The DealMachine Real Estate Investing Podcast cover art

The DealMachine Real Estate Investing Podcast

The DealMachine Real Estate Investing Podcast

By: David Lecko Ryan Haywood
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Welcome to the DealMachine Podcast, where we help you get more out of your wholesaling business by showing you what’s working around the country. We talk to real estate investors who are actively closing deals right now. You’ll hear how they generate leads, what their marketing costs look like, how they comp properties, and what their assignment fees actually are. Cold calling. Direct mail. SMS marketing. Dispositions. Hiring. Scaling. We focus on what’s producing revenue in today’s market — and what isn’t. If you’re already wholesaling, this will help you tighten your process, improve your margins, and make smarter decisions. If you’re newer, this gives you visibility into what the business looks like once it’s working. You’ll understand the numbers, the systems, and the mistakes to avoid before you scale. The goal is simple: more predictable deals and a stronger operation. Subscribe and leave us a review! Start a free trial of DealMachine: https://www.dealmachine.com/pod Economics Leadership Management & Leadership Personal Finance
Episodes
  • 582: $1M in Assignment Fees Year One, Now She Double Closes
    Aug 31 2026

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

    KEY TALKING POINTS:

    0:00 - Intro

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

    5:23 - Why Wholesaling Became Addictive

    6:59 - Finding Deals in Colorado

    8:45 - Marketing & Direct-to-Seller Methods

    9:53 - Double Closing as Free Marketing

    11:50 - Bigger Spreads Through Double Closing

    15:34 - Building Your Own Capital

    17:01 - Keys to First-Year Success

    19:19 - Overcoming Fear of Spending Money

    20:35 - Networking & Learning From Mentors

    23:34 - Starting the Transactional Funding Fund

    26:16 - Career Path: Finance to New Western

    28:03 - Goals for the Funding Company

    30:47 - Most Rewarding Deal Story

    32:49 - Where to Find Carly & Outro

    LINKS:

    Instagram: Flip Fund Capital

    https://www.instagram.com/flipfund_capital/

    Website: Flip Fund Capital

    https://www.flipfundcapital.com/

    Instagram: David Lecko

    https://www.instagram.com/dlecko

    Website: DealMachine

    https://www.dealmachine.com/pod

    Instagram: Ryan Haywood

    https://www.instagram.com/heritage_home_investments

    Website: Heritage Home Investments

    https://www.heritagehomeinvestments.com/

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    33 mins
  • 581: Wholesaling Land Deals Nationwide (With Just 7 People)
    Aug 28 2026

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

    KEY TALKING POINTS:

    0:00 - Intro & Welcome

    0:45 - An Overview Of Nathaniel Brimlow's Business

    6:05 - Why Land Over Houses

    6:51 - Underwriting & Deal Criteria

    8:37 - Buying Remotely From Hawaii

    9:24 - Pulling & Scrubbing Data

    10:18 - Finding Buyers For Land

    11:46 - Creative Title & Deal Stories

    15:25 - Choosing Markets & Sell-Through

    19:39 - Ideal Seller Profile

    21:00 - VA Staffing & Where To Find Him

    23:04 - Outro

    LINKS:

    Instagram: Nathaniel Brimlow

    https://www.instagram.com/nathaiel/

    Website: Vita Talent Staffing

    https://www.vitatalentstaffing.com/

    Instagram: David Lecko

    https://www.instagram.com/dlecko

    Website: DealMachine

    https://www.dealmachine.com/pod

    Instagram: Ryan Haywood

    https://www.instagram.com/heritage_home_investments

    Website: Heritage Home Investments

    https://www.heritagehomeinvestments.com/

    Show More Show Less
    24 mins
  • 580: 10 Problems Wholesalers Face Now (And How To Fix Them)
    Aug 26 2026

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

    KEY TALKING POINTS:

    0:00 - Top 10 Issues Intro

    2:40 - Tighter Underwriting

    3:39 - Managing Your Data

    5:16 - Using AI the Right Way

    6:31 - Softening Buyer Demand

    7:39 - Consistent Marketing

    9:18 - Sales Conversion Skills

    11:22 - Multiple Exit Strategies

    12:19 - KPIs and Tracking Offers

    13:52 - Finding Support & Community

    15:03 - Outro

    LINKS:

    Instagram: Brian Snider

    https://www.instagram.com/theindysnider/

    Website: Collective Genius

    https://thecollectivegenius.com/team-members/brian-snider/

    Instagram: David Lecko

    https://www.instagram.com/dlecko

    Website: DealMachine

    https://www.dealmachine.com/pod

    Instagram: Ryan Haywood

    https://www.instagram.com/heritage_home_investments

    Website: Heritage Home Investments

    https://www.heritagehomeinvestments.com/

    Show More Show Less
    15 mins
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