The DealMachine Real Estate Investing Podcast

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 Estate2:12 - The $30,000 Fence Story6:00 - Why Fences Matter to Wholesalers7:38 - Getting Started with Foreclosures8:58 - Why Flipping Is Hard Now10:35 - Targeting Reasonable Sellers16:06 - First Wholesale Deals20:39 - Evolving Marketing Strategies23:52 - Building a Lean Team with AI26:30 - Lessons from Billionaires: Business Is People29:59 - Betrayal & Hell on Earth Story31:16 - Comps vs. Market Trends34:43 - Favorite Exit Strategies & Wholetailing37:46 - Where to Connect & Substack39:03 - Advice: Play the Long Game41:03 - Outro LINKS:Instagram: Frank Iglesiashttps://www.instagram.com/frank.iglesias/ Website: REI Coaching With Frankhttps://www.reicoachingwithfrank.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/

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 Your Territory1:27 - Building Your Power Team3:08 - Why Cold Calling Wins5:12 - Find Your Buyer First6:28 - Three Types of Buyers8:10 - Targeting Motivated Sellers10:55 - Four Things to Get on Calls12:01 - Selling the Deal13:35 - Qualifying Your Buyers14:59 - Outro LINKS:Instagram: Chris Loganhttps://www.instagram.com/chrisloganrei/ Website: Virtual Wholesaling Made Simplehttps://www.virtualwholesalingmadesimple.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/

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 Bank1:49 - Early Rentals & Mobile Home Parks3:36 - Four Deals in Lancaster6:42 - Contract for Deed Explained10:47 - Marketing Owner Financing13:39 - Finding Deals with AI & Mail15:55 - Financing with an Equity Line17:35 - How Jack Got Started20:56 - Backing Out & First Real Deal23:47 - Foreclosure & State Differences25:59 - Advice for Beginners28:13 - 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/

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 - Intro1:30 - How AJ & Charlie Started4:53 - Their First Flip5:56 - Funding the Deal8:52 - Escrow Holdback Explained14:11 - Finding the Deal & Motivation18:21 - Building Trust With Sellers21:24 - Building a Buyers List25:07 - Speed & Title Work27:16 - Scariest Moments & Money Lessons32:42 - Advice for New Wholesalers37:13 - Wrap-Up & Where to Find Them37:55 - Outro LINKS:Instagram: AJ Fattorihttps://www.instagram.com/ajfattori/ Instagram: Charlie Pyleshttps://www.instagram.com/charliee.pyles/ 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/

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 Wraps1:46 - How Starter Wraps Work3:37 - The Power of Financial Arbitrage5:46 - A Deal In Marion, Indiana8:26 - Financing These Deals11:33 - The BRRRR Jacket Strategy13:28 - Best Markets & Serving Buyers14:33 - Final Goal & Wrap-Up15:13 - Outro LINKS:Instagram: Philip Loudenhttps://www.instagram.com/phil_louden Website: Seller Finance Freedom Academyhttps://www.skool.com/sellerfinancefree/about 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/