Podcasts about 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 talks candidly about inventory risk, leadership mistakes, hard conversations, and the mindset required to stay calm while managing dozens of active deals at once. KEY TALKING POINTS:0:00 - Intro0:49 - An Overview Of Dakota Bailey's Business3:06 - The Importance Of Focusing On One Strategy4:36 - The Story Of How He Got Into Business11:11 - Buying Out His Partners15:46 - Sales Tips18:33 - What His Team Looks Like Now20:17 - Personal Development23:25 - His Book & Early Struggles28:17 - The Biggest Thing He Learned Last Year31:07 - Losing Money On Deals & Stress Management36:05 - How They Find Their Deals39:51 - Data They've Been Looking For46:13 - The Dangers Of Investing48:54 - What He's Excited For & His Other Businesses53:24 - Closing Thoughts And Dakota's Social Media53:39 - Outro LINKS:Instagram: Dakota Baileyhttps://www.instagram.com/dakotabailey.in Links: Dakota Baileyhttps://linktr.ee/DakotaBailey 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/

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 outbound still drives a massive share of their revenue, this conversation is a realistic look at what it actually takes to scale without burning the business down. KEY TALKING POINTS:0:00 - Intro0:53 - Cory Miller And Ryan Weimer's Partnership6:06 - Wholesaling In Boise, ID10:10 - Building A Buyers' List12:41 - What Their Team Looks Like15:44 - How They Determine Where To Buy17:25 - Marketing To Mobile Homes On Land19:31 - Their Greatest Lesson22:38 - What They Look For In An Acquisitions Manager29:27 - The Worst Advice They've Ever Received33:21 - The Hazards Of Real Estate35:29 - What They're Most Excited About In 202638:14 - Closing Thoughts & How To Get In Touch38:41 - Outro LINKS:Instagram: Cory Millerhttps://www.instagram.com/coryoffernowid Instagram: Ryan Weimerhttps://www.instagram.com/realryanweimer Website: Offer Now Idahohttps://www.OfferNowID.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/

Today's episode is a big one.Welcome to the Lenders Playbook! Today is a big day for us. This is our 100th episode, and I honestly couldn't think of a more fitting way to mark the milestone here at the start of 2026.When I look back at why this podcast started, it was always about bringing real conversations, real operators, and real value to this industry—not hype, not noise, but people who are actually in the arena doing the work.That's why having Nema and Kevin Kim on for episode 100 feels perfect.They represent exactly what this show is about: long-term thinking, discipline, execution, and building something that lasts. Their journey, the way they operate as a law firm and the impact they've had in this space align completely with the standards we try to hold here every single episode.So if you've been with us since episode one—or if this is your first time tuning in—this conversation is a powerful one. I'm excited, grateful, and proud to bring you episode 100 with Nema Degbandan and Kevin Kim from Fortra Law.Let's get into it.

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 - Intro1:04 - An Overview Of Josh Berlin's Business2:14 - Managing Contractors With 100+ Flips5:35 - How He Got Started & Building His Portfolio11:06 - The Buyers For His Deals & Wholetailing12:35 - ARVs In Northern Alabama & The Finishes14:33 - Scaling To 100 Deals A Year16:20 - Marketing & Funding Deals18:24 - The Toughest Moment They've Had20:16 - Presenting At CG & Sketchy Situations23:33 - The Worst Advice He Ever Received25:18 - Who He's Learned A Lot From26:34 - Lessons Learned As An Entrepreneur28:09 - Can You Catch Fire As A Real Estate Investor?28:39 - Can You Die As A Real Estate Investor?29:20 - Extra Questions From Moustafa30:59 - Doing Business With Family33:11 - Where They Want To Take The Business34:40 - Feedback For DealMachine36:42 - Closing Thoughts37:01 - Outro LINKS:Instagram: North Alabama House Buyerhttps://www.instagram.com/northalabamahousebuyer Website: North Alabama House Buyerhttps://www.NorthAlabamaHouseBuyer.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/

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 - Intro0:45 - Cade Silva's Real Estate Business1:34 - Working With Investors As An Agent2:57 - The Deals He's Done This Year & Scaling7:41 - His Current Deals & The Formula He Uses11:28 - What His Day To Day Looks Like12:56 - Why He Went All In On Flipping17:21 - His Biggest Challenge So Far21:20 - More Tips From Cade23:02 - Deals Where He Lost Money & Lessons Learned27:24 - Keeping Deals As Rentals & Direct To Seller Marketing31:07 - Getting Funding32:50 - What He Wants To Learn From CG33:58 - Who He's Learned A Lot From35:54 - The Worst Advice He's Ever Gotten & Podcasts He Likes38:29 - What He Likes Other Than Real Estate39:50 - Extra Questions From Moustafa42:07 - Outro LINKS:Instagram: Cade Silvahttps://www.instagram.com/cadejsilva 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/

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 also shares how his team is structured, why integrity matters more than squeezing every deal, and what “playing the long game” in wholesaling actually looks like. KEY TALKING POINTS:0:00 - Intro1:28 - JR Reed's Business4:38 - How He Got Started In Wholesaling8:11 - His First Deal11:28 - Doing Foreclosure Deals13:44 - Working With Older Folks16:45 - How His Business Has Evolved22:27 - DealMachine Quick Tip25:34 - Why His Revenue Increased By $1M This Year27:58 - What His Team Looks Like & Books He's Reading32:04 - How To Get In Touch With JR32:31 - Closing Advice35:55 - The Data He's Looking For37:34 - Outro LINKS:Instagram: JR Reedhttps://www.instagram.com/onlyfollowjr Links: JR Reedlinktr.ee/J.R.Reed 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 of The Real Estate Investing Podcast, Ron and Dan Apke break down their biggest takeaways from the elite Land Operators Alliance Conference in Savannah, Georgia.Surrounded by high-level land investors, entitlers, subdividers, and developers, they reveal what truly separates top operators, why land flipping is the ultimate launchpad, how experts dominate specific niches, where the real profits are made, and how these entrepreneurs build businesses that run without them. Whether you're flipping your first parcel or scaling into major subdivisions, this episode gives you an inside look into the most powerful room in land investing and the strategies that can move your business forward fast.What You Will Learn- Why land flipping is the best starting point- The most profitable niches in today's land market- Traits top land investors share- Why building homes isn't where the real money is- How high-level operators structure teams and systems================================ 

In this episode of The Real Estate Investing Podcast, Ron sits down with land investor Brandon Mulhall, who went from 10 mailers with zero deals to building real momentum in his land business, all while juggling a newborn and a full-time job.Brandon shares how he discovered land investing, the mistakes he made early on, and the strategies that helped him close multiple deals and scale his marketing. His story is a powerful reminder that consistency beats everything in this business. If you're looking for motivation and a real roadmap to making land investing work, this episode is a must-watch.What You'll Learn:- How Brandon discovered land investing and stuck with it- Why his first 10 mailers produced no deals — and what he changed- The story behind his early flips and the challenges he faced- How he scaled his marketing and deal flow- His goals and strategy heading into 2026================================

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/

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 when a life-changing deal lands in your lap. KEY TALKING POINTS:0:00 - Intro0:19 - Breaking Down Ryan's $576K Deal4:34 - Ryan And Clint's Business Relationship7:58 - Setting Up The Contracts For Portfolio Deals9:01 - The Formula They Use To Calculate Their Offers11:56 - Working With The Seller's Power Of Attorney15:30 - Other Hiccups They Ran Into20:48 - Working With The Buyers For The Deals30:53 - What The New Owner's Going To Do With The Properties33:24 - Their Big Lessons From This Deal38:27 - 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 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 Renovation3:14 - Why You Need To Have Boots On The Ground In Your Flips5:04 - Knowing What A Win Actually Looks Like9:08 - Control What You Can Control15:11 - Outro LINKS:Instagram: Offerpadhttps://www.instagram.com/offerpad Facebook: Offerpadhttps://www.offerpad.com/renovate 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/

Welcome back to The Lenders Playbook, Episode #93! I'm your host, Matt Rosen and today's episode is one every lender needs to hear.We're joined by Melissa Martorella, Partner at Fortra Law, one of the most respected legal firms in private lending. Melissa shares how she built a powerhouse team serving lenders nationwide, the biggest legal mistakes to avoid, and what it takes to stay protected in a changing market.Grab your notebook this one's packed with game-changing insights for lenders, brokers, and investors.This episode is brought to you by Temple View Capital, your trusted nationwide private lender offering fast approvals, flexible loan programs, and a common-sense approach to funding.Meet them live at the American Lending Conference, March 10–11 at Green Valley Ranch in Las Vegas. Visit https://www.americanlendingconference.com/ to register.Now, let's jump in with Melissa Martorella from Fortra Law.

What does it take to overcome childhood adversity, thrive in the Marines, and then build a career in real estate that creates opportunities for generations?In this episode of The Profitable Cleaner, Michael Gabriel shares his powerful story — from foster care and adoption, to serving as a Marine, to becoming a real estate professional with a mission bigger than himself.Michael opens up about the challenges that shaped him, the lessons from military discipline, and how faith and family guide his approach to business. He also shares how real estate can be more than transactions — it can be a vehicle for purpose, legacy, and generational wealth.

In this episode, Nico takes you inside the ugliest closing he's faced yet — a 13-unit deal in Lakeland, Florida that nearly fell apart multiple times. What looked simple on paper turned into a brutal capital raise, endless back-and-forth with lenders and title companies, and a closing process that stretched out over a week of chaos. You'll hear the unfiltered truth about raising $220K that felt like pulling teeth, what it's like when your team can't deliver, and how even experienced operators get blindsided. This isn't the glossy “We Closed!” story you see on Instagram — this is the grind of real multifamily investing. If you've ever wondered what it actually takes to survive in this business, this episode is your reality check.

Cold calling doesn't have to feel like a grind. In this episode, we break down the real basics that separate pros from beginners — from managing your energy, to asking the right questions, to building genuine connections that lead to deals. If you've struggled with cold calls or just want to sharpen your skills, this is the foundation you need. KEY TALKING POINTS:0:00 - The Absolute Basics To Cold Calling1:02 - The First Tip2:56 - The Second Tip4:17 - The Third Tip7:44 - Never Address A Lead By Name On First Contact11:03 - The Importance Of A Script & Good Note-Taking15:06 - Outro LINKS:Instagram: Nicholas Nickhttps://www.instagram.com/nicholasnicksays/ Website: Lead Mining Proshttps://leadminingpros.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/

In Episode 109 of Drunk Real Estate, Ashley Wilson (Kyle Wilson's wife) and Danille McElroy join the crew! They dive into the shifting landscape of real estate and the broader economy in 2025. From cooling inflation to potential Fed rate cuts, and from a surging stock market to struggles in commercial real estate, this episode unpacks where investors should keep their eyes right now. We cover: Latest CPI report and what slowing inflation really means The Fed's upcoming decisions on interest rates and market expectations How Wall Street optimism contrasts with real estate investor caution The ongoing challenges in commercial real estate and lending Regional differences in housing markets across the U.S. Whether 2025 is shaping up to be a year of opportunity or more risk With drinks in hand

Jay Mora joins David Lecko to reveal the sales and negotiation tactics that sellers never see coming. From breaking through classic stall excuses to using permission-based questions that drop walls instantly, Jay shares the exact frameworks he uses to turn tough conversations into signed deals. He also breaks down why most scripts fail, how to open cold calls with the “sticky note” intro, and the counterintuitive way to win trust in minutes. KEY TALKING POINTS:0:00 - Intro0:12 - Jay Mora's Response To Stalling Tactics3:11 - How He Got Started In Real Estate8:31 - The Type Of Real Estate He Does Now11:22 - His Current Numbers & His Marketing Strategy16:22 - His Approach To JV Deals & His Business Structure22:08 - What Drives Jay To Achieve More24:21 - Sales Tips From Jay32:10 - How To Get In Touch With Jay & Closing Thoughts33:47 - Outro LINKS:Instagram: Jay Morahttps://www.instagram.com/thejaymora1/ Website: Jay Morahttps://www.thejaymora.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 wholesalers settle for small checks — but they don't have to. In this episode, John Barbera reveals the negotiation strategy and mindset shift that helped him double his assignment fees and transform his business. By focusing on seller needs instead of formulas, he unlocked six-figure deals and built the foundation that made him a millionaire investor. KEY TALKING POINTS:0:00 - Intro0:31 - Jon Barbera's First Deal2:35 - How He Got Into Pre-Foreclosures6:24 - His Journey To $1 Million10:08 - Increasing Your Assignment Fees14:02 - How Your Negotiation Strategy Affects Your Assignment Fee19:20 - The Contract To Close Timeline22:37 - Getting In Touch With Heirs26:40 - Buying Partial Interest28:38 - Tactics For Delaying A Foreclosure33:53 - How To Get In Touch With Jon & Closing Thoughts35:15 - Outro LINKS:Instagram: Jon Barberahttps://www.instagram.com/jonbarbera Website: Jon Barberahttps://prymeacademy.mykajabi.com/jonbarbera 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/

The Fed may be gearing up for four interest rate cuts in 2025—but what does that mean for commercial real estate? In this week's Drunk Real Estate, the guys break down the latest interest rate outlook, explore how rate cuts have historically affected CRE, and debate whether lower rates will actually solve the sector's biggest problems. We'll cover: Why 4 cuts this year could shake investor confidence How rate cuts impact property values, financing, and cap rates The risks of moving too quickly with monetary policy Practical takeaways for commercial real estate investors in 2025 Whether you're an active CRE investor, a passive LP, or just watching the market, this episode will give you the insights you need to navigate what could be a historic shift in real estate.

Chris Eymann is doing 50–70 wholesale deals every month—without spending a dime on marketing. In this episode, he breaks down exactly how he does it, why he shifted to focusing purely on dispositions, and how he bounced back after losing $6.3 million in 2008. You'll also hear how he's launching a hard money fund designed to scale with investors and unlock new financing opportunities. KEY TALKING POINTS:0:00 - Intro0:16 - An Overview of Chris Eymann's Business1:15 - The Marketing Strategy He Recommends After Trying Different Approaches3:56 - How He Structures His Deals6:01 - The Phoenix Market8:28 - How He Sells His Deals9:53 - His First Real Estate Deal14:34 - Working With Foreclosure Deals In The Early Days16:52 - Lessons He's Learned From How To Sell Properties19:52 - Building His Buyers List21:32 - Roadblocks He Had In His Business24:31 - What's Next For Chris Eymann29:45 - How To Get Ahold Of Chris For Hard Money Lending30:51 - What He's Hoping To Get From CG32:05 - Outro LINKS:Instagram: Chris Eymannhttps://www.instagram.com/Chris_Eymann/ Website: Chris Eymannhttps://www.sellwholesalehouses.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/