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The DealMachine Real Estate Investing Podcast
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The DealMachine Real Estate Investing Podcast

Author: David Lecko, Ryan Haywood

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It is a tragedy that 95% of the country is brainwashed into believing that you have to work 50 hours per week for 50 years just to retire. By that point, you might not even enjoy your time off!

This podcast helps you escape the traditional 9-5 and embark on a fulfilling, financially rewarding journey.

We will show you how it is possible to make your annual salary, monthly through a proven business model called wholesaling real estate.

Why wholesaling real estate? This perfect strategy doesn't require significant capital to actually purchase the property yourself, it allows you time freedom without being at someone’s beck and call, and you can make 15% of each deal. You simply find distressed properties and connect them with investors. It's a flexible and scalable way to enter the world of real estate without many of the traditional barriers and offers 5 figure paydays.

If you're a newcomer to this world, this podcast is specifically designed for you. Here's what you can look forward to:

Wholesaling 101: We break down the ABCs of wholesaling. And no, 'B' doesn't stand for 'Boring.'

Beginner’s Bootcamp: Think of this as your training wheels in real estate, only a lot less embarrassing than the ones on your childhood bike.

Action Steps: Get ready to jot down exactly what to do next.

Support Squad: Dive into a community of fellow newbies with experts we bring in to help. You will achieve success much faster when you have access to people who have achieved what you want to achieve, and the support from those on the same path.

Ready to get started? Let's get you listening all the way to the bank.

Subscribe and leave us a review!

Sign up for a free trial of DealMachine : https://www.dealmachine.com/pod
478 Episodes
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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 right few deals can outperform constant hustle. KEY TALKING POINTS:0:00 - Greg Gaudet’s Real Estate Business2:46 - Trying To Find His First Deal4:15 - Why He Wanted To Get Into Real Estate8:39 - What He Was Doing Before & Overcoming Addiction13:55 - Where His Business Is Now18:52 - One Of His Best Deals26:11 - Working Through Life Struggles28:46 - What He’s Going To Do Next32:17 - Loaning With A HELOC39:25 - Advice For People Looking To Start In Real Estate43:29 - Outro LINKS:Facebook: Greg Gaudethttps://www.facebook.com/ggaudet1 Website: Maui Home Buyershttps://www.mauihomebuyers.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 he scaled a portfolio fast, and why real estate became the most stable, wealth-building move after surviving a high-risk industry. KEY TALKING POINTS:0:00 - Intro0:54 - John Figueiredo’s First Deal5:48 - What He Did After Buying His First Property9:55 - Finding Good Property Managers13:39 - Why He Was Interested In Real Estate15:48 - Getting Into Wholesaling18:26 - His Marketing Strategies25:00 - Scaling The Business and Underwriting Guidelines31:56 - Why He Uses Cash Instead Of Financing32:43 - Other Investments He’s Making and Asset Allocation38:13 - Selling His Cannabis Company43:31 - Closing Thoughts44:56 - Outro LINKS:Instagram: John Figueiredohttps://www.instagram.com/fig.time/ Links: John Figueiredohttps://linktr.ee/fig_time Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 to build a clear buy box, how to spot red flags early, and how to make fast yes/no decisions that speed up your cash cycle and protect your profit. KEY TALKING POINTS:0:00 - Intro0:39 - Nathan Brooks’ Three-Tier Approach5:34 - Wholesaling & Wholetailing9:32 - Optimizing The Wholesale Exit11:14 - Fix And Flipping14:20 - Outro LINKS:Instagram: Nathan Brookshttps://www.instagram.com/nathanbrooksrei Website: Arch Capitalhttps://www.archcapital.ai Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 an agent — or you know an agent who wants a smarter way to grow their business — this one’s worth the listen. KEY TALKING POINTS:0:00 - Intro0:34 - John Apple’s $2M Deal7:32 - The Email Copy He Uses10:05 - What He Did Before Using DealMachine’s Data11:00 - The Data He’s Looking For & How He Found DealMachine13:40 - Where He Wants To Go Next & Closing Thoughts15:21 - Outro LINKS:Instagram: John Applehttps://www.instagram.com/buywithapple Website: John Applehttps://www.buywithapple.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 calling always beats weekend marathons. KEY TALKING POINTS:0:00 - Intro0:49 - Niche Vs Mass Lists3:39 - Using Different Dialers7:38 - Using The “Right” Filters9:51 - Name Pronunciation13:18 - DealMachine’s New Radius Tool14:58 - Calling At Different Times17:24 - Closing Thoughts18:01 - Outro LINKS:Instagram: John Wahibhttps://www.instagram.com/johnwahib Website: Callrealshttps://www.callreals.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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. KEY TALKING POINTS:0:00 - Intro0:50 - How They Got Into Wholesaling3:13 - Getting Started With Novation Deals8:54 - Why They Do Novations & The Listing Process13:10 - How They Find Their Deals & Their Marketing17:24 - How They Know What To Offer In Different Markets18:27 - What Motivated Them21:36 - Closing Advice23:04 - Outro LINKS:Instagram: Tyler Williamshttps://www.instagram.com/tyler.williams_._ Instagram: Joshua Doceehttps://www.instagram.com/joshua.jmd.dochee Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/ 
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. KEY TALKING POINTS:0:00 - Intro0:43 - An Example Of Robert Suleski’s Unconventional Approach3:36 - How He Screens Sellers & His Four Offers6:05 - How He Uses RVMs8:57 - The Legality Of Marketing To Sellers11:46 - How The Laws Differ State To State14:23 - Outro LINKS:Facebook: Robert Thomas Suleskihttps://www.facebook.com/robertthomas.suleski Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/ 
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 clear look at what separates callers who land contracts from those who never gain traction. KEY TALKING POINTS:0:00 - Intro0:08 - Karim Mahmoud’s Background & How He Got Started3:59 - The Structure Of His Team7:04 - Breaking Down The Numbers8:08 - How Karim Defines A Qualified Lead12:44 - Using A Script & The Times They Call14:14 - Using A Multi-Line Dialer17:31 - The Filters He Likes In DealMachine21:18 - Closing Thoughts & Why He Started Wholesaling23:20 - Outro LINKS:Instagram: Leverage Solutionshttps://www.instagram.com/leveragesolutions.us Website: Leverage Solutionshttps://leverage-solutions.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/ 
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, and the simplest path to fund your next deal without risking legal trouble or strained relationships. If you’ve ever wanted to use other people’s money the smart way, this episode lays out the roadmap. KEY TALKING POINTS:0:00 - Intro0:48 - Devin Robinson’s Updates2:36 - His Seller Finance Deals8:21 - The Funding Software He’s Building16:47 - Raising Money From Non-Accredited Investors23:44 - Getting People Interested In Funding Your Deals26:41 - Winding Down His Real Estate Fund29:40 - Why He Loves Funds34:14 - How To Get In Touch With Devin35:02 - Outro LINKS:Instagram: Devin Robinsonhttps://www.instagram.com/devin.robinson1/ Links: Devin Robinsonhttp://linktr.ee/devin.robinson1 Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/ 
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 flipping business this big, Jason lays it all out. KEY TALKING POINTS:0:00 - Intro0:24 - An Overview Of Jason Velie’s Business1:47 - His First Deal5:24 - Why He Got Cash Advances7:26 - How Long He Holds His Flips Now9:19 - How He Determines What To Wholetail Vs Rehab12:50 - Doing 60 Flips A Year15:18 - The First Position He Hired20:22 - Training Your Employees23:03 - What He Plans To Do Next25:34 - Lessons He’s Learned28:13 - Closing Thoughts28:53 - Outro LINKS:Instagram: Jason Veliehttps://www.instagram.com/jasonvelie/ Website: Cape Fear Cash Offerhttp://www.capefearcashoffer.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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. KEY TALKING POINTS:0:00 - Intro0:36 - The Fundamentals Of List Building2:31 - Starting With The Zip Code And Property Type4:19 - Adding Filters In The “More” Tab7:10 - Fine-tuning The Property Data12:08 - Digging Into Owner Data14:03 - Saving Yourself Time With Saved Filters14:55 - Outro LINKS:Email: Matt KampMatt@DealMachine.com Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 - Intro0:22 - Kevin Bupp’s Journey In Real Estate4:23 - How He Found Out About Wholesaling8:35 - How He Navigated Working For Free For His Mentor14:24 - His Mobile Home Investing & How He Finds Deals20:31 - Owning & Investing In Parking Lots24:05 - The Levers You Can Pull When Owning A Parking Lot26:43 - What Motivates Someone To Sell A Parking Lot29:17 - Starting Sunrise Capital Investors33:41 - Closing Thoughts & Where To Find Kevin36:38 - Outro LINKS:Instagram: Kevin Bupphttps://www.instagram.com/buppkevin Links: Kevin Bupphttp://linktr.ee/kevinbupp Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 taking the first imperfect step matters more than waiting for the perfect deal. KEY TALKING POINTS:0:00 - Intro0:38 - Getting Into Real Estate4:16 - David’s Journey In Investing5:52 - Advice That David Would Give To Beginners8:26 - DealMachine’s Demographic Data & Finding Land Deals11:06 - The Investing That David Is Doing13:50 - When Will Chris Start Investing?16:56 - Outro LINKS:Instagram: Moose Mathhttps://www.instagram.com/moosemath Links: Moose Mathhttp://linktr.ee/moosemath Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 - Intro0:10 - How David Filters His Lists1:34 - Comparing DealMachine To Zillow3:03 - Why Should You Switch From Propstream to DealMachine?7:27 - Best Practices With Sending Mail9:29 - DealMachine’s AI Features12:03 - Does DealMachine Have Extra Info That Zillow Doesn’t?12:54 - Should You Switch From Propstream to DealMachine?16:20 - Outro LINKS:Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 right way. KEY TALKING POINTS:0:00 - Intro0:30 - The Power Of Short Sales & The Current Opportunity4:06 - The Difference Between Short Sale And Subject To7:51 - Stage 1: Find The Property10:46 - Stage 2: Qualify The Deal11:38 - Stage 3: Run Your Numbers13:32 - Stage 4: Submit And Negotiate With The Lender14:16 - Stage 5: Follow Up!14:29 - Stage 6: Close The Deal14:37 - Outro LINKS:Instagram: Jiries Dawaherhttps://www.instagram.com/jiriesd Website: Jiries Dawaherwww.skool.com/realestateinvesting101 Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 - Intro0:41 - 10 Ways That ADU Investors Can Kill It With DealMachine0:56 - 1: Finding ADU-able Properties1:49 - 2: Building Class2:31 - 3: Building Condition3:03 - 4: Zoning3:23 - 5: Infill Lots3:46 - 6: Double Lots5:50 - 7: Likely Owner6:41 - 8: DNC Assessment7:52 - 9: Cold Emailing8:50 - 10: Direct Mail Cheat Sheet10:20 - Outro LINKS:Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 like a pro.KEY TALKING POINTS:0:00 - Intro0:35 - Mistake 1: Not Hiring With A Test Project3:51 - Mistake 2: Outsourcing Your Hiring6:32 - Mistake 3: Not Training Your Team With The Best Material7:23 - Mistake 4: Letting A Bad Culture Fit Stick Around8:55 - Mistake 5: Not Modeling Hard Conversations11:35 - Mistake 6: Not Giving Enough Praise12:44 - Mistake 7: Not Digging For Critical Feedback14:56 - Mistake 8: Doing Your Employee’s Job15:52 - Mistake 9: Not Inspecting What You Expect17:48 - Mistake 10: Not Hiring Player Coaches18:54 - Bonus Mistake20:05 - Outro LINKS:Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 - Intro00:58 - Overview of Edmond’s Business04:00 - Breaking Down His Property With 2 ADUs08:47 - Financing for the ADUs12:42 - The Specs of the ADUs14:48 - Why One Detached and One Attached16:25 - Next Steps18:15 - Pre Real Estate21:56 - Pulling Equity Out & Using HELOCs23:56 - What Edmond Does For Fun24:28 - The Springboard Event25:15 - How to Contact Edmond25:32 - Outro LINKS:Instagram: Edmond Bondochttps://www.instagram.com/edmondfromedmonds/ Links: Edmond Bondochttps://linktr.ee/edmondfromedmondsre Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 investors achieve real freedom without burnout. KEY TALKING POINTS:0:00 - Intro0:30 - Do You Need To Build A Massive Portfolio?1:13 - A Case Study5:25 - An Example Of The Numbers Of Just 3 Rentals12:06 - The Takeaways15:33 - Outro LINKS:Instagram: Chad Carsonhttps://www.instagram.com/CoachChadCarson Website: Chad Carsonhttps://www.coachcarson.com/ Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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 step-by-step walkthrough will show you how the pros find deals others miss — and how to do it yourself inside DealMachine. KEY TALKING POINTS:0:00 - Intro0:31 - Thach’s Mindset On How To Pick Neighborhoods6:36 - Knowing What Types Of Properties To Look For11:18 - How DealMachine Helps14:07 - The Factors To Think About When Building Your List17:39 - The Three Phases Of Building A List24:51 - The Filters To Use In DealMachine To Find Deals34:52 - Finalizing And Building The List36:00 - Outro LINKS:Instagram: Thach Nguyenhttps://www.instagram.com/ThachNguyen/ Website: Springboard To Wealthhttps://learn.springboardtowealth.com/adu Instagram: David Leckohttps://www.instagram.com/dlecko Website: DealMachinehttps://www.dealmachine.com/pod Instagram: Ryan Haywoodhttps://www.instagram.com/heritage_home_investments Website: Heritage Home Investmentshttps://www.heritagehomeinvestments.com/
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