The Everyday Millionaire Show

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...

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...

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,...

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...

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. Standa...

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 pl...

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 ha...

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 p...

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 dail...

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, a...

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 pl...

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 abo...

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 c...

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, b...

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 experie...

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 professi...

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 land...

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 arriva...

What happens when your account information ends up for sale on the dark web after a single stolen check? In this eye-opening conversation, Ryan and Nick dive deep into the financial vulnerabilities many real estate investors face and the critical systems needed to protect your business. The conversation takes an unexpected turn as Ryan prepares for a two-week international trip—a true test of whet...

Jimy Chavarria brings a truly unique perspective to real estate investing through his ability to bridge cultural and linguistic gaps in an industry where communication is everything. From his unexpected origins studying to be a Spanish teacher to building a construction company and mentorship network, Jimmy reveals how being bilingual became his "superpower" in working with Spanish-speak...

The landscape for real estate investors in Maryland has never been more challenging. In this eye-opening conversation with Maryland State Delegate Mike Griffith, we uncover the harsh realities of new legislation that threatens property rights and financial viability for both professional and mom-and-pop landlords across the state. This episode is also filled with light moments, as Ryan and Chase d...

What happens when those "forever" rental properties start showing their age? In this candid conversation, Ryan reveals his complete strategy shift after realizing his decade-old properties now face expensive repairs that would consume years of cash flow. The conversation shifts to marketing techniques that have generated substantial business without spending a dime. From Facebook group s...

When random internet strangers decide to roast you about your boat trailer, you might as well lean into it and laugh along. That's exactly what Ryan does in this episode as he recounts his experience going viral for all the wrong reasons. A casual video about boat repair costs unexpectedly blew up to 1.4 million views, all while the resulting comment section battles became their own form of e...

The real estate market is showing conflicting signals, with some properties receiving multiple offers while others sit vacant for months. Ryan, Nick, and Chase explore this volatility and share their firsthand experiences navigating today's challenging investment landscape. With rates hovering in the 6-7% range, the traditional approach of rapid property accumulation deserves reconsideration....

Justin Goodbread opens a window into the hidden world of business exits, revealing why 80% of entrepreneurs never successfully sell their companies despite having most of their net worth tied up in them. From his first landscaping company at age 15 through multiple six, seven, and eight-figure exits, Goodbread shares the counterintuitive strategies that transform businesses from jobs into valuable...