Freedom Fighter Podcast
At the Freedom Fighters Podcast, we passionately believe in freedom—not just as a concept, but as a calling. We believe that God, our forefathers, and our own choices lay the foundation for the freedoms we enjoy today. This podcast is our way of exploring what it really means to live free—financially, personally, and spiritually. Each episode dives into the real stories of people who are fighting for something bigger than themselves. We believe true financial freedom comes from faithfulness, integrity, and the courage to keep going, even when life gets hard. Through honest conversations and powerful lessons, we share the tools, strategies, and mindset shifts that help others pursue freedom on their own terms. We’re here to grow, to give, and to open doors for others. Because when one of us breaks free, it creates a ripple effect. And we believe that kind of freedom is always worth the fight.
Episodes
Chris Pomerleau built multiple companies, served in the military, passed the bar, and started stacking real estate. From the outside, he had it all figured out. But somewhere along the way, the goalpost kept moving.
In this episode, Ryan and Tanner sit down with Chris to talk about what nobody warns you about on the other side of success. The tension between building and being present. The primal drive to h...
Comfort can look like success—and still be a cage.
In this episode, we get brutally honest about what happens when we know what God is asking… and we keep negotiating anyway. We talk through a life that looked “winning” on the outside—money, freedom, options—yet felt like slow death on the inside. And we lay out the turning point: the moment pain became mercy, and obedience became the only way forward.
We also put words t...
Sitting on the fence feels safe—until it quietly steals your momentum.
In this episode, we talk about the real cost of slow decisions: missed deals, stressed teams, wasted hours, and the mental drain that makes everything feel heavier than it needs to be. Decision fatigue isn’t just a productivity issue—it’s a leadership issue.
We share what’s changed for us over the last several months: we’re making calls faster, fix...
Freedom isn’t a vibe — it’s built with responsibility, preparedness, and real relationships.
In this episode, we sit down with a firefighter-paramedic and small business owner who reminds us what “service” actually looks like when it’s not a slogan. We talk about why firefighters aren’t just “firefighters” (fires are a tiny fraction of the calls), and what it takes to stay calm when everyone else is panicking.
But th...
ChatGPT isn’t “AI.” It’s just the brand most of us started with.
In this episode, we get real about what happens when you stop treating AI like a chatbot… and start treating it like infrastructure. We share why we moved beyond ChatGPT, what surprised us about Claude, and how “scaffolding” (the 90% behind the scenes) is what turns AI from a toy into a tool that can actually run parts of your business.
We talk about bui...
In this episode, we dive into the "unknown unknowns" of entrepreneurship—the problems you don't see coming until they hit you. From QuickBooks payroll nightmares and duplicate W2 filings to the surprising workarounds for renting a car with a debit card, we share real-world solutions to the challenges that every business owner faces.
We also unpack the myth of linear business growth. Why do some bu...
How to Build a 7-Figure Real Estate Portfolio From Scratch
In this episode, we sit down with Josh, a real estate investor who made the incredible journey from a dream job in corporate sales at Oakley and Trek Bikes to building a thriving real estate business.
Josh shares the raw, unfiltered story of why he walked away from a successful career in the action sports industry to pursue financial freedom through real esta...
Why does the news prioritize chaos over clarity? A look at how media incentives, funding, and logical fallacies shape our perception of civil unrest.
In this episode, we examine the shifting dynamics of civil unrest, drawing parallels between the Minnesota George Floyd riots and current events. We explore the logistical evolution of activism, specifically how organized funding and "flying in" prot...
The right mindset can turn a lost start into a life you’re proud to lead—and we show you how in this conversation.
We sit down with a first-gen immigrant, Marine veteran, and now independent insurance agency owner to unpack what it really takes to build freedom—personally and professionally. From a small Nebraska town to Afghanistan to launching a relationship-driven brokerage, we get specific about the habits, leade...
Real estate isn’t a lottery ticket—it’s a system. In this episode, we unpack our five-pillar “Sherman Strategy” so you can invest with purpose in 2026 and beyond.
We get practical about where your time, money, and risk actually belong. Mindset comes first—becoming the kind of person who learns, shows up, and builds habits. Then we stress-test motives (relationships), map the money (financial), choose your lane (growt...
What if the one decision you’re avoiding is the key to your next season of freedom?
This week we sit down with our business coach and pull back the curtain—on coaching that actually changes Monday, not just your mood on Friday. We get real about pricing, permission, and why accountability beats inspiration 10 out of 10 times. We unpack the “one thing” approach, the Visionary vs. Integrator puzzle, and how to build mo...
Goals don’t change us—identity does.
Most of us set big targets, get hyped, then fall off by January 20th and feel like quitters. In this episode, we get painfully honest about why that happens and how to build the kind of life that lasts. We replace “set a goal” with Be → Do → Have: become the person first, take the smallest daily action next, and let the results follow.
We talk about identity ove...
Reinvention isn’t a midlife crisis—it’s obedience on a deadline.
In this episode, we sit down with a former pastor-turned-operator who rebuilt his life, his leadership, and his livelihood—starting over in his 50s. We talk candidly about failure, forgiveness, and why walking in step with the Holy Spirit beats white-knuckle hustle every time. No polish, no platitudes—just the real story of losing a platform, keeping a ...
Rates didn’t drop, insurance exploded, and the old playbook broke—so we wrote a new one.
We unpack where our 2025 calls hit, where we missed, and the framework we’re using to invest, operate, and lead heading into 2026. No hype—just straight talk on real returns, real risk, and real decisions we’re making with our own money.
We compare single-family, multifamily, and commercial reality on the ground: tight inventory, ...
You don’t really know what you’re made of until you’re flat on your back in a roach-infested apartment… or hooked up to chemo.
In this episode, we sit down with a creative entrepreneur who went from losing every client overnight and living with cockroaches, to building multi–seven-figure businesses—while walking through an aggressive form of blood cancer. This isn’t a highlight reel. It’s a real conversation about id...
Freedom isn’t luck—it’s built on habits, truth, and the courage to change course.
In this episode, we get real about faith, sobriety, and the moment a “worst case” injury became God’s best redirect. We talk through how putting God first—Bible in the morning, church every week, first-fruits giving—reset our lives, our marriage, and our money. We unpack why we left the military grind, moved to a new market with a truck...
Freedom isn’t a finish line—it’s a set of daily choices backed by systems, stewardship, and courage.
In this episode, we sit down with a first-generation American who went from writing code to buying city blocks—proving you don’t need a rich uncle to build generational wealth. We talk through the real playbook: stacking “boring” buy-and-holds, timing refinances like clockwork, and using hard money and DSCR loans as f...
Ever wondered if buying a business could be your shortcut to real financial freedom—or just a fast track to regret? We sit down with a seasoned business broker who's owned parts of 10 companies and sold countless more, pulling back the curtain on why acquisition entrepreneurship isn't the hype it's cracked up to be, but can still build lasting wealth if you're wired for it. He shares the raw trut...
Freedom isn’t a destination—it’s a way we design our days.
In this episode, we get real about what freedom looks like when you’re raising kids, running a business, and choosing purpose over autopilot. Three years on the road taught us a surprising lesson: geographic freedom is great, but calendar freedom—owning when and how we work—changes everything. We share the beauty (Grand Canyon at a dog pit-stop), the grit (RV...
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