Creative Real Estate Deals That Built 250 Properties

Creative Real Estate Deals That Built 250 Properties

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Casey Gregersen had a great job working as a petroleum engineer. But something inside him wanted more. He didn’t just want a paycheck—he wanted freedom. So, he took a big step and bought one rental home in Wyoming. That one home turned into over 250 rental properties.

Now, Casey is a real estate expert. He runs a business that buys, fixes, and rents out homes—and helps other people do it too. If you’ve ever dreamed of owning property, building wealth, or changing your life, Casey’s story is full of real estate investing tips and hope.

Let’s dive into how Casey made it happen—and how you can too.

Why Wyoming Was the Winning Choice

Casey started buying homes in Wyoming. Why there? Because Wyoming has:

  • Low taxes
  • Cheap insurance
  • Great cash flow
  • Less competition from other investors

This made it a smart and safe place to start. He could make good money without spending too much. And because not many other people were investing there, he had more chances to find great deals.

What’s a Vertically Integrated Company?

Casey runs what’s called a vertically integrated company. That means he controls every part of the process:

  • He finds the homes
  • He buys them
  • He fixes them
  • He rents them out

Because he handles everything, things move faster and cost less. He doesn’t have to wait on other people or pay extra for outside help. This gives him more freedom and control.

Balancing Work and Real Estate

Back when Casey worked for Shell as an engineer, he had a busy schedule. But he didn’t let that stop him. He worked on his real estate business during his off days. He used his time wisely and stayed focused. That’s how he slowly built up his real estate business while still working a full-time job.

Building Passive Income: From a Single Rental to 250 Properties

Casey’s real estate journey started with a single rental house in college. His dad helped co-sign the loan. That first step gave him a taste of how powerful real estate could be.

After reading the book “Rich Dad Poor Dad,” Casey had a lightbulb moment. He realized that owning houses wasn’t just about rent—it was about building long-term wealth:

"Reading Rich Dad Poor Dad turned on the light bulb. I realized holding an asset like property is how you truly build wealth."

Want to see how Casey turned one rental into a 250-property empire? Watch the video below to hear his story in his own words—full of real estate investing tips and smart strategies!

Creative Financing: Making Deals Without Big Banks

One of the coolest things Casey does is creative financing. That means he finds ways to buy houses that don’t always involve a bank.

Here are three smart ways he does it:

1. Seller Financing

This is when the owner of the house acts like the bank. Instead of getting a loan, Casey makes payments directly to the seller. It works well when the house is already paid off and the seller wants monthly income.

2. Sub-To Deals (Subject To)

In this method, Casey takes over someone’s mortgage payments, but the loan stays in the seller’s name. This is helpful if the house isn’t worth enough for a regular sale.

3. Novation Agreements

With this trick, Casey agrees on a price with the seller, then fixes up the house and sells it for more. The seller makes more money, and Casey gets a profit too. It’s a win-win!

Working with Local Banks

Casey learned early on that small local banks are better for real estate investors. Big banks can be slow and strict, but small banks are more flexible. Because he had a good job and steady income, local banks were willing to help him grow. These relationships helped him buy more homes faster.

Casey’s Deal-Making Superpower

What makes Casey really good at real estate is how he talks to sellers. He takes the time to understand their problems and offers creative solutions that help them and help him.

While other investors might offer low cash deals, Casey gives choices. That builds trust—and gets more deals done.

What You Can Learn From Casey

Want to get started in real estate? Here are 5 tips inspired by Casey’s journey:

  1. Pick the Right Market – Look for places with low costs and high demand.
  2. Learn About Financing – The more ways you know to buy, the more deals you can do.
  3. Use Your Time Wisely – Even if you have a job, you can start small.
  4. Build Relationships – Connect with banks, agents, and other investors.
  5. Take Action – One rental home can grow into something big.

Final Thoughts

Casey’s journey shows us that you don’t need to be rich to get started—you just need to start. With one house, a smart plan, and the courage to try something new, he built a life he’s proud of.

He didn’t rely on big banks or fancy tools. He learned, took action, and found creative ways to make deals work. He talked to people. He solved problems. And little by little, his business grew.

So, if you're dreaming about real estate, take a note from Casey. Start small. Be smart. Keep learning. And don’t wait for the “perfect time.” The best time to start? Maybe it’s today.

Maria Tresvalles

About Maria Tresvalles

Maria Tresvalles is the dynamic Marketing Specialist at DealMachine, where she has been a key player for the past five years. With a strong background in customer relations, Maria started her journey at DealMachine as a Customer Success Coordinator, where she honed her skills in understanding customer needs and driving satisfaction.