The DealMachine Real Estate Investing Podcast

Dakota Bailey has quietly built a seven-year real estate operation that put 350 deals under contract in a single year — all in a small Midwest market. In this episode, Dakota breaks down how he went from car sales to running a high-volume wholesaling business, why simplifying his operation was critical to scaling, and how hiring the right acquisitions manager led to 37 deals in one month. He also...

Trevor Mauch, founder of Carrot, breaks down the website mistakes that quietly cost real estate investors deals—even when you’re getting traffic. He walks through a practical framework for building pages that feel clear, trustworthy, and easy for sellers to take the next step, plus simple changes you can make to your layout, structure, and content so more motivated sellers actually call or fill ou...

David sits down with Cory Miller and Ryan Weimer, two former engineers who now close 200+ real estate deals a year in a single market. They break down the hard lessons they learned scaling too fast, becoming illiquid, surviving a major market correction, and rebuilding the business with better systems, smarter hiring, and a stronger wholesaling model. From growing a 4,000-person buyers list to why...

Josh Berlin breaks down how he scaled from his first flip in 2023 to running a machine doing 100+ flips and 200+ total deals per year. David digs into the exact systems behind the volume—standardized rehabs, inventory management, marketing shifts, and how Josh avoids burnout while keeping margins intact.   KEY TALKING POINTS: 0:00 - Intro 1:04 - An Overview Of Josh Berlin’s Business 2:14 - Managin...

Ray Zhang breaks down his exact system for flipping infill land virtually—without a team, rehabs, or site visits. In this episode, Ray explains how he’s flipped 500+ lots, generated over $900k in a year, and built a repeatable 6-step process you can run in just a few hours a day. He also shares the simple safety checks he uses to protect deals and avoid costly mistakes.   KEY TALKING POINTS: 0:00...

Cade Silva breaks down how he flipped $40M in just one year across 15 deals by building agent-first relationships instead of chasing sellers. He explains why paying full commissions unlocked better deals, how he scaled into high-end flips, and the systems he uses to manage risk, contractors, and capital in today’s market.   KEY TALKING POINTS: 0:00 - Intro 0:45 - Cade Silva’s Real Estate Business...

Chris Johns breaks down how his team buys 200 homes a year while refusing to play the usual wholesaling games. He explains why they never renegotiate sellers, how a seller-first culture actually scales better, and how omnichannel marketing - from direct mail to TV - fuels consistent deal flow. Chris also shares how they’re using AI for rehab scopes, design decisions, and buyer confidence, plus why...

In this masterclass, Jiries Dawaher breaks down the simple daily discipline that actually drives long-term success in real estate. He explains why consistency beats talent, why the outcome doesn’t matter at first, and how committing just 30 minutes a day for 100 days builds momentum most investors never reach. This session focuses on focus, sacrifice, and designing a “rich life” before chasing dea...

David takes you inside a $10M real estate deal with Ashley Rhame for a full walkthrough of a rare, large-scale redevelopment. This isn’t a typical flip. You’ll see how historical restrictions, multi-year timelines, massive capital requirements, and design decisions shape an eight-figure project. Along the way, Ashley breaks down what went right, what went wrong, and why deals at this level require...

Ashley Rhame walks through the risky first flip that nearly drained her bank account—and how that single deal set off a path that led to building a real estate fund, navigating market crashes, and ultimately taking on a $10M renovation in San Diego. This conversation breaks down conviction, risk management, scaling too fast, pulling back at the right time, and what it actually takes to survive mul...

Brian Pate of Destiny Homebuyers was homeless at 19, sleeping in his car and working multiple jobs just to get by. Today, he’s wholesaling at scale and flipping homes with resale prices up to $2 million across multiple markets. In this episode, Brian shares how his first $100k wholesale deal changed his trajectory, how he built a team to handle day-to-day operations, and why he chose to move into...

Rick Howell breaks down how he consistently flips 50+ houses per year without a bloated team. He walks through his lean operating model, how he monetizes leads that don’t fit his flip criteria, and the mindset shift that allowed him to raise private money and scale without sacrificing lifestyle. Rick also shares how his 4-person team focuses on systems, inbound marketing, and asset ownership inste...

Luis Mota breaks down how he and his partner consistently close 100+ wholesale deals per year in California’s Central Valley — and why wholesaling is only the starting point. In this conversation, Luis walks through his exact lead sources, average assignment fees, how they cherry-pick rentals, and how that steady deal flow funds much bigger plays, including $80M commercial developments like gas st...

Nicholas Pina and Ashley Abbott break down how Ashley has built 68 rental properties using creative financing instead of traditional bank loans. They walk through real subject-to deals, principal-only seconds, seller financing, and deal-by-deal partnerships that turn “too tight” deals into real cash flow. This conversation gets specific on how these structures work, when to use them, and why creat...

JR Reed breaks down how he consistently closes 100+ deals per year in Houston by using wholesaling to fund his business while building long-term wealth through buy-and-hold. He explains why rentals shouldn’t pay your bills early on, why he avoids constant price drops, how messy title deals became his biggest profit driver, and what changed after a tough market forced him to tighten operations. JR...

Most investors say direct mail “doesn’t work”—but top investors know that’s not true. In this episode, we break down the five exact steps top investors use to win with direct mail, from building the right lists and sending mail that actually stands out, to answering calls live, staying consistent long enough to see results, and following up until deals close. This is the same framework that’s been...

In this episode, David and Ryan sit down with Robinson Bautista, a one-man wholesaler pulling 2–3 deals per month at $40K+ each—all while closing 90% of his deals through text message alone. Robinson breaks down how he finds sellers, why SMS is the only marketing channel he uses, and the simple system that lets him run a tiny operation while still landing massive spreads. If you want a leaner, hig...

Michael Dente went from small land deals to a full-scale single-family operation with more than 100 closings. In this episode, he breaks down why land was the perfect entry point, what pushed him to pivot, how novations now make up most of his business, and how PPC and cold callers keep his cost per deal surprisingly low. He also shares how he discovered a company was stealing his PPC leads, how h...

Ryan walked into the studio fresh off a brand-new deal that came in while he and David were filming. In this episode, he breaks down exactly how it happened—why a seller from years ago suddenly called him back, how a surprise city lien almost killed the deal, and how he still walked away with an $8,000 assignment despite the tight numbers. David and Ryan dig into the real lesson here: the hidden p...

Cold calling doesn’t have to be complicated. Abdul Ghaffar breaks down the exact system his team uses to turn raw lists into warm conversations, collect real motivation fast, and consistently close contracts. He shares the KPIs they track, the mistakes beginners make, and how to structure calls so sellers feel informed—not pressured. If you want a simple, proven framework for getting more deals fr...

In this episode, David and Ryan talk with 23-year-old investor Peter Lymberopoulos, who’s already closed 25 pre-foreclosure deals using door-knocking as his main marketing strategy. Peter breaks down how he finds these leads, how he builds trust with sellers who are days away from auction, and how consistent outreach turned into life-changing deals, including one that started with a $3 McGriddle a...

John Diamantakos breaks down how he’s using AI to qualify sellers, manage conversations, and consistently close 2+ high-margin deals each month. He explains the system he built, how it plugs into DealMachine’s data, and why slowing down acquisitions helped him create a sharper, more targeted pipeline. If you want a real look at how AI can power a lean, profitable operation, this episode walks thro...

In this episode, David sits down with Ali Amin and Omar Eltabei from Lead Stream Call Center to break down what running 2 million seller calls per year actually teaches you. They reveal how they hire top-performing cold callers, the data that really moves the needle, why 60% of deals come from “generic” lists, and how they diagnose weak results across different markets. If you want a clear look at...

Most investors have money coming in… but no real clarity on how much of it is true profit. In this episode, David Richter breaks down the exact benchmarks, percentages, and systems you should follow to finally understand what you’re actually keeping from each deal and how to manage your cash the right way. He’ll show you how to avoid being “deal rich but cash poor” and give you a simple framework...

At just 21, Dylan Garcia is closing 5–8 wholesale deals every month — all built from cold calling, stacked marketing channels, and elite discipline he developed as a top wrestler in Florida. In this episode, Dylan breaks down how he got his first $60k deal, how he transitioned from JV partners to running his own operation, how he builds reliable buyers lists, how he trains VAs, and the KPIs he use...