Midwest Mogul’s Show

Friday Deal Breakdown: How We Made $12,750 Wholesaling a Milwaukee House Sight Unseen On the Midwest Mogul Show, host Carter Crowley breaks down a Friday wholesale deal in Milwaukee, Wisconsin where his team made $12,750 profit on a sight-unseen offer in a high-crime area they chose not to visit in person. The lead came from SEO when Freeman submitted an inquiry about his late mother’s vacant, borderline-hoarder home, where utilities were off and later pipes froze, causing basement water; they disclosed the issue and credited for the inconvenience. Carter partnered with an experienced local wholesaler via a joint venture to price and disposition the deal, recommending a double close to protect a fee over $10,000. They contracted the property for $10,000, had about 30 days to close, resold for $37,500, and used SpotCrime to assess neighborhood risk and explain why the exit strategy was rental-only. 00:00 Deal Breakdown Intro 01:32 Lead Story and Property Issues 03:18 JV Partner and Exit Strategy 04:30 Photos and Rehab Scope 07:21 Contract Price and Closing Numbers 09:06 Wholesaling Pitch and Ethics 10:53 Crime Map Due Diligence 12:35 Marketing and Final Takeaways

How We Bought $10M+ in Real Estate From ONE Lead Gen Method (Google PPC, SEO & Scaling by Expanding Markets) On the Midwest Mogul Show, host Carter Crowley explains how his business has bought over $10 million (likely closer to $15 million) in real estate primarily through online advertising—Google PPC, Facebook leads, and SEO—and why focus and consistency matter more than constantly switching strategies. He shares acquisition totals by channel (including 53 from Google Ads and 46 from SEO since late 2024), discusses fast “speed to lead” response expectations with paid leads costing about $500 each, and outlines budgeting and performance targets, including spending over $20,000/month and aiming for a 4X return with roughly $4,000–$4,500 cost per deal. Crowley contrasts paid marketing with manual methods, recommends evaluating ROI over 6–12 months, and details how expanding from the Fox Valley into larger Wisconsin metros like Milwaukee improved scalability, lead costs, and deal margins. 00:00 Online Ads Overview 01:41 Marketing Basics 03:13 Proof and Deal Counts 04:42 Why Google Ads 07:51 Consistency and Focus 10:15 Budget and Deal Costs 14:28 ROI and Doubling Down 15:45 Expand Your Market 21:53 Neighborhood Risk Example 22:32 Final Scaling Advice

Friday Deal Breakdown: $70K+ Profit in 2 Months Flipping Two Duplexes in Middleton, WI Host Carter Crowley breaks down a buy-and-resale deal involving two side-by-side duplexes (four units total) at 6715 and 6719 Century Avenue in Middleton, Wisconsin. He explains how the opportunity came from a pay-per-lead list (Speed to Lead), how he built seller confidence with a non-refundable $9,000 earnest money deposit and a non-appraisal-contingent commercial loan plan, and why he chose to resell instead of hold as a rental despite a $1.18M appraisal. After purchasing for $860,000 (April 17) and addressing tenant move-outs via cash-for-keys, cleaning, and listing, he sold one duplex for $500,000 and the other for $510,000 (by June 30), netting roughly $70,000–$80,000 profit after fees and commissions, while emphasizing the value of resourcefulness and relationships. 00:00 Deal Breakdown Intro 01:22 Finding the Lead 03:32 Seller Trust and Terms 05:48 Purchase Price and Financing 08:31 Rehab Numbers and Appraisal 11:10 Sell vs Hold Decision 12:42 Tenant Strategy Cash for Keys 15:10 First Duplex Sale Breakdown 16:42 Second Duplex Sale and Profit 19:31 Lessons and Wrap Up

How to Run Numbers on Rural House Flips (20 Acres Tri-Level Deal Breakdown in Wisconsin) Host Carter Crowley explains how he evaluates and comps rural house flips using a real example: a tri-level at N11822 County Road P in Iola, Wisconsin on 20 acres. He breaks down the property details (3 bed/3 bath, ~1,762 sq ft above grade plus 986 below grade, built 1959, 1-car garage) and shows why rural, multi-level homes are hard to comp, requiring larger radius searches and older sale dates. He compares a few multi-level sales (including $500k, $445k, and $336k) and discusses adjusting for acreage using vacant-land value (e.g., $10k/acre) and price-per-square-foot logic, then recommends staying conservative on ARV (often subtracting ~10%) due to appraisal and buyer-pool risk. He shares their appraisal ($481k), their purchase price ($347k; prior 2017 sale $332k), estimated $11–12k light rehab, and a conservative resale target around $450k to preserve roughly a $50k margin, plus lessons on following up on offers and key remodel updates (paint, floors, carpet, closets, possible central air). 00:00 Rural Flip Overview 01:23 Subject Property Details 03:28 MLS Radius Search Basics 05:45 Finding First Key Comp 07:27 Expanding Radius and Land Value 09:54 Conservative ARV Strategy 12:07 Three Multi Level Comps 14:14 Adjustments and ARV Estimate 16:42 Appraisal vs List Price 18:08 Deal Math and Profit Buffer 20:09 Offer Follow Up Lesson 21:26 Remodel Photos and Scope 23:52 Final Comping Checklist 24:47 Wrap Up and Subscribe

Midwest Mogul Show Host Carter Crowley explains how to question motivated sellers to get better results, emphasizing a conversational, open-ended approach tailored to lead source (cold outreach vs warm inbound). He recommends starting with “Fill me in on what’s going on” and then asking why the seller contacted a direct buyer instead of listing with an agent, using pauses and “tell me more” to uncover the emotional reasons behind selling rather than peppering condition questions or pushing price early. Carter suggests confirming mortgage, liens, taxes, or other encumbrances to gauge equity, shares an example where solving probate-related issues led to a much lower purchase price than the seller’s initial ask, and offers a key prompt for larger property owners: asking what information they need to feel comfortable sharing details. 00:00 Show Intro 00:41 Cold vs Warm Leads 02:33 First Open Question 04:08 Dig Deeper Without Talking 06:06 Emotion Beats Logic 10:30 Avoid Price Talk Early 12:49 Probate Deal Example 14:48 Questions for Big Owners 17:12 Wrap Up and Next Steps

Seller Financing Explained: How to Structure Offers + 10-Property Milwaukee Deal Breakdown Host Carter Crowley breaks down seller financing—when an owner acts as the bank—and explains why it can beat traditional lending, especially for free-and-clear properties and rental acquisitions. He shares how to pitch terms, stress relationship and trust, and present 4–5 offer options (including low down payments and even 0% interest) while pushing back on 20% down requests. Using a 10-property Milwaukee package as a case study, he walks through an LOI with a cash offer and multiple seller-finance structures, including the accepted option: $900,000 purchase price, 5% down, 6% interest, 30-year amortization, fixed for 7 years. After a 2025 flood affected 9 of 10 homes, he negotiated about a $46,000 price reduction, details current cash flow, renovation costs, estimated portfolio value, and lessons on property management and delinquency. 00:00 Deal Breakdown Intro 01:08 Seller Financing Basics 02:18 When It Makes Sense 04:11 Pitching The Offer 07:00 Down Payment Pushback 07:58 Trust And Relationships 08:52 LOI Walkthrough Setup 09:39 Cash Offer Option 11:28 Seller Finance Options 16:40 Flood Renegotiation Fallout 19:26 Cash Flow And Returns 21:47 Long Term Portfolio Vision 22:37 Wrap Up And Next Steps

Alex Hormozi’s $5K Scaling Workshop: The Real Estate Systems That 5X’d Our Conversions Carter Crowley recaps attending Alex Hormozi’s two-day scaling workshop in Las Vegas and explains why the $5,000 ticket paid off after implementing small operational changes that increased deal flow and boosted online-ad conversion rate from 3% to 15%. Key takeaways include auditing your time in 15–30 minute increments to eliminate low-value tasks, using CRM automations to save time per transaction, and focusing on the highest dollar-per-hour activities. He shares advice from the Acquisition.com team that wholesaling and flipping generate cash but aren’t very “exitable,” while rentals, property management, and development are more scalable. The episode emphasizes avoiding shiny object syndrome, choosing a wholesale-first approach, setting strict criteria for flips and rentals, defining “what good looks like” with partners, and making decisions using KPIs while making sales easier through upfront credibility and over-informing sellers. 00:00 Workshop Overview 02:02 Worth the Ticket 02:53 Inside the Workbook 04:20 Time Audit Method 05:28 Automate the CRM 07:42 Stop Doing Too Much 09:58 Wholesale First Strategy 11:25 Flip Criteria Upgrade 13:01 Rental Buy Box Rules 15:35 Founder Roles and Vision 17:57 Define What Good Is 20:06 KPIs and Focus 25:29 Make Sales Easier 28:15 Wrap Up and Next Steps

How We Made $20,116 on a Milwaukee House Flip (With Only 1 Day of On-Site Work) | Friday Deal Breakdown On the Midwest Mogul Show, host Carter Crowley breaks down a Milwaukee, Wisconsin deal at 3930 N 70th St: a 3 bed/1 bath, 1,015 sq ft Cape Cod sold for $165,000 on 6/18/2026 after being sourced via Google PPC. He explains why the property initially seemed ideal as a rental (reported rent of $1,875/month and strong 1%+ rule) but was sold to generate cash for marketing, renovations, and a 12-unit purchase. The rehab was minimal—deep cleaning, junk removal, first-floor paint, yard work, duct cleaning, and plumbing service—totaling $3,127, with holding costs around $2,400 and selling costs about $8,000. Purchased for $124,287, total costs were $144,883, producing $20,116 net profit. He also discusses 100% purchase financing through Kiavi and emphasizes rapport-building to win competitive pre-foreclosure deals. 00:00 Friday Deal Breakdown Intro 01:04 Property Overview Milwaukee 02:39 Rental Math 1% Rule 03:43 Lead Source Google PPC 04:23 Walkthrough Before Photos 05:45 Light Rehab Scope 07:20 After Photos Results 08:14 QuickBooks Numbers Profit 10:08 Flip vs Rental Decision 12:10 Financing With Keyavi 12:47 Winning Deals With Rapport 13:40 Wrap Up And Contact

In this episode, we sit down with Zach Morgan—a real estate investor who’s built a 60+ unit rental portfolio and flips 24 houses a year, all while leveraging one of the most overlooked tools in the game: cold calling. Zach breaks down his step-by-step approach to sourcing off-market deals, building rapport over the phone, and turning distressed properties into long-term cash flow.

Whether you're just getting started or looking to scale your rental business, Zach shares the exact strategies, scripts, and systems he uses to stay consistent and competitive in a crowded market. From lead generation to long-term wealth-building, this is a masterclass in buy & hold investing with a cold-call twist.

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In this episode, we sit down with Mark Pomerenke — a hotel developer, operations specialist, and serial entrepreneur — to unpack his journey from humble beginnings to building business empires across multiple industries. Mark shares how he broke into the hotel business, the power of vertical integration, and how he’s now using his expertise to help others scale their operations and step into real estate lending.

What sets Mark apart isn't just his track record — it's his foundation. A faith-based entrepreneur and committed Christian, Mark talks about how his relationship with God has shaped his values, decisions, and leadership style throughout his career.

Whether you're in real estate, hospitality, or simply trying to build something meaningful, this episode is packed with practical wisdom, spiritual perspective, and entrepreneurial insight from someone who’s done it all — brick by brick.