The Everyday Millionaire Show

Ryan Greenberg
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Jan 23, 2026 • 1h 1min

He Left Law To Become A Real Estate Agent (ft. Krys Benyamein)

What if renting your primary home is the smartest move you can make in a seven-figure market? We welcome Krys Benyamein, a first-generation American who walked away from a public defender career to join his family’s Southern California brokerage, and he brings the kind of grounded clarity that cuts through housing hype. From LA County’s “million-dollar doesn’t feel like a million” reality to the psychology of leaving a prestige title, Krys shares a blueprint for building wealth and a life you actually like.Krys explains why he rents a $7k home instead of taking on an $11k mortgage, preserving capital and flexibility while holding low-rate assets that appreciate. Along the way, we connect ultrarunning and rock climbing to entrepreneurship—big goals are easy to announce and hard to resource, and the real work is designing a life that can carry them.
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Jan 13, 2026 • 1h 30min

The Truth About Money They Don’t Teach You (ft. Cory Jacobson)

Want the playbook for turning a modest house hack into a durable portfolio without losing your sanity or your weekends? We sit down with Cory Jacobson to unpack the moves that matter: buying smarter assets, documenting relentlessly, raising capital responsibly, and building a life you actually want to live.Cory started in 2018 with a simple house hack and a promise to share the journey. That daily consistency built trust, opened doors to partnerships, and ultimately funded bigger, better projects. If this hit home, follow, share with a friend who needs a push, and leave a quick review so more builders and investors can find the show. Your support helps us keep these conversations sharp and useful.
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Dec 31, 2025 • 1h 31min

Kevin Cooney and ‘PE GUY’ Johnny Hilbrant meet The Everyday Millionaires (Full Episode)

Today we’re joined by Kevin Cooney and Johnny Hilbrant (aka “PE GUY”) for a conversation that’s equal parts hilarious and surprisingly insightful—covering content, brand-building, and what it takes to turn internet momentum into a real business.Kevin breaks down how he and Ashley built The Cooney’s Show, a long-form podcast filmed at TD Garden in Boston interviewing entrepreneurs, entertainers, and athletes. Johnny shares the origin story behind “PE GUY,” the deadpan private-equity parody that blew up online in 2025 and quickly grew to 250K Instagram followers
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Dec 22, 2025 • 48min

How Smart Investors Thrive When Markets Tighten (ft. Ryan Studner)

Real estate looks glamorous from the outside. Up close, the winners treat it like a craft and a job. We bring lender Ryan Studner into the studio at dawn to pressure‑test the strategies serious investors use right now: why new construction can beat heavy flips, how to keep capital moving while permits crawl, and what clean books reveal about “profits” that never existed.Ryan opens the lender’s playbook—credit, liquidity, and experience—and shows how disciplined underwriting protects both borrowers and the broader private credit market. If you want a practical, lender‑tested way to build and hold through uncertainty—avoiding hidden losses, appraisal traps, and timeline drift—this conversation lays out the moves. Subscribe, share with a friend who’s scaling, and leave a quick review with your biggest takeaway so we can dive deeper next time.
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Nov 26, 2025 • 1h 2min

Most Builders Compete. We Collaborate. Here’s Why (ft. Richard Amaya)

If you’ve ever felt the grind of race-to-the-bottom bids or the whiplash of constant change-order fights, this conversation will feel like oxygen. We sit down with contractor Richard Amaya to explore why collaboration beats competition, how sharing systems accelerates growth, and when it’s time to pivot from investor work to homeowner projects that value quality over shortcuts.We get specific about what “doing it right” really costs: permits, inspections, and the sequencing that keeps trades aligned. Culture and communication matter just as much as contracts. We talk bilingual job sites, why speaking Spanish builds trust and speed, and how community dollars strengthen small businesses.Enjoy the conversation—and if we hit home, follow the show, share it with a builder friend, and leave a review to help more people find it.
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Nov 3, 2025 • 41min

Please Stop Overpaying For Flips, Your Future Self Is Tired

Tired of watching cash flow slip through the cracks and flips turn into tuition? We dig into the operator’s playbook: how to stabilize rentals faster, build a right-sized property management team, and lean into new construction where execution is cleaner and margins are clearer. Then we tackle the classic dilemma: build your own property management team or hire third-party? You’ll hear the real cost stack at 100+ doors, where the scaling ceiling hits, and how to split field work, admin, leasing, and maintenance coordination without burning out or overpaying.If you’ve wondered why some buyers are still overpaying for as-is homes, we share actual offers, ARV guardrails, and the price of wishful thinking. We talk novation-style options, when flips still make sense, and why we’re passing on thin spreads that don’t pay for risk. 
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Oct 15, 2025 • 50min

How Justin Hilz Uses Creative Deals & Business Hacks to Win in Real Estate

Most investors are fighting for scraps in crowded flips. We took a different path. Ryan, Chase, and new guest Justin Hilz breaks down his 0% seller-finance win in Annapolis: how he framed the seller’s tax problem, structured principal-only payments, and added a balloon for exit flexibility without taking a 7% mortgage on the chin.From there, we zoom out to the market. Sub-$300k homes still fly, but move-up buyers are locked by 3% mortgages and bracing for payment shock. Looking for leverage without speculation? We also get tactical about financing new builds without bleeding interest—use creative lot terms, pay permits out of pocket, wait to trigger hard money until foundation, and only pay interest on draws. Subscribe and share this with a friend who loves real estate and small businesses.
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Sep 23, 2025 • 1h 12min

How Charlie Kirk's Death Will Destroy America (Ironman Prep, American Divide, REI Chaos)

Join Ryan, Nick, and Chase on a brand new episode as they discuss the real estate market, as it faces a mix of challenges and opportunities, leading to a "corrugated" or uneven recovery rather than universal struggles. The conversation deep dives on their opinions behind Charlie Kirk's death and how society is more divided now more than ever. Plus, Ryan and Chase share their experiences as they prepare for their first full Ironman race. If you're an investor who prioritizes physical wellness and is hopeful about the future of our nation, then this episode is for you.
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Aug 14, 2025 • 38min

Mastering Your Money: Tax Strategies for Everyday Millionaires with Erik Brenner

Erik Brenner pulls back the curtain on wealth management strategies that were once exclusive to the ultra-wealthy but are now accessible to everyday millionaires. With 32 years of experience operating both wealth advisory and tax accounting firms, Erik delivers practical insights that bridge the gap between financial planning and tax strategy.Whether you're a business owner, medical professional, or high-income earner, this episode delivers actionable strategies to optimize your finances. As Erik notes, success in wealth management isn't just about making money—it's about keeping more of what you earn through intelligent planning and tax strategy.
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Aug 6, 2025 • 1h

How Eric Campbell Built A Digital Empire Before Graduating High School

Ever wondered how an 18-year-old builds a successful marketing agency while his peers are still figuring out their college plans? Eric Campbell sits down with us to share his remarkable journey from curious teenager to digital marketing entrepreneur managing a global team today.At just 15, Eric started studying content creators, taking copious notes on digital marketing strategies. By 16, he landed his first video editing client and discovered he had a knack for helping podcasters generate massive view counts. Now running a thriving agency, Eric reveals his unconventional client acquisition methods that cut through the noise of generic pitches.Beyond marketing tactics, Eric shares his vision for scaling his business while maintaining quality, his thoughts on balancing multiple income streams, and his philosophy on focus as the ultimate entrepreneurial superpower. For anyone looking to build a digital business or improve their content marketing strategy, this conversation offers a masterclass from someone who's achieved remarkable success before even graduating high school.

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