Midwest Mogul’s Show

Which Exit Strategy Wins?

Are you holding onto a deal too long? Or selling too soon? In today’s episode, we’re diving deep into real estate exit strategies—the different ways to cash out of a deal and maximize your returns. Whether you're flipping, holding, wholesaling, or refinancing, having a solid exit plan is key to long-term success in real estate investing. ✅ In This Episode, We Cover: ✔️ The Top 5 Exit Strategies every investor should know ✔️ How to choose the best exit based on market conditions ✔️ When to sell, refi, or hold for max profits ✔️ Common mistakes investors make when exiting deals ✔️ Real-life examples of good & bad exit decisions 🎯 Who Is This For? This episode is for new & experienced investors looking to strategically plan their real estate exits. Whether you're flipping houses, buying rentals, or wholesaling, knowing when and how to exit can make or break your deals. 📩 Have questions or want personalized advice? Drop a comment below! 🚀 Subscribe for More Real Estate Investing Tips! 🔔 Don’t forget to like, subscribe, and hit the bell so you never miss an episode! __________________________________________________________________________

Carter Crowley runs a house flipping/wholesaling business based out of Oshkosh WI. Since going full-time in 2018, Carter & Bryan have completed over 100+ flips/wholesales and have acquired a portfolio of 40+ rental units & 100+ self-storage units. In addition to the investment business, Carter holds a real estate license in the state of Wisconsin & has helped clients buy/sell over $25,000,000+ of property. Follow along as we grow our real estate investing business from multiple six-figures to a seven-figure operation.

Free Course on Wholesaling: https://www.makemoneywithcarter.com/

Free Course on Google Ads: https://www.cartercrowley.com/

Free Course on No Money Down Rentals: https://www.sendcarterrentals.com/

🚧🚧🚧 DISCLAIMER 🚧🚧🚧 ❎ I am not a CPA, attorney, insurance, contractor, lender, or financial advisor. The content in these videos shall not be construed as tax, legal, insurance, construction, engineering, health & safety, electrical, financial advice, or other and may be outdated or inaccurate; it is your responsibility to verify all information yourself. This is a PODCAST for entertainment purposes ONLY ❎

Flip or Flop? Running Rehab Numbers like a Pro...

In this episode, we break down the key factors you must consider when running renovation numbers for a flip or wholesale deal. Whether you're a seasoned investor or just getting started, knowing how to accurately estimate rehab costs can make or break your deal. We’ll cover: ✅ The key components of a rehab budget (materials, labor, permits, and more) ✅ How to quickly estimate renovation costs without overcomplicating it ✅ The biggest mistakes investors make when budgeting for repairs ✅ Pro tips for getting accurate contractor quotes and negotiating pricing ✅ The difference between light, moderate, and full-gut rehabs ✅ How to factor in holding costs, contingency buffers, and timeline overruns By the end of this episode, you’ll have a clear framework for running renovation numbers like a pro—ensuring you never overpay or underestimate your costs again. 🎧 Tune in now and start making smarter real estate deals!

Scaling to 255+ Rental Units in 5 Years with Kevin Gracyalny

In this episode, we sit down with Kevin Gracyalny, a powerhouse real estate investor who has built a 255-unit rental portfolio in just five years—and he's not slowing down. Kevin shares his journey from his first deal to scaling his investments, discussing the strategies, challenges, and mindset that helped him reach this level of success. But Kevin isn’t just focused on buy-and-hold properties. He’s now expanding into new construction and house flipping, leveraging his experience to diversify and accelerate his growth. We dive into how he’s financing deals, finding opportunities in today’s market, and managing such a large portfolio while still looking for the next big move. If you’re looking for insights on scaling fast, managing growth, and expanding into new areas of real estate investing, this is an episode you won’t want to miss. 📢 Tune in now and learn how Kevin Gracyalyn continues to build his real estate empire!

Buy Houses for $0 Down With Partnerships...

Want to invest in real estate but don’t have the cash?

In this episode, Joe Vils and Carter Crowley break down how they acquire properties for $0 out of pocket using strategic partnerships. They’ll share real-life deals, the exact steps to finding and pitching investors, and how to structure win-win agreements that make buying houses without your own money possible.

Whether you're a beginner looking to get started or an experienced investor aiming to scale, this episode is packed with actionable insights, creative financing strategies, and expert tips to help you close more deals with no money down.

Tune in and learn how to start building wealth in real estate—without breaking the bank!

Scaling a Brokerage, Flipping Houses Nationwide, & Building Homes!

In this episode, we sit down with Greg Dallaire & Mike Wasilkoff to dive into how they’ve built a powerhouse real estate brokerage by prioritizing team culture and community impact. They share their blueprint for fostering a winning environment that attracts top talent and delivers exceptional client experiences. But that’s just the beginning—Mike takes us inside his nationwide house-flipping operation, including his work in Las Vegas and beyond, while Greg unpacks their approach to building spec homes as a key investment strategy. Whether you're an agent, investor, or entrepreneur, this conversation is packed with insights on scaling a brokerage, managing large-scale flips, and building long-term wealth through real estate. Tune in to learn: ✅ How to grow a brokerage with a strong team and community focus ✅ The strategy behind building spec homes for profit ✅ What it takes to flip houses successfully across multiple markets ✅ The mindset and systems needed to scale in real estate This is a must-listen for anyone serious about real estate success! 🚀🎙️ __________________________________________________________________________

The Deal Maker’s Playbook: Scripts & Tactics for Deeply Discounted Real Estate

In this episode of The Midwest Mogul's Show, we’re diving deep into the art of negotiation and scripting to secure real estate deals at massive discounts. Whether you're cold-calling sellers, handling objections, or closing face-to-face, the right words can make or break your success.

Join us as we break down proven scripts, negotiation strategies, and psychological tactics used by top investors to turn hesitant sellers into motivated ones. Learn how to build rapport, control conversations, and structure offers that sellers can’t refuse—all while maximizing your profits.

If you want to sharpen your deal-making skills and lock in more discounted properties, this is an episode you can’t afford to miss! 🎙️💰 #RealEstateInvesting #NegotiationTactics #DealMaking

Cash Flow Struggles & Scaling a Real Estate Business

In this episode, we dive deep into the real challenges of running and scaling a real estate investment business. From testing new marketing strategies to struggling with cash flow on flips, we break down what’s working, what’s not, and the lessons learned along the way. We also talk about what happens when rehab budgets spiral out of control, how to pivot when marketing campaigns flop, and the strategies we’re using to keep the business moving forward. If you’re a real estate investor looking to grow while managing cash flow challenges, this episode is for you! 🔥 Topics Covered: ✔️ The real cost of marketing experiments—what’s worth it? ✔️ When flips drain your cash reserves & how to recover ✔️ Creative solutions to keep deals moving ✔️ Balancing long-term cash flow vs. short-term profits ✔️ Lessons learned from our biggest financial setbacks Tune in for an unfiltered look at the highs and lows of real estate investing and what it really takes to scale a profitable business! 🎧 Listen now & let us know—how do YOU handle cash flow struggles in your business?

No Sleaze, Just Keys: Ethical Home Buying Hacks

Tired of shady sales tactics and high-pressure negotiations? No Sleaze, Just Keys is your go-to podcast for mastering the art of ethical home buying while still getting the best deals. Featuring real estate pros Derek Loda, Josh Jensema, Joe Vils, and Carter Crowley, we break down how to negotiate with integrity, build trust with sellers, and walk away with a win-win deal—without the gimmicks. Whether you're a first-time homebuyer, investor, or agent, we’ll give you the inside scoop on getting the keys without the sleaze.

🔑 Honest strategies.
💡 Expert insights.
🏡 Smarter, ethical home buying.

New episodes drop weekly—tune in and learn how to close deals the right way!

Breaking Down January: Real Estate Wins, Losses & Lessons

In this episode, Brennan, Joe, and Carter dive deep into the January real estate investment numbers, analyzing where the business stands after the first month of the year. We break down our key deals, cash flow, and unexpected challenges while sharing insights on what’s working—and what’s not. From market trends to operational tweaks, we discuss the biggest learning lessons so far in 2025 and how we’re adjusting our strategy moving forward. Whether you’re flipping, wholesaling, or holding rentals, this episode is packed with real-world takeaways to sharpen your investing game. Tune in!

Wisconsin’s Hard Money Secrets: Funding Deals Without Banks

We sat down with the guys from Good Faith Funding today to discuss all things real estate & hard money loans!

Are you looking to scale your real estate investments but struggling with traditional financing? In this episode, we sit down with a seasoned hard money lender in Wisconsin to uncover the ins and outs of fast, flexible real estate financing. We discuss how hard money loans work, when to use them, and how investors—both new and experienced—can leverage private capital to fund flips, rentals, and other deals.

We go over how to quickly get cash to buy your first fix n' flip or rental property & how easy it is to work with Good Faith Funding. 

You'll learn:
✅ The difference between hard money vs. traditional loans
✅ How to qualify and secure fast funding for your next project
✅ Common mistakes investors make when using hard money
✅ Strategies to maximize profits using short-term lending

Whether you're a flipper, BRRRR investor, or just curious about alternative financing, this episode is packed with valuable insights to help you move faster and close more deals.

🎧 Tune in now to learn how hard money lending can unlock your next real estate opportunity!

 

Want to see if Good Faith Funding will finance your deal? Go to https://www.goodfaithfund.com/