The DealMachine Real Estate Investing Podcast

Finding off-market investment properties can start with an agent who actively searches for the kinds of homes you want to buy. Mobile, Alabama agent Haley Glass shares how she uses direct mail to reach owners and connects potential opportunities with her investor clients. She also explains how she helps out-of-state buyers evaluate properties and prepare for repair costs, giving investors a clearer picture of what an agent can bring beyond MLS listings.

Connect with Haley Glass:

(251) 901-0755

[email protected]

KEY TALKING POINTS:

0:00 - Intro

Retiring at 40 with real estate became possible for Rich Rice after he built a rental portfolio that covered his income goals. In this episode, he shares how he finds deals in smaller markets, builds relationships with private lenders, and keeps direct mail working through consistent follow-up. He also explains why complicated title problems attract his attention and how he’s using AI to research potential deals.

KEY TALKING POINTS:

0:00 - Intro

0:53 - California vs Out-of-State Investing

3:07 - Early Flipping Lessons

4:54 - Finding Deals With DealMachine

9:56 - T...

Wholesaling real estate gets simpler when you know what to focus on, and Jiries Dawaher breaks down the four stages behind his process after over 1,000 deals. He explains how to find promising properties and turn seller conversations into appointments where you can understand their needs and make an offer. You’ll learn why a consistent routine and a handful of good deals can move your business forward without taking over your life.

KEY TALKING POINTS:

0:00 - Software Doesn't Close Deals

0:50 - Four Stages Overview

2:00 - Direct to Seller Mindset

Parking lot income is an overlooked real estate opportunity, and Dax Dickson shares how one client receives over $120,000 a year from just 33 spaces. He explains how he identifies properties with parking demand and works with owners to introduce paid parking through revenue sharing or lease agreements. For wholesalers already scouting properties, the conversation reveals another reason to pay attention to the lots they pass and a potential way to earn referral income.

KEY TALKING POINTS:

0:00 - The Dumbest Way to Make Money

0:46 - What Monetize Parking Does

2:30 - From S...

Flipping houses for 30 years has taught Los Angeles investor Arlett Hamilton that knowing your neighborhood matters as much as knowing your renovation budget. In this episode, she explains how she uses property records and consistent outreach to connect with homeowners before their houses hit the market. She also shares the costly lessons behind her approach to managing crews and deciding when taking a loss makes more sense than waiting.

KEY TALKING POINTS:

0:00 - 30 Years in Real Estate

1:34 - Building the Senior Farm List

2:46 - Mailing and Marketing Strategy

Vacant land investing brought Michael Poggi as much as $100K per month in buyer payments through his self-directed Roth IRA. In this episode, he explains how he used retirement funds to buy inexpensive lots, hold them for appreciation, and eventually sell them with owner financing. He shares what he looks for before buying and why selling hundreds of lots for roughly double his purchase price became what he calls his biggest career mistake.

KEY TALKING POINTS:

0:00 - Accelerate Wealth With Your IRA

0:46 - Lessons From Being a Stockbroker

2:12 - L...

Flipping mobile homes has earned Chris French up to $10,000 per deal, and he’s completed more than 75 deals in this often overlooked niche. He breaks down how he finds buyers for unwanted homes, including one he bought for $2,500 and sold for $13,500 after a cleanout. Hear what made those deals profitable and how contractor delays helped turn another flip into a $7,000 loss before you take on your next mobile home deal.

KEY TALKING POINTS:

0:00 - Intro & Chris French's Background

1:40 - Why Mobile Homes Over Houses

2:51 - His First Wholesale Deal

Marketing novations can give real estate investors another way to close deals, and Travis Morrison shares how that approach helped him land a $94,000 deal. He explains how working with local agents to reach retail buyers can create room for larger fees while getting sellers more money. Before you write off your next lead over price, hear how he evaluates whether a different offer could work.

KEY TALKING POINTS:

0:00 - Intro & The $94K Deal

2:20 - Types of Novations Explained

4:17 - Not Lying to Homeowners

6:37 - Being a Cash G...

Flipping vacant land has become a multimillion-dollar business for Clayton Hepler, whose team has already completed over 90 deals this year. In this episode, he explains how he finds rural markets with buyer demand and evaluates properties to determine what he can afford to offer. Learn what separates a promising land deal from an expensive mistake before you put money into your next purchase.

Book A Call With Clay: https://landman.io/deal-engine

KEY TALKING POINTS:

0:00 - The Land Opportunity

0:59 - The $1.3 Trillion Land Transfer

2:39 - Wa...

Closing 70 wholesale real estate deals since February started with a partnership that helped 17-year-old Joey Russo turn consistent outreach into a growing business. He explains how his team finds motivated sellers through SMS marketing and evaluates out-of-state properties without seeing them in person. Hear why their first deal together netted just $2,000 and what changed as they learned to focus on deals their buyers actually want.

KEY TALKING POINTS:

0:00 - Intro: 70 Deals at 17

0:52 - How Joey Russo Got Started

4:05 - The First Deal Breakdown

7:55 - Why Wholesaling at 15

Hiring the wrong contractor can eat through your house flipping profits, and Richmond investor Isaiah Goode learned that after paying $10,000 to an HVAC contractor who disappeared. He shares how he finds contractors, checks their work through jobsite visits and conversations with previous clients, and approaches payments after getting burned. Before you hand over money for your next renovation, hear what he changed about who he trusts and why.

KEY TALKING POINTS:

0:00 - Intro

1:14 - How Isaiah Got Started

2:51 - His Latest Richmond Flip

4:01 - Finding Deals on t...

Probate deals take more than pulling a list and asking who wants to sell, and Andrew Becker explains how his team gets ahead of investors doing exactly that. He shares how going directly to the source and understanding the probate process help him reach the right people earlier and have better conversations. Learn why treating these sellers like every other lead can mean missing the opportunity before you even make contact.

KEY TALKING POINTS:

0:00 - What Is Probate?

2:10 - Why Probate Over Other Leads

7:09 - Inside A Probate Deal

The 70% rule still guides Randy Garrison’s buying decisions, even when other investors say it no longer works. He explains how buying at 70% of after-repair value minus repairs leaves room for unexpected costs while protecting his profit. With 10–15 flips a year, Randy shares why he targets at least $35,000 after expenses and passes on thinner margins. He also discusses how driving for dollars and conversations with sellers help him find off-market opportunities that fit his numbers.

KEY TALKING POINTS:

0:00 - What Randy Garrison's Business Does

1:59 - Army Career to Real Estate

8:3...

Finding and managing real estate cold callers takes more than hiring someone with a good phone voice, as outsourcing business owner Adham Aboelenein explains. He shares where he finds experienced callers and how reviewing their recordings helps turn seller conversations into better qualified leads for your wholesaling business. Before handing off your next list, learn what to look for in a caller and how to keep them on track.

KEY TALKING POINTS:

0:01 - Intro & Host Check-In

1:24 - Slowest Year & Fewer Deals

3:02 - Choosing Lifestyle Over Scaling

4:11 - M...

Most wholesalers are taught to qualify sellers by asking about motivation, property condition, timeline, and price, but Jon Barbera says those questions rarely uncover what actually drives a deal. He explains how to move past surface-level answers, identify what the seller fears will happen next, and shape an offer around the outcome they truly need. The result is a more human sales conversation that helps investors solve real problems instead of negotiating against a number.

KEY TALKING POINTS:

0:00 - The Four Questions That Don't Matter

1:53 - An Offer Is a Solution, N...

Cold email marketing generated 46 land leads and two pending contracts for a Virginia investor using a campaign run by Wisconsin real estate investor John Maxi. He explains how he chooses seller lists and starts conversations with a simple message asking whether an owner would consider selling their property. Before putting more money into your next off-market marketing campaign, hear what worked and why John says these results exceeded his usual expectations.

KEY TALKING POINTS:

0:01 - Intro & Overview of John Maxi's Business

1:25 - Wholesale Deals & Assignment Fees

5:18 - Acquisition vs D...

Three brothers landed their first client with a postcard and grew to manage 250 vacation rentals in just two years. Zachary and Alex Meringoff break down how they target owners and what makes their direct mail work. They also share how delivering better service turned those early clients into a steady source of referrals. You’ll hear how they’re building a team to keep up with that growth while keeping homeowners happy.

KEY TALKING POINTS:

0:00 - Intro & Overview of Ocean City Vacation Homes

1:07 - Closing The First Deals

3:00 - Postc...

You may already know someone who could fund your next deal. Jay Conner breaks down his five-step approach to raising private money through relationships you already have. He explains how to introduce the opportunity and build interest without making an awkward ask. It starts with lining up the money before you need it.

KEY TALKING POINTS:

0:00 - Raise Money Without Asking

0:51 - Who Is a Private Lender

1:44 - You Make the Rules

2:56 - Not a JV, Hard Money, or Bank

4:30 - Mindset and Protecting Lenders

Tyler Dumont does six deals per month while handling acquisitions himself. He joins David to share how he finds motivated sellers and keeps his marketing consistent. Learn why he still knocks on doors and relies on just one or two core buyers. Plus, hear how slow follow-up can cost you a deal.

KEY TALKING POINTS:

0:01 - Meet Tyler Dumont & His Business

0:51 - First Deal & Hedge Fund Sales

1:43 - Why Fix and Flips Now

3:54 - Finding Deals & Driving for Dollars

8:01 - Marketing Channels & Spend

9:41...

Frank Iglesias shares the hard lessons he’s learned from 17 years in real estate and hundreds of deals. He explains how renovation delays and overlooked details can turn a promising deal into a loss. We also discuss understanding what sellers actually want, finding deals through relationships, and why he now prefers simpler projects. Whether you’re chasing your first deal or growing your business, Frank’s experience can help you avoid some expensive mistakes.

KEY TALKING POINTS:

0:00 - Intro & Frank Iglesias’ 17 Years in Real Estate

2:12 - The $30,000 Fence Story

6:00 - Why Fen...

Chris Logan went from dropping every deal he put under contract to closing 40 in a single year, and it happened when he stopped chasing sellers and found his buyer first. In this masterclass, he covers how to pick a territory you have never visited, and the four things you have to get from a seller before you actually have a lead. If you are marketing hard and still watching contracts fall apart, the problem is probably not your leads, it is who you lined up to buy them.

KEY TALKING POINTS:

0:00 - Choosing Y...

Owner financing turns a house into mailbox money, and Jack has built his entire one man portfolio around it instead of renting. He explains how a contract for deed actually works, from the 10 percent down payment that keeps a buyer invested to the single foreclosure he has filed in 20 years. He also walks through the four house package he just put under contract in Lancaster, South Carolina for $450,000 that appraised at over $700,000.

KEY TALKING POINTS:

0:00 - Becoming the Bank

1:49 - Early Rentals & Mobile Home Parks

3:36 - Four Deals in L...

Wholesaling real estate in Chicago takes more moving pieces than most markets, and AJ Fattori and Charlie Pyles have built a business on it in their early 20s. They break down the escrow holdback that keeps a deal alive when a seller can't move out, and why they keep three to five buyers on speed dial instead of a list of a thousand. They also get honest about blowing through the money early on and worrying about rent while deals were closing.

KEY TALKING POINTS:

0:00 - Intro

1:30 - How AJ & Charlie S...

Philip Louden calls it becoming the bank: you buy a cheap livable house in a small market, then resell it on seller financing to a family that wants to own instead of rent. He explains why this arbitrage works, how he finds and structures these deals, and where the financing comes from when you do not have cash. If you have been chasing assignment fees and want something that pays you every month, this is the model to study.

KEY TALKING POINTS:

0:00 - What Are Starter Wraps

1:46 - How Starter Wraps W...

Mobile homes are still an untapped niche in real estate investing, and Aaron Bihl does 8 to 10 deals a month with them as his focus. He explains why the stigma around them gets him better deals than a stick built house, and why he's moving toward buying lots and putting new homes on them. He also walks through the soil test that cost him 1,600 dollars and killed a two lot deal he was ready to close.

KEY TALKING POINTS:

0:00 - Intro

0:48 - Ryan's Rent Collection Update

2:25 - The Business Aaron B...

Wholesale deal flow gets easier when other wholesalers bring you the deals, and that's how Phil Cacciatore does 30 to 50 a month in Tampa Bay. He walks through how his sales team finds cash buyers by reverse searching who already bought nearby. He also covers how 21 Property Group went from six sales reps to 45 in about a year and a half.

KEY TALKING POINTS:

0:00 - Intro & Hosts

1:15 - Ryan's Slow Market Year

2:04 - Phil Cacciatore's Business Overview

3:27 - The Investor Marketplace Model

4:26 - Joining & Scaling the C...

Cody Morris, CEO of LeadZolo, has built and scaled around 300 remote sales teams, and he says most wholesale deals die in the first two minutes of the call. He walks through the opening line that keeps a seller on the phone and the frame that keeps you leading the call instead of defending it. If your leads look good on paper but your close rate does not, start here.

KEY TALKING POINTS:

0:00 - Intro & Cody Morris's Background

1:17 - Cost of Leads: Time vs Money

2:55 - Ad Strategy & Distress Signals

Carly Stagge left corporate finance at JP Morgan and did $1 million in assignment fees her first full year in Denver. She explains why her company double closes every deal now, and how transactional funding moved their average fee from $17,500 to $25,500 in a single month. She also covers what a double close does that an assignment cannot, including the ability to renegotiate price with the seller, and why assignment fee laws in states like Pennsylvania and Ohio are pushing wholesalers toward it.

KEY TALKING POINTS:

0:00 - Intro

3:11 - Carly's Million-Dollar First Year

Nathaniel Brimlow runs a nationwide land wholesaling business from Hawaii with a fully remote team of seven people. He walks through the buy box he uses to cut the entire country down to a workable list: two acres and up, $50,000 and up in value, owners over 65, and ten years of ownership or an inherited property. He also breaks down sell through rate, the metric he uses to throw out markets before he spends a dollar marketing to them, plus how his team disposes of land through realtors, neighbors, and local investor lists.

KEY TALKING POINTS:

Transaction volume across the country is down roughly 35% from a few years ago, and wholesalers and fix and flip investors are feeling it in every part of the business. Brian Snider walks through the top ten issues hitting real estate investors right now, from tighter underwriting and softening buyer demand to inconsistent marketing and thin exit strategies. He also covers where AI belongs in your workflow, why offers made is the one KPI worth tracking above closings or profit, and the budget rule he applies to every marketing channel he tests.

KEY TALKING POINTS:

Michelle Murray has been doing wholesale real estate in South Florida for fourteen years and now runs it with a team of seven. She breaks down the systems that made her real estate deals repeatable, and what roughly 100 hires taught her about putting the right person in the right seat. If you can close a deal but cannot make it happen again, this one is for you.

KEY TALKING POINTS:

0:00 - Intro

1:10 - How Michelle Murray Got Started In Wholesaling

7:58 - Lessons From 14 Years

11:44 - Team Structure & R...

Louise Fabale runs a land wholesaling business in North Carolina from the Philippines, closing five to ten deals a month and did $30,000 in a single month. Her strategy is backwards from what most wholesalers do, because she finds the buyer and their buy box before she ever markets to a seller. In this episode she walks through the cold call that turns a stranger into a repeat buyer and the list filters she uses to skip the lots builders won't touch.

KEY TALKING POINTS:

0:00 - Intro & Business Overview

1:12 - Why North C...

Abdul has been buying houses for close to nine years. He started by driving for dollars and dialing every lead himself, and it took him six months to close his first deal. In this episode he breaks down how he talks to a seller on the phone, from the first question he asks to the reason someone takes his offer over a higher one. He also gets into which lists he pulls, whether a beginner should hand dial or run a dialer, and when it makes sense to put callers on the phone instead of doing it yourself.

David and Ryan sit down to talk through the new DealMachine. Ryan has used the app since 2019, closed 73 deals with it, and now holds 59 rentals. He shows how one search pulled 675 properties and how he narrowed it to about 200 owner occupants worth mailing. David covers the export changes that stop you paying for DNC-only records, plus a few features coming next.

KEY TALKING POINTS:

0:00 - Intro & Guest Background

2:51 - Money-Saving Export Filters

5:43 - Finding Leads with AI Search

8:52 - Designing Postcards

10:19 - Manual Filters, Maps & H...

Spencer dropped out of high school with three months left, then went seven months before his first deal, a $5,000 check. He and Korbin now run fully virtual operations with delegated teams. In this episode they break down the text blasting system that reaches 300,000 sellers a month, and how their acquisition rep closes in two weeks without ever meeting a seller.

KEY TALKING POINTS:

0:00 - Intro & Podcast Mission

1:03 - How They Met & Got Started

2:15 - Dropping Out to Wholesale

4:14 - Seven Months to First Deal

5:23 - F...

Sellers give up real money all the time, and it is almost never because they are bad at math. Jiries Dawaher has closed roughly a thousand real estate transactions, and in this episode he lays out the five motivations that make a seller take a lower number, from speed of close to the certainty that the deal will not fall apart. He also runs the net proceeds math that turns a $100,000 listing into $80,000 in the seller's pocket, which is how a $90,000 cash offer wins. The back half covers how he gets invited to the kitchen table in the first...

Abdul and Abdullah Ghaffar went from working at Dunkin' Donuts and Little Caesars to closing over 100 real estate deals a year nationwide. Their first deal ever came off a single DealMachine direct mail piece, and they've since built a cold calling company and a 120 member investor community around what's working for them today. In this episode, they break down their "triple R" method for building trust with sellers, and why proof of funds and fast closings have become the best free marketing a wholesaler can get.

KEY TALKING POINTS:

0:00 - Meet the Ghaffar B...

Bobby Kough is closing 300+ wholesale deals a year across three markets. A former Army captain, he built I Buy STL alongside sister markets in Little Rock and Wichita by handing full ownership to people he trusted. In this episode he covers direct mail marketing and cost per lead, plus the team building lessons behind his growth. He also breaks down the mindset shift that keeps a growing wholesaling business from stalling out after a big month.

KEY TALKING POINTS:

0:00 - Intro & 305 to 500 Deals

1:00 - Overview of I Buy STL

3:19...

Most investors chase one payday per deal. Zachary Beach breaks down how a single property can pay you three separate times using creative financing that never touches a bank. He walks through a real case study where a $355,000 house, bought subject-to and sold on rent to own, produced $99,000 in profit. You'll learn how to buy on terms and sell to the 82% of buyers that banks reject, even in a market where high rates are killing everyone else's deals.

KEY TALKING POINTS:

0:00 - Three Payday System Overview

1:51 - Solving Seller Problems

Bobby Suarez scales to 40 to 60 wholesale deals per month in South Florida with a proven system that generates a 3.8x return on marketing spend. Learn how he built a brand moat through TV, radio, and direct mail that made him the go-to buyer in his market, discover the exact calculator his team uses to price every deal for consistent profit, and find out how his new platform Rezzi is changing how wholesalers dispose deals nationwide.

KEY TALKING POINTS:

0:00 - Intro & 40-60 Deals a Month

1:31 - How Bobby Got Into Real Estate