Wholesaling and Creative Financing: Jeremy Beland’s Blueprint for Real Estate Success
Kyle Madorin December 18, 2025
Kyle Madorin December 18, 2025
Real estate investing can be a tough road to travel. There’s no shortage of hurdles—market fluctuations, competition, or even self-doubt. But with the right strategies, anyone can achieve success. The key is knowing where to focus and learning from those who have already walked the path.
I had the pleasure of hosting Jeremy Beland, a successful real estate investor, coach, and co-founder of REI Freedom, on my podcast. On that episode, Jeremy shared his blueprint for real estate success, discussing everything from his personal journey to the strategies that helped him scale his business to over 450 deals. We covered a range of topics, but the main takeaways centered around wholesaling, creative financing, and building a real estate business that runs like a well-oiled machine.
Jeremy's journey began with hardship. Growing up, his family struggled financially, and things hit rock bottom when they lost everything. Imagine losing your home and even having your cars repossessed.
However, these struggles planted the seeds for his future success. After dropping out of high school and spending years bouncing between dead-end jobs, Jeremy eventually found a way to change his life.
In his early thirties, he was working as a high-rise window cleaner. Then, a turning point came when a friend offered him a sales job in the business-to-business sector.
That sales job turned out to be the catalyst that propelled him into the world of business and real estate. He started learning about sales, investing in himself, and building the skills he would later apply to real estate.
Jeremy’s moment of true transformation came when he faced another crisis, the Great Recession. With no hope of getting a job, he decided to pursue real estate investing—the same field that had helped him so much in his darkest days.
Through this, he discovered the importance of taking action even when life feels like it's at its lowest point.
With a family to support and no safety net, he sold his townhouse and invested the proceeds into real estate coaching and direct mail marketing. He had no experience in wholesaling but knew he had to dive in.
The first deal came quickly, with a $5,000 check from his first successful transaction. That was the foundation. From there, things took off.
In his first year, Jeremy closed 10 deals and earned $70,000. The momentum built from there, eventually reaching hundreds of deals and millions in profit.
When Jeremy started out, he didn’t have the experience or resources, but he knew that learning from others would help him avoid common pitfalls.
Today, he encourages new investors to seek out mentorship, read books, and listen to real estate podcasts to continue learning and growing.
If you’re unfamiliar with the real estate wholesaling process, it involves finding a property under market value, securing it under contract, and then selling it to an investor for a fee. The wholesaler doesn’t take ownership of the property; they simply connect the seller with an investor who’s ready to buy.
Wholesaling often helps distressed homeowners who are facing foreclosure, struggling with taxes, or dealing with an inherited property they can’t manage. Traditional agents may not be able to help these sellers, but wholesalers can offer quick, flexible solutions that allow people to move on from tough situations.
Jeremy’s approach is simple: “We’re in the people business, not the house business.” As he puts it, wholesalers provide a much-needed reset button for people stuck in life’s difficult situations.
There’s a misconception that wholesalers take advantage of distressed homeowners.
However, Jeremy challenges this notion by sharing his own story. He explains that real estate investors, including wholesalers, are a positive force in helping people out of difficult situations and setting them up for a better future.
Jeremy doesn’t just find a deal and then look for a buyer. He builds a comprehensive list of cash buyers beforehand. This strategy allows him to move quickly and close deals faster.
By hosting one-time inspection walkthroughs, Jeremy creates a sense of urgency among buyers, driving up prices and increasing assignment fees. This method, which mimics an auction, has proven to be a highly effective strategy in his business.
Jeremy also uses creative financing strategies to grow his wealth.
One such strategy is the Buy, Renovate, Rent, Refinance, Repeat (BRRRR) method. This method allows you to buy properties with minimal cash upfront, renovate them, rent them out, and then refinance to pull out their investment.
Jeremy often uses private money to fund his deals, keeping his personal cash flow low at first but building substantial equity over time. He’s also worked with homeowners in tough situations, taking over mortgages or offering profit-sharing agreements to help people avoid foreclosure while securing profitable deals for himself and his investors.
For Jeremy, when agents come across properties that aren’t right for the traditional market, they can connect with investors who are looking for opportunities. This creates a win-win scenario where the agent earns a commission, and the investor secures a deal.
The Value of Understanding Both Wholesaling and Traditional Real Estate
Agents who understand both sides of the business have a huge advantage. By knowing how to work with investors, agents can increase their income and provide more opportunities for their clients.
Systems help to automate and streamline processes, allowing investors to scale their businesses without burning out. Here are a few of Jeremy’s tips for building a real estate business:
Build a strong marketing system that attracts consistent leads.
Develop a reliable process for acquisitions and dispositions.
Create partnerships with investors and agents to increase deal flow.
Want to hear my full conversation with Jeremy? Listen to our podcast episode!
Jeremy’s story and insights are proof that with the right mindset, dedication, and strategies, success is possible. If you found them helpful, make sure to follow Real Estate on the Up for more advice from industry experts!
And, if you’re buying or selling a home in Florida, contact us here at Upwell Realty. Whether you're just starting or a seasoned investor, we're here to help you achieve your real estate goals!
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