The DealMachine Real Estate Investing Podcast

Most investors think they need dozens of deals to change their life — Greg Gaudet proves otherwise. In this episode, he breaks down how he built a Maui lifestyle off just a handful of deals per year, including the $5,500/month rental that became his foundation. You’ll hear how he went from struggling with addiction to owning 20 doors, what he learned partnering with Brandon Turner, and why the rig...

When you hear how John Figueiredo went from running a $100M cannabis company, IPO’ing alongside Jay-Z, and literally burying cash underground… to buying 19 rentals in his first year, you’ll understand why his pivot into real estate is one of the wildest stories we’ve ever covered. In this episode, John breaks down the markets he chose, the partners he trusted (and the ones he shouldn’t have), how...

In today’s episode, Nathan Brooks breaks down the real reason so many investors leave money on the table: they’re choosing the wrong exit strategy. He walks through the simple, practical way to think about wholesaling, wholetailing, and flipping — and what actually matters when comparing deals, judging neighborhoods, reviewing finishes, and setting expectations with contractors. You’ll learn how t...

Real estate agent John Apple breaks down how one segmented neighborhood list and a simple email drip turned into two transactions totaling $2.6M in volume. In this episode, he shares exactly how he circle-prospects every listing, the nurture sequence that finally triggered a response, and why treating your listings as lead-generation assets can unlock more opportunities than you think. If you’re a...

Cold calling expert John Wahib returns to break down the six improvements that instantly upgrade your calling results — from choosing the right lists to avoiding spam ratings, dialing smarter, using better filters, fixing name-pronunciation issues, and leveraging DealMachine’s new Radius tool to find untouched leads. David and Ryan unpack each tactic with him and reveal why consistent daily callin...

Tyler Williams and Joshua Dochee share how they generated over half a million dollars in their first year by leaning into novations instead of traditional wholesaling. They break down the exact pitch they use, how they move deals in the middle of nowhere, why Tyler’s first contract happened in a high-school bathroom, and how this strategy lets them scale nationwide without relying on cash buyers....

Robert has spent 20 years using a completely unconventional system: marketing to everyone , dropping 20,000 voicemails a day, and consistently landing $17k average deals. He breaks down how volume, fast screening, and four simple offers reliably turn 15 conversations a day into two deals a month. He also shares why this strategy stays effective even when every niche list in the market is saturated...

If you’ve ever wondered how many cold calls it actually take to land a deal, David and Ryan break down the real numbers with DealMachine member Karim Mahmoud—a cold-calling veteran who now leads a team of 50 callers. Karim lays out the exact call counts, lead ratios, best call times, dialer setups, and the DealMachine filters his team uses to consistently find high-profit opportunities. It’s a cle...

Raising money for real estate isn’t as simple as asking your friends to invest—there’s a right way to do it. In this conversation, David and Ryan sit down with Devin Robinson to break down how investors can legally and safely raise capital using micro-funds. Devin explains why most people approach private money the wrong way, how fund structures really work, what you can and can’t say publicly, an...

Jason Velie from Cape Fear Cash Offer is flipping 60 homes a year—and he doesn’t even step foot inside them anymore. In this episode, he breaks down how he scaled from a few small deals to a fully systemized operation that runs like clockwork. You’ll learn how he built his team, funds his flips, and keeps 60 projects moving without losing control. If you’ve ever wondered what it takes to scale a f...

Matt Kamp breaks down the exact framework behind a top-performing list — one that helps you find real motivated sellers for both land and single-family deals. After running over a thousand off-market trainings, he’s sharing the filters, data points, and strategy that actually lead to closed deals. Watch as he builds a list live inside DealMachine and shows you how to do the same in your market.  ...

Most investors chase houses, but Kevin Bupp shares why he’s buying parking lots and mobile home parks instead. These low-maintenance assets can quietly build serious cash flow without the headaches of traditional real estate—and Kevin breaks down exactly how he finds them, funds them, and profits from them.   KEY TALKING POINTS: 0:00 - Intro 0:22 - Kevin Bupp’s Journey In Real Estate 4:23 - How He...

Everyone talks about wanting to invest in real estate — but this conversation is about the moment you finally do. Moose Math sits down with David and Chris to unpack the real fears, excuses, and mindset shifts that stop most beginners before they ever buy their first property. You’ll hear how David built his rental portfolio from the ground up, what he’d do differently starting over today, and why...

At a recent event, David sat behind a table that read “I’m the CEO of DealMachine — ask me anything.” Investors took him up on it, pressing him with tough questions about off-market data, filters, and more. In this episode, you’ll hear his unfiltered answers and what truly sets DealMachine apart.   KEY TALKING POINTS: 0:00 - Intro 0:10 - How David Filters His Lists 1:34 - Comparing DealMachine To...

Most investors walk away when a seller owes more than the house is worth. In this episode, Jiries Dawaher reveals how to turn those “dead” deals into real profits with short sales — an overlooked strategy that can help you close more off-market deals right now. He breaks down what short sales are, how to find these opportunities, and towards the end, covers the exact steps to run the play the righ...

New 2025 zoning rules are quietly changing the game for real estate investors. In this episode, David breaks down how ADUs and lot-splitting can unlock million-dollar deals—often in cities you’d never expect. He walks through exactly how to find these properties inside DealMachine, the filters to use, and the hidden data most investors miss.   KEY TALKING POINTS: 0:00 - Intro 0:41 - 10 Ways That A...

Every investor wants more deals, but most don’t realize that leadership—not lead generation—can be the main problem that’s holding them back. In this episode, David shares the 10 biggest leadership mistakes that quietly sabotage real estate investors as they build teams. From poor hiring to weak accountability, you’ll learn how to avoid the traps that keep your business stuck and start leading lik...

In this episode, David Lecko sits down with Edmond Bondoc to uncover how he built nearly $700,000 in equity on a single property by leveraging Seattle’s ADU laws. Edmond reveals the exact financing, design, and condo-ization strategy he used to add both an attached and detached ADU to one lot—turning a half-finished fixer into a wealth-building machine.   KEY TALKING POINTS: 00:00 - Intro 00:58 -...

Think you need a massive portfolio to reach financial freedom? Think again. In this episode, Chad Carson breaks down why “going big” isn’t always the smartest move — and how a few great rentals can build serious wealth and give you your time back. You’ll learn his “small and mighty” approach to real estate, how just three rentals could snowball into millions, and the mindset shift that helps inves...

What if a $100M investor showed you exactly how he finds motivated sellers? In this exclusive DealMachine training, Thach Nguyen joins Matt Kamp to reveal the filters, data points, and exact formula he uses to build high-converting seller lists in any market. You’ll learn how to identify profitable neighborhoods, pick the right property types, and create a list that pays off again and again. This...

Ryan Haywood and his COO, Clint Keith, join David to share how one cold call led to a $576,000 wholesale deal from a single seller. They break down how they handled a 21-property portfolio, structured the contracts, verified a power of attorney, and found the right buyer to close it all in one shot. You’ll learn how to approach portfolio sellers, evaluate multiple properties at once, and move fast...

Most agents chase commissions. Moose Math still sells real estate—but he’s no longer chasing the next check. Instead, he built $180K in equity from a single $1,000 deal. In this interview with David, Moose reveals how he turned one property into four doors , what he learned from working with Thach Nguyen, and how he balances being a top agent with building long-term wealth through investing. He al...

In this 15-minute highlight of the DealMachine Masterclass, Bobby Triplett from Offerpad reveals how to scale a flipping business the right way. He breaks down the three approaches to managing renovations, how to balance speed, quality, and cost, and the mindset shift that separates real growth from chaos.   KEY TALKING POINTS: 0:00 - The Three Ways To Manage Your Renovation 3:14 - Why You Need To...

Ever feel like you’re on the real estate hamster wheel — earning big commissions that disappear just as fast? In this episode, David sits down with Phil Greely, a Seattle agent who finally broke that cycle by building his own rental portfolio. Phil explains how Seattle’s unique housing laws opened the door for him to turn one property into multiple income streams — including a $1.3M deal — and how...

Eric Escobar breaks down how he built $1 million in equity from a single deal in Los Angeles using a hidden strategy that lets homeowners split lots and build new units on their land. He explains how he bought a $585K home, added three new units, and created a $2.5M property — all while running his own construction company and navigating city zoning hurdles. This episode shows how one overlooked o...