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  • Cheap Leads Cost You More Than Expensive Ones (Here's Why) | Caleb Luketic

    Cheap Leads Cost You More Than Expensive Ones (Here's Why) | Caleb Luketic
    2026/07/16
    Caleb Luketic has spent the last decade obsessed with one question: where do deals actually come from? He runs Favor Home Solutions, an active investing operation out of Nashville, alongside Steel Marketing, the agency he built specifically for investors. Since 2017 he has managed over $20 million in ad spend across Google and Facebook, and in 2025 his team closed 154 contracts using nothing but SEO, PPC, and Facebook ads. No cold calling. No direct mail. No door knocking. In this conversation with Jason Seward, Caleb breaks down the inbound playbook he runs in his own business every day, from the $800 first assignment fee that hooked him on organic SEO to the branding moves that have won him deals at prices $20,000 below the highest bid. He gets blunt about ad budget minimums, explains why your cost per lead is the wrong number to obsess over, and shares the one star review that turned into his best lead source. If lead flow is the bottleneck in your business, this is the field report. What You'll Learn in This Episode Why real estate investors are actually in the marketing business and what changes once that clicksHow to build trust and authority so motivated sellers call you before they call anyone elseWhat the minimum viable ad budget really is on Facebook and Google, and why going below it wastes your moneyWhy your cost per lead is irrelevant and cost per contract is the only number that mattersHow to respond to a bad review in a way that actually wins you future dealsWhat to put in your Facebook ads and why AI generated video repels the motivated seller avatar Timeline Highlights [0:10] – Jason opens the show and frames it as field reports from people doing deals right now [1:03] – Caleb's background: $20 million in ad spend since 2017 and 154 contracts closed in 2025 [2:25] – How Caleb and Jim Ingersoll connected roughly a decade ago through the dealmaker community [4:31] – The mindset shift that started it all: investors are not in real estate, they are in marketing [5:56] – An $800 first assignment fee, then $15,000 the next year, all from organic SEO [6:45] – A plain English explanation of what search engine optimization actually is [8:24] – How AI search changed the game and what AEO, or AI engine optimization, means for investors [12:03] – How Caleb accidentally built a marketing agency without knowing what an agency was [16:14] – The one thing to take from the whole episode: branding matters more than the tactics [17:09] – Why a motivated seller in crisis wants empathy from a human, not a logic bot [18:56] – The three branding moves: Google Business Profile, real reviews, and testimonial videos [21:41] – Winning deals at $5,000 to $20,000 below the highest bid because sellers trusted the brand [25:26] – The mold house bad review, and the response that later won a better deal nine months on [31:50] – The hard minimums: $3,000 a month on Facebook, $5,000 a month on Google ads [34:42] – Why cost per lead is a vanity metric and cost per contract is what you should track [38:33] – The "your house is killing you" AI ad, and why AI video kills the 55 and older avatar [41:54] – June's numbers: 80 leads and seven contracts at $175 a lead [45:25] – Why leads are only half the equation and follow up systems close the gap Resources Mentioned Caleb Luketic — the guest's site, covering agency services, newsletter, and one on one coaching — https://calebluketic.comThe Operators Brief — Caleb's free newsletter on marketing, sales, and systems, sent Tuesdays and Thursdays — https://calebluketic.comSteel Marketing — Caleb's SEO, PPC, and paid ads agency for investors and service businesses — https://steelmarketing.orgFavor Home Solutions — Caleb's Tennessee based cash home buying operation — https://favorhomesolutions.com608B Capital — episode sponsor, a hard money lender for fix and flip, BRRRR, and value add deals, plus a debt fund for accredited investors — https://608bcapital.comElite Dealmakers Discount Program — episode sponsor, nationwide discounts at Lowe's, Sherwin Williams, and more for community members — https://elitedealmakers.com/discountDeal Maker Academy — the national community referenced in the closing CTA — https://elitedealmakers.comGo High Level — the CRM Caleb uses and recommends for lead follow up — https://www.gohighlevel.com Connect and Subscribe If this episode made you rethink the money you are pouring into cost per lead, go do the three branding moves Caleb laid out before you touch another ad campaign. Share this one with the partner or acquisitions person who keeps asking why the leads are not converting, and go find Caleb on his site or through The Operators Brief if you want to go deeper. Subscribe, leave a review, and pass it along to someone who is serious about leveling up. Dealmaker Catalyst is rooted in the culture built by Jim Ingersoll and the nationwide Dealmaker community.
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    52 分
  • Buying Real Estate Overseas Without Getting Burned | Michael Cobb

    Buying Real Estate Overseas Without Getting Burned | Michael Cobb
    2026/07/09
    Most people who've ever taken a vacation somewhere beautiful have had the thought: what would it take to own a piece of this? On this episode, Jason Seward sits down with Michael K. Cobb, founder and CEO of ECI Development and one of the most recognized names in international real estate, to answer exactly that. Since 1996, Michael has built residential communities across Belize, Nicaragua, Panama, Costa Rica, Honduras, and El Salvador, and he literally wrote the book on buying property abroad. This conversation is a field guide to doing it without getting burned. Michael breaks down why he built his entire career "outside the competition," how "margarita madness" leads well-meaning buyers into contracts they regret, and the three simple principles that keep you safe when you leave the bubble of North American consumer protection. From the difference between a heart decision and a head decision, to the "time machine" framework for choosing a country, to what international financing actually looks like, this is a grounded, story-rich playbook from someone who's done it for nearly thirty years. What You'll Learn in This Episode Why the biggest opportunities live "outside the competition," and how Michael built a mortgage business and development company where no market existedWhat "margarita madness" is and why relaxed, wined-and-dined buyers keep signing contracts they later regretHow the three principles — buy what you see, own the community, know the developer — protect you in a buyer-beware environmentWhy buying overseas is a head decision when it's an investment and a heart decision when it's lifestyle, and how to tell which one you're makingHow the "time machine" concept helps you choose a country based on whether you want cash flow now or appreciation over timeWhat international financing really looks like, including higher down payments, higher rates, and shorter terms than in the US Timeline Highlights [0:10] – Jason introduces the show and the Dealmaker Catalyst community rooted in Jim Ingersoll's culture [1:04] – Michael K. Cobb introduced: founder of ECI Development and international real estate pioneer since 1996 [3:10] – The guiding quote: "There is no competition outside; the masses strive to be outside the competition" [5:18] – Creating the game: building a mortgage business where no bank would finance foreign buyers [7:16] – The opportunity most people missed, and how inspecting collateral revealed a development opening [8:26] – Mismatched door handles and single outlets: the "off" product that sparked North American–standard building [9:49] – Where most international buyers get burned, and why it's the process, not the product [10:55] – "Margarita madness" explained: how great vacations turn into regretted contracts [12:21] – Jason's own near-miss buying a condo in the Bahamas after being wined and dined [14:10] – The three principles introduced: buy what you see, own the community, know the developer [15:11] – "Buy what you see, pay for what you see," and structuring payments as things get delivered [15:55] – Own the community: avoiding ghost towns and asking whether renters will actually have a good time [17:34] – Know the developer: why there's no government agency or lemon law to back you up [18:46] – Leaving the land of consumer protection: freedom and personal responsibility overseas [20:50] – Exceptions to the rules, getting your own attorney, and refundable-deposit milestone structures [23:15] – Boiling it all down to one word: humility, plus going slow and stretching the process out [24:26] – Legitimate investment opportunities abroad and how to mitigate risk with critical analysis [26:45] – The "time machine" framework: choosing a country by cash flow versus appreciation [28:27] – Why brands like Marriott and Hilton put "heads on beds" and drive rental performance [29:24] – The rule of thumb on developer pro formas and the question "How many are you keeping?" [31:11] – The HGTV question: how international buyers actually finance these purchases [32:18] – International financing framework: higher down payments, 11–18% rates, 10–20 year terms [34:23] – Why financing suits lifestyle buyers but rarely makes sense for pure investors [36:19] – A smart strategy for scouting property while on a family vacation without ruining the trip [37:21] – Why serious investors should visit in the worst season to see roads and conditions honestly [39:47] – The truth about overseas yields and why diversification, not higher cash flow, is the real reason [41:10] – Putting a price on the intangible: Jason's mom's question about sitting on the deck by the ocean [42:24] – Why Michael wrote the book: heartbreak, 300+ articles, and helping people avoid getting ripped off [44:27] – Where to find the book and Michael's consulting through Development Advisors [44:51] – The Amazon review offer: a personalized hardcover and a Belize ...
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    47 分
  • How to Lend Money on Real Estate Deals You Don't Actually Have | Chuck Glover

    How to Lend Money on Real Estate Deals You Don't Actually Have | Chuck Glover
    2026/07/02

    Chuck Glover didn't start building wealth until he was 70 years old. Six and a half years later, with no prior background in real estate or investing, he's a private money lender, author of The $5,000 Millionaire, and the architect of a "massive achievement" philosophy that has funded mission trips across the globe. In this episode of Dealmaker Catalyst, host Jason Seward sits down with Chuck to pull apart the exact mechanics of wrap lending, one of the most misunderstood ways to build wealth using other people's money.

    This is a whiteboard session, not a hype reel. Chuck walks through how he combines a small amount of his own cash with a passive investor's capital to fund a single loan, how the numbers turn a $20,000 stake into a 35 to 40% return, and why none of it works without the education and relationships behind it. If you've ever heard the term "wrap lending" and nodded along without really knowing what it means, this is the conversation that finally makes it click.

    What You'll Learn in This Episode

    • What wrap lending actually is and how it differs from traditional owner financing
    • How Chuck pairs his own capital with a passive "underlying lender" to fund one loan
    • Why an underlying lender happily earns 9% while the wrap lender keeps the spread and the points
    • How the math turns a $20,000 position into roughly a 35 to 40% annual return
    • Why first lien position and full transparency protect everyone at the table
    • How to shorten the learning curve through mentors, meetups, and relentless follow up

    Timeline Highlights

    [1:03] – Jason introduces Chuck Glover, private money lender and author of The $5,000 Millionaire

    [3:23] – The March Richmond event that brought a 300 person room to tears

    [4:06] – "It was time to stop quitting" and why this episode zeroes in on wrap lending

    [5:12] – Wrap lending explained at its most basic form, and the two types that exist

    [6:23] – Chuck's model: never telling a borrower "sorry, I can't help you"

    [7:26] – Where the term "wrap" comes from, with a $20K and $180K example

    [7:59] – Paying the underlying lender 9% while lending to the borrower at 13%

    [9:03] – Why passive investors earn 9% and the wrap lender earns the delta

    [10:41] – First lien position, second lien position, and total transparency

    [12:52] – Why you cannot jump into this blindly without education

    [13:40] – Learning from Dorsey Ford and thousands of hours at real estate meetups

    [19:13] – Vetting a deal, walking the property, and keeping agreements to a page and a half

    [24:25] – The full math: two points plus the spread equals a 35 to 40% return on $20K

    [26:46] – Compounding the model by recycling loans and running up to 30 at once

    [34:44] – Starting at 70 with zero investing background, now 77 and traveling the world

    [36:25] – The mindset piece: killing "excuse-itis" and never holding a thought that weakens you

    [39:09] – Where to find Chuck's book and his live wrap lending class on July 14th

    Resources Mentioned

    • The $5,000 Millionaire by Chuck Glover — his book on building wealth from a small starting stake: https://massiveachievement.net/merch
    • Massive Achievement — Chuck's book, merch, and his live wrap lending Zoom class (next session July 14th): https://massiveachievement.net
    • Chair the Love (CHAIR) — the nonprofit Chuck travels with to distribute free wheelchairs worldwide: https://chairthelove.org
    • 608B Capital Funding (episode sponsor) — fix and flip, BRRRR, and value add loans plus a debt fund for accredited investors: https://608bcapital.com/
    • Dealmaker Discount — nationwide discounts at Lowe's, Sherwin-Williams, and more for community members: https://elitedealmakers.com/discount

    Connect and Subscribe

    If Chuck's story lit a fire under you, don't let it fade at the end of the episode. Grab his book, look into the July class, and start showing up to the rooms where deals and relationships get made. Subscribe to Dealmaker Catalyst, leave a review, and share this one with someone who thinks it's too late to start.

    Dealmaker Catalyst is rooted in the culture built by Jim Ingersoll and the nationwide Dealmaker community.
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    45 分
  • The Financial Framework That Tells You Where All the Money Went | David Richter

    The Financial Framework That Tells You Where All the Money Went | David Richter
    2026/06/25

    David Richter is the author of Profit First for Real Estate Investing, founder of Simple CFO Solutions, and one of the most recognized voices in real estate financial management. After working inside a company doing 25 deals a month and watching the money disappear anyway, he spent years helping real estate investors stop the bleeding and build actual financial systems that put cash in their pockets.

    In this episode, David breaks down why so many investors are skilled at doing deals but still end up broke, and walks through the core Profit First framework including the "golden trio" of bank accounts every investor should set up. If you're a wholesaler, flipper, landlord, or buy-and-hold investor who wants to stop living deal to deal and start keeping what you earn, this one is worth your full attention.

    What You'll Learn in This Episode

    • Why making more deals doesn't solve the cash flow problem and what actually changes your financial situation
    • How the wealth formula (sales minus profit equals expenses) works and why most investors have it completely backwards
    • What the "golden trio" bank accounts are and how to set them up even if you're just doing real estate on the side
    • Why paying yourself feels wrong to so many investors and how to reframe it as a business discipline, not a reward
    • How Simple CFO's three-part financial foundation (Profit First implementation, bookkeeping systems, and a financial dashboard) works in practice
    • What trips most investors up when they try to implement Profit First and how to avoid those common mistakes

    Timeline Highlights

    [1:03] – Host introduces David Richter, author of Profit First for Real Estate Investing and founder of Simple CFO

    [2:26] – David traces his origin story: from college real estate dreams to sitting in the finance seat at a 25-deal-a-month company

    [3:22] – The hard truth: doing 25 deals a month but spending more than they made, and realizing it wasn't just them

    [4:00] – Working with investor Rich Lennon, helping him get clarity on numbers, and watching that single shift change everything

    [5:43] – A mentor recommends the original Profit First book; David reads it in one evening and incorporates it into Simple CFO from day one

    [7:35] – Why most real estate investors stay broke even when they're good at deals: they never learned the game of money

    [9:11] – The core reframe: it's not the number of deals you do, it's what you do with the money once it hits your account

    [14:20] – The wealth formula explained: sales minus profit equals expenses, and why most investors have the formula backwards

    [16:08] – The Profit First system in plain terms: the envelope method applied to business bank accounts

    [17:47] – The golden trio of accounts: profit, owner's comp, and owner's tax, and what each one is actually for

    [21:08] – Why investors feel guilty about paying themselves and why that guilt is costing them good decisions

    [22:30] – A real investor success story: one account, one dollar amount per deal, six months of reserves built in a year

    [30:05] – How Simple CFO works: three pillars (Profit First, bookkeeping, and a financial dashboard) and two program levels based on revenue

    [33:48] – A breakdown of the book's chapter structure and the workbooks available for specific exit strategies (wholesale, fix and flip, rentals)

    [36:37] – Where to get the book, workbooks, and audible version with additional implementation content

    Resources Mentioned

    • Profit First for Real Estate Investing by David Richter: https://simplecfo.com/pfrei-book
    • Simple CFO Solutions workbooks (wholesale, fix and flip, rentals) — https://www.simplecfo.com/workbooks
    • Dealmaker Discount — nationwide discounts at Lowe's, Sherwin-Williams, and more for community members: https://elitedealmakers.com/discount
    • 608B Capital Funding (episode sponsor): https://608bcapital.com/

    Connect and Subscribe

    If this conversation hit home, share it with the investor in your network who's doing deals but still can't figure out where the money goes. David lays out exactly what to do first, and it starts with opening one account this week. Subscribe to Dealmaker Catalyst, leave a review, and keep showing up for conversations like this one.

    Dealmaker Catalyst is rooted in the culture built by Jim Ingersoll and the nationwide Dealmaker community.
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    38 分
  • Attention Became the Most Valuable Asset in Real Estate | Jon Schoeller

    Attention Became the Most Valuable Asset in Real Estate | Jon Schoeller
    2026/06/18
    Jon Schoeller has spent 20 years building businesses, flipping over 400 real estate deals, and lending on more than 100 — but the move that changed everything was pointing a camera at what he was already doing. Starting from scratch documenting his house flips in Charleston, West Virginia, he grew to over 1 million YouTube subscribers and 2 million followers across all platforms, generating between 30 and 100 million views a month alongside a thriving flipping and lending operation. This episode is a tactical field guide for real estate investors who know they should be on social media but don't know where to start, keep starting and stopping, or are chasing the wrong metrics. Jon breaks down exactly how content creation fueled his deal flow and private money pipeline without a single direct pitch, why consistency beats quality every time, and what the first three months of building a channel should actually look like. If you've been waiting for permission to just hit record, this is it. What You'll Learn in This Episode How Jon used before-and-after flip videos to attract private lenders and deal flow without ever soliciting investors directly.Why the number of followers matters far less than who those followers are, and how 100 local views can outperform 100,000 international ones for a real estate business.What the first three months of a content strategy should focus on, and why proving consistency to yourself is the only goal that matters in that window.How to structure a short-form video hook in the first ten seconds to stop the scroll and build an audience that actually trusts you.Why going viral on your first post can actually be a bad thing, and how setting an unrealistic baseline early on leads most creators to quit.What gear you actually need to start, and why your phone, a sub-$100 DJI mic, and a window are enough to produce credible content from day one. Timeline Highlights [1:03] – Jon's background: 300+ house flips locally, 100+ lending deals, and building a channel to 1M+ subscribers by documenting the journey [3:36] – How Jon went from flipping furniture and motorcycles to real estate, and why his YouTube channel started as a real estate and finance channel [9:22] – How the algorithm forced Jon into a lane and why before-and-after flip videos became his most viral content category [11:33] – Why Jon believes attention is the number one asset in the world right now, and what that means for every real estate investor with a business to grow [13:12] – The local audience principle: why 100 targeted views in your market beats 100,000 views from people who will never do a deal with you [17:06] – The danger of letting one viral post hijack your niche, and how to think about algorithm signals without getting sidetracked [18:04] – Why Jon hopes you don't go viral in your first month, and how early wins set an unsustainable bar [22:04] – The husband-and-wife channel comparison: Jon posted every week for over a year before making a dollar; his wife monetized in three months [24:17] – The three-month commitment framework: why the first ninety days are about proving consistency to yourself, not growing an audience [29:03] – What Jon's extreme accountability wiring looks like in practice, and how he showed up to record this episode through a migraine [34:17] – Three things to do this week: switch your phone to 4K vertical, start documenting what you're doing, and move your best five seconds to the front of the video [37:13] – The hook formula: why how you open the first ten seconds determines whether anyone watches the rest [40:13] – When to hire help, when not to, and why bootstrapping content creation for the first three months protects you from a costly mistake [44:37] – Why people are overthinking production quality and what authenticity actually looks like in today's content landscape [47:15] – Why ideas are not what's rare — implementation is, and how that reframe applies to both content creation and business [52:13] – The last-minute podcast cancellation story and what it reveals about how someone will run their business Rapid Fire Highlights Dangerous early belief: Content had to be perfect.What he had to give up to win on social media: Perfectionism.What he wouldn't do again: Worry about the views.Most recent business mistake: Sent construction draw funds too early before they were due, got over-leveraged with a bad communicator as a borrower. Going forward: no premature draws. Resources Mentioned The Frugal Investor on Instagram — https://www.instagram.com/thefrugalinvestor/?hl=enDealmaker Discount — nationwide discounts at Lowe's, Sherwin-Williams, and more for community members: https://elitedealmakers.com/discount608B Capital Funding — fix-and-flip, BRRRR, and value-add lending plus a debt fund for accredited investors: https://608bcapital.com Connect and Subscribe Jon dropped a master class in this one, from the attention economy to ...
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    59 分
  • The 10 Ways Real Estate Actually Makes You Money | David Greene

    The 10 Ways Real Estate Actually Makes You Money | David Greene
    2026/06/11
    David Greene is a former Bay Area police officer turned nationally recognized real estate authority — bestselling author of Long Distance Real Estate Investing, Buy, Rehab, Rent, Refinance, Repeat, Pillars of Wealth, Better Than Cash Flow, and The Top Producer Trilogy — whose work on the BiggerPockets podcast helped build the investing foundation of an entire generation of operators, including host Jason Seward. He owns Coast to Coast Real Estate, Coast to Coast Getaways, and The One Brokerage, and invests personally in long-term rentals, short-term rentals, and flips across the country. In this episode, David walks through all ten ways real estate generates wealth, pulled directly from his newest book Better Than Cash Flow. He breaks down cash flow, equity, loan paydown, tax strategy, and what he calls the "bonus method" — the often-missed income stream hiding inside real estate expertise itself. If you've ever looked at a deal through just one lens and walked away thinking it didn't work, this episode reframes how you look at every property you'll ever consider. What You'll Learn in This Episode How real estate investors have been trained to analyze deals too narrowly — and why the single-metric approach is costing them opportunities in today's marketWhat "forced cash flow" and "forced equity" actually mean, and how to manufacture wealth from properties others walk pastWhy market appreciation cash flow should influence where you deploy capital long before you look at a spreadsheetHow to use macroeconomic signals like quantitative easing to time your real estate moves more intelligentlyWhat the "bonus method" is and why working inside real estate while you invest in it is a wealth multiplier most people ignoreWhy knowing your defense in both jiu-jitsu and real estate is what actually frees you up to go on offense Timeline Highlights [0:16] – Jason introduces David Greene: author, broker, investor, and the voice behind much of his early investing foundation [1:52] – Jason publicly credits David's BiggerPockets work for helping him build a BRRRR portfolio of 100+ properties [3:32] – David shares his first impressions of Virginia and the blue-collar work ethic he found there [4:04] – David explains why the simple cash-on-cash return model no longer works in a competitive market [6:48] – The three groups broken down: cash flow, equity, and miscellaneous — and why stacking them is the real strategy [7:29] – Natural cash flow explained, and why analyzing only year-one rent is a fundamentally flawed approach [9:01] – Forced cash flow: ADUs, unit splits, usage changes, and how apartment operators have been doing this for years [10:41] – Market appreciation cash flow: how to identify constricted supply and rising wages to predict where rents will grow [13:35] – Natural equity, buying equity, and forced equity: what each one means and how to stack them inside a single deal [19:24] – How to combine all ten methods together — and why knowing all of them is what removes fear and analysis paralysis [23:55] – A practical MLS hack: how misreported square footage creates hidden buying equity opportunities most investors miss entirely [30:34] – David's case for apprenticeships over YouTube courses — why working for free beats "what I deserve" every time [33:05] – The Chris Lloyd story: what a producer's mindset looks like in practice and why it's the foundation of every real relationship in business [36:46] – David connects the ten ways, the 32 principles, and the bigger life philosophy underneath all of it Resources Mentioned 608B Capital Funding (episode sponsor) — fix and flip, BRRRR, and value-add lending, plus a passive debt fund for accredited investors — 608bcapital.comBetter Than Cash Flow by David Greene — available on AmazonThe 32 Principles by Rener Gracie — recommended by David for business and life applicationEverything Is Figureoutable by Marie Forleo — referenced for building confidence through reps and experienceThe David Greene Show — under the Real Talk Real Estate NetworkCoast to Coast Real Estate — coasttocoastrealestate.comCoast to Coast Getaways — short-term rental property managementDealmaker Catalyst Community — EliteDealmakers.com Connect and Subscribe If this conversation gave you a new way to look at your next deal, share it with another investor in your network who's been stuck analyzing from just one angle. Subscribe to Dealmaker Catalyst on your favorite platform, leave a review to help us grow, and stay plugged into the operators who are doing this at a high level every day. Dealmaker Catalyst is rooted in the culture built by Jim Ingersoll and the nationwide Dealmaker community.
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    40 分
  • What the Best Real Estate Investors All Have in Common | Jim Ingersoll

    What the Best Real Estate Investors All Have in Common | Jim Ingersoll
    2026/06/04
    Ten episodes in and Dealmaker Catalyst is already stacking up a guest list that reads like a masterclass series — from new construction and note buying to buy box clarity, creative deal structures, and the mindset behind building real wealth. In this episode, host Jason Seward sits down with Jim Ingersoll to look back at the first ten shows, highlight the moments that hit hardest, and give listeners a behind-the-scenes look at where the show is headed. If you've missed any episodes or want a fast-track guide to the best ones to start with, this is your roadmap. What You'll Learn in This Episode Why Brandon Lindsey's new construction episode might be the most detailed A-to-Z breakdown of the development process ever recorded on a real estate podcastHow Michael Zuber built a crystal-clear buy box and why his ten rules for consistent, compounding investing are some of the most actionable content the show has producedWhat makes Wendy Coles' story one of the most-shared episodes in the Dealmaker community, and why her journey from homeless single mom to investor and speaker resonates with so many peopleHow Major Hiller used creative deal-making — including trading a property for a clam boat — to build a real estate business starting with $1,500 and a copy of Deals on WheelsWhy Ali Murphy's challenge to prove your "why" with your actual calendar and actions has become one of the most talked-about sessions in Dealmaker historyHow reviews and shares on Apple Podcasts directly fuel the algorithm and compound the reach of every episode Timeline Highlights [1:02] – Jim and Jason reflect on the first ten episodes and what made the show materialize exactly as they envisioned [2:10] – The Brandon Lindsey new construction episode: why Jim half-jokingly said they could package it up and sell it as a course [4:48] – Michael Zuber's episode breakdown: his crystal-clear buy box, ten rules for investing, and why Brian Burnett in Jackson, Mississippi called it out specifically [7:07] – Why podcast reviews matter more than most people realize, and how the compounding effect of five-star ratings fuels the algorithm and expands reach [9:29] – Wendy Coles: from homeless in Buffalo to investor and public speaker, and why her episode on this show and Jim's Burning the Ships podcast both went wide [12:52] – David Greene's appearance at Dealmaker Hampton Roads and the ten ways to make money right now that he walked listeners through [13:44] – Tony Marino from Huntsville: leading with faith and family, and why the most memorable part of his episode had nothing to do with real estate [14:06] – Ali Murphy's episode and her challenge to prove your why with your actions, not just your words [16:57] – Eddie Speed: scratching the surface of note investing and why listeners were encouraged to go deeper with Eddie and his team directly [19:53] – Major Hiller's story: moving back home with $1,500, reading Deals on Wheels, and trading a clam boat to close a deal four years in the making [21:50] – Dave Volpe and the origins of Dealmaker, starting with an "Invest Freedom Without Banks" weekend that laid the foundation for the entire community [24:36] – Tom Olson: vertical integration, knowing your numbers, and what real leadership looks like when you're running multiple companies simultaneously [29:26] – Looking ahead: what topics listeners want more of, upcoming guests, and why Jim and Jason want to cover the messy syndication stories alongside the wins [33:27] – How to get on Jim Ingersoll's newsletter and what makes it worth subscribing to Resources Mentioned Dealmaker Catalyst Community Facebook Group — search Dealmaker Catalyst on Facebook608B Capital Funding (episode sponsor) — fix and flip, BRRRR, and value-add lending, plus a passive debt fund for accredited investors — 608bcapital.comJim Ingersoll's newsletter — email jim@elitedealmakers.com to subscribeLowe's and Sherwin-Williams community discounts for Dealmaker members — elitedealmakers.com/discountDeals on Wheels by Lonnie Scruggs (mentioned by Major Hiller)Brandon Lindsey's TRP community (referenced by Jim)Freedom Founders mastermind (Dave Volpe)Burning the Ships podcast (Jim Ingersoll) — Daniel Claman and Adrian Smooth episodes referenced Connect and Subscribe If you've been meaning to go back and catch the episodes from the first ten that Jason and Jim highlighted here, now is the time — Brandon Lindsey, Michael Zuber, Wendy Coles, and Major Hiller alone are worth a full afternoon. Share this episode with someone in your network who's serious about leveling up their real estate investing, and subscribe on Apple Podcasts so you never miss a Thursday drop. Leave a five-star review while you're there — it takes ten seconds and it directly helps more people find this show. Dealmaker Catalyst is rooted in the culture built by Jim Ingersoll and the nationwide Dealmaker community.
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    36 分
  • Why Holding Real Estate Until You Die Is the Most Profitable Exit Strategy | Leon Johnson

    Why Holding Real Estate Until You Die Is the Most Profitable Exit Strategy | Leon Johnson
    2026/05/28
    Leon Johnson has been building businesses and stacking assets since before most people even start thinking about financial freedom. At 73, he holds a portfolio that includes decades of buy-and-hold real estate, H&R Block franchises he ran for 20 years, and independent insurance agencies — built on a simple philosophy that employees come first, customers come second, and the right deal structure can outlast any market cycle. This episode was recorded live at a Dealmaker event, the first time host Jason Seward and Leon had ever met, and it shows. The conversation moves from leadership and culture to legacy-driven deal structure, the brutal $400,000 lesson Leon took from a business partner at age 28, and why he says he'd give up 99% of his net worth to get 20 years back. If you're trading time for dollars and wondering how to stop, Leon's been living the alternative for decades and has the receipts to prove it. What You'll Learn in This Episode How holding real estate long-term and passing it to your heirs through stepped-up basis can eliminate capital gains taxes that would cost hundreds of thousands of dollars in a traditional sale.Why putting employees above customers is the management principle that determines whether your team shows up ready to serve or quietly checked out.What unearned income actually means as an IRS term and how deliberately converting earned income to rents, interest, and royalties changes the trajectory of your financial future.How a 30-year master lease with an option to purchase can solve a seller's tax concerns, management fatigue, and legacy goals all in a single creative structure.Why starting early is the most powerful wealth-building variable, and what the compound effect of time means when you explain it to a teenager versus a 50-year-old.What it really looks like to leave a W2 career for real estate when the income hasn't caught up yet, and how to build the next ship before burning the one you're on. Timeline Highlights [0:10] – Jason introduces Dealmaker Catalyst and sets up the first-ever live audience podcast with a guest he met hours before [1:43] – Jason kicks off the interview with Leon Johnson in front of a live crowd at a Dealmaker event [2:51] – Leon's Southern background and why the way he communicates immediately puts people at ease [3:36] – How Leon's mindset around freedom from time-for-money thinking started forming early in his career [4:34] – Leon's framework for building businesses: H&R Block franchises for 20 years, independent insurance agencies, and a consistent philosophy [5:04] – Two or three traits Leon sees as common denominators in great leaders across every business he's built [5:30] – The Lowe's story: how one new manager transformed an entire store culture overnight and what that proved about leadership [7:58] – Leon's longest tenant of 23 years, two tenants who stayed 14 years and passed away, and what that says about how he treats people [8:53] – The $400,000 mistake at age 28, buying $4 million worth of houses with a partner who turned on him and what it cost to untangle [10:57] – Why Leon holds almost everything he acquires and the tax logic behind passing real estate to heirs through stepped-up basis [13:18] – The 30-year master lease deal where Adam structured an option to purchase, handled management, and solved a seller's lifelong tax anxiety [15:44] – The $10 billion question reversed: what Leon would give up to be 50 again and what it says about the true value of time [18:03] – Leon's advice for W2 earners mid-career who feel the itch to build something different and why the shift to unearned income is the goal [19:14] – Rents, interest, and royalties as the three pillars of unearned income and how to gradually convert your earned income into them [20:19] – Jason's personal story of putting in his resignation in the same room where this episode was recorded and what it felt like to walk back in Resources Mentioned 608B Capital — fix and flip, BRRRR, and value-add lending plus a debt fund for accredited investors — 608bcapital.comLead Dealmakers community discounts at Lowe's, Sherwin-Williams, and more — aleaddealmakers.com/discountThe Compound Effect by Darren HardyRich Dad Poor Dad by Robert Kiyosaki (Cash Flow Quadrant framework)Dealmaker Catalyst community — dealmaker catalyst.com Connect and Subscribe If this conversation sparked something for you, share it with someone who's still trading time for dollars and wondering when things are going to change. Leon's story is proof that the answer isn't more hours — it's a different kind of income. Subscribe to Dealmaker Catalyst, leave a review, and keep showing up for the conversations that sharpen your edge. Dealmaker Catalyst is rooted in the culture built by Jim Ingersoll and the nationwide Dealmaker community.
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