions” podcasts. Together, Jim and Brett lay out how purpose-driven entrepreneurs can engineer an exit that prioritizes tax flow, converts to truly passive income, and preserves control and flexibility....

Do Hard Things: Discipline, Cashflow, and AI with Mark Young

Breakaway Wealth Podcast

Most people wait for perfect conditions and call it “planning.” That’s just stuck. In this conversation, Mark Young, an entrepreneur, educator, author, and functional doctor, joins Jim to break the addiction to comfort, reframe failure, and get back to ownership. We hit health, wealth, and work: why public goals matter, why cashflow beats accumulation, and how to use AI as a collaborator (not a crutch). If you’re serious about building your Wealth Engine, this one’s about action, not consensus. What You’ll Learn: Why momentum beats “getting ready to get ready”, and how...

How to Activate Your Network and Make Money with Jarrod Randolph

Breakaway Wealth Podcast

In this episode, Jim sits down with real estate pro turned relationship operator, Jarrod Guy Randolph. They talk straight about access to wealth and why your phone is a graveyard of unrealized capital. They break down Jarrod’s “Buying Favor” operating system, the FAVOR network map, why most masterminds are wasting time, and how humility beats ego when you’re leveling up. What You’ll Learn Why the saying “your network is your net worth” misses the real key: activation How Jarrod’s FAVOR framework (Friends, Associates, Vendors, Organizations, Relatives) becomes a roadmap to...

More Episodes

Financial freedom doesn’t start with more income—it starts with control.

In this episode, Jim Oliver sits down with Teshra Robles to explore the missing skill most high earners overlook: a clear, consistent system for managing personal finances.

Teshra shares how denial, disorganization, and emotional patterns keep people stuck—and how a simple, repeatable practice can completely transform your relationship with money.

3 Key Takeaways

1. Disorganization is a Hidden Wealth Leak
Most people don’t know where their money is going because they’re emotionally avoiding the truth.

2. Off-the-Shelf Tools Don’t Cut It
Generic apps and spreadsheets won’t get you there. You need a system designed for your life.

3. One Hour a Week Changes Everything
A weekly review of your accounts brings clarity, control, and confidence to every financial decision.

In a culture obsessed with income, this conversation brings you back to the foundation: Cash flow control is the bedrock of wealth.

Connect with Teshra Robles

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