The Everyday Millionaire Show
Ryan Greenberg and Nick Kalfas are two Maryland based business owners and investors. Ryan and Nick discuss topics such as basics of financial literacy, building businesses, investing, and real estate. This podcast is for people looking to achieve financial freedom.
Episodes
Maryland can feel like a pressure cooker right now, and not just for homeowners. We sit down again with Mike Griffith, a member of the Maryland General Assembly who also works inside the real estate closing world at Crown Title, to talk about what’s actually changing across the market and the state.
We also get specific about the costs that quietly crush returns: rising insurance, higher taxes, pricier labor, fue...
A Half Ironman sounds heroic until you’re running in brutal heat with legs that want to cramp every step and aid stations that can’t keep ice stocked. We unpack what it felt like to survive the swim, gain ground on the bike, then get humbled on the run.
Then we zoom out to what we’re seeing in the real estate market right now, and it’s not pretty. Rental vacancies linger, tenant placement is slower th...
The real estate market is changing, technology is accelerating, and artificial intelligence is quickly becoming one of the biggest forces shaping the future of business, investing, and wealth creation.
We discuss how AI is changing business, real estate, and investing. From analyzing deals to making smarter decisions, and why adapting early could create major opportunities in the next decade.
This conversation is not ...
What does AI actually mean for business owners right now? In this episode, we sit down with returning guest Jett Hennigan from Dreamers Event Rentals to talk about his move into AI and how he’s starting to use it inside a real business. He breaks down what “agentic AI” actually looks like when it’s wired into real tools like Zoho, QuickBooks Online, Google Drive, and your quoting process.
We dive into...
Forty-six showings and only two offers tells you more about the market than any headline. We break down what we’re seeing as agents and investors right now: houses can still move fast, but only when they’re priced for reality, renovated the right way, and positioned to win in that first window before a listing goes stale. Then we get honest about rentals. Vacancies are up, applications are weaker, and it can be smarter ...
What happens when your passion for building collides with a market that won’t sit still? We dive straight into that crossroads—balancing a love for real estate and entrepreneurship with the realities of higher insurance, stubborn taxes, softening rents, and even a surprise sewer moratorium that freezes permits in a prime Maryland corridor. Along the way, we lean on the same mindset we use to train for 70.3 races: clear ...
A rental portfolio doesn’t scale on grit alone. Matt Cox joins us to map the leap from single family BRRRRs to 10–40 unit apartments—all while living in Manhattan and buying in Oregon.
We dive deep into the small-multifamily sweet spot where mom-and-pop owners leave money on the table. Think stale insurance, unchecked utilities, no RUBS, and rent rolls with big gaps across identical units. Standardize operati...
A three-year waitlist for a watch you still can’t buy. A $1.2M piece you might be afraid to wear on the street. And the blunt truth about where money compounds versus where it just looks good. We took Boston by storm—recording at a glass-front studio in the TD Garden hub, drifting down Newbury Street’s luxury row, and stress-testing the logic behind status buys and durable assets.
If you want a playbook tha...
What if the smartest way to build real estate wealth is not quitting your day job, but using it as fuel? Jeff Ervick joins us to map a step‑by‑step journey from cold‑weather BRRRRs to scalable multifamily syndications, private credit, and smart insurance structures—all while keeping a high‑earning W‑2 in tech.
Jeff is an accomplished Real Estate Fund Manager and Investor Relations Maverick. He has successfully deployed o...
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 psycho...
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, o...
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, enterta...
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&mda...
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 “d...
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+ d...
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 ...
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 ...
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...
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 c...
From island hopping in the Philippines to building million-dollar real estate developments, this episode takes you on a journey through entrepreneurial growth, strategic networking, and authentic business building.
Ryan kicks things off with tales from his Philippines adventure – navigating a grueling 48-hour journey across multiple continents only to immediately dive with whale sharks upon arrival. His cultural immers...
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