Raising Private Money with Jay Conner
Are you a real estate investor who’s tired of missing out on deals because you don’t have the money to fund them? Maybe you’re just starting in real estate, overwhelmed by all the conflicting advice, and wondering how to break through.
Or you’ve done a few deals, but your business feels more like a hobby than a reliable source of income. If you’re struggling to take your real estate business to the next level, this show is for you.
Welcome to The Private Money Show with Jay Conner, where we cut through the noise to give you the truth about real estate investing—and the tools you need to succeed. Most investors lose out on 87% of real estate deals simply because they don’t have access to the money to fund them. But what if you could change that? What if you could fund every deal you wanted, eliminate your competition, and grow your business faster than you ever thought possible?
Each week, Jay Conner—the Private Money Authority—shares exactly how to raise private money to fund your deals, close more opportunities, and build a thriving, consistent real estate business. Jay has been in the trenches of real estate investing full-time since 2003, and he’s still doing it every day. He knows what works, what doesn’t, and how to help you stop chasing bad advice from so-called “gurus” who haven’t done a deal in years.
In every episode, you’ll learn:
- How to find and raise private money to fund your real estate deals on YOUR terms (no banks, no hard money lenders).
- Strategies for creating consistent deal flow and turning your investing business into a reliable source of income.
- How to structure deals with private lenders and create win-win relationships that benefit everyone involved.
- Real-world, step-by-step advice from investors who’ve been where you are and completely changed their game using private money.
This isn’t theory or fluff. It’s the real deal. Jay and his guests break down real-world deals, showing you the numbers, the challenges, and the solutions, so you can see how to apply these lessons to your own business. Whether you’re brand new to real estate, struggling to find consistency, or a seasoned investor looking to scale, this show is your blueprint for success.
Why Listen to This Show?
Because it’s not just about making money—it’s about building something bigger than yourself. Jay believes real estate is a tool not only to create wealth but also to make an impact. This show is for real estate investors who want to leave a legacy, help others, and give back to their communities. It’s for people who know that success isn’t just about the bottom line—it’s about what you do with it.
If you’re ready to stop spinning your wheels, stop missing out on deals, and start building a business that gives you freedom and fulfillment, you’ve found your tribe. Imagine what your life could look like with unlimited access to private money. Imagine the deals you could close, the income you could create, and the impact you could make—not just for yourself, but for others.
This is your moment. This is the Private Money Show.
Tune in now, and let’s get started.
Raising Private Money with Jay Conner
Breaking Point to Breakthrough: Keith Gillispie on Family, Freedom, and Real Estate Success
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If you’re a real estate investor, the endless hustle of cold calling, chasing sellers, and competing with lowball offers probably sounds familiar. Many entrepreneurs get into real estate for the promise of financial freedom, but often find themselves overwhelmed, stuck on the outbound hamster wheel, and struggling to build a business that supports the life they want.
In a candid conversation on the Raising Private Money podcast, host Jay Conner and real estate innovator Keith Gillispie offer a roadmap for breaking out of this cycle—and achieving a new level of consistency, confidence, and freedom.
The Power of Choosing a Different Path
Keith Gillispie never set out to build an “outbound marketing” empire. His real journey began while serving overseas with the Marine Corps, repeatedly missing precious years with his young family. After realizing he was unintentionally repeating a pattern from his own childhood—his dad died when Keith was eight—he made a conscious decision to architect a business that would allow him to be present for his kids.
This key moment illustrates something every investor needs to hear: you have the power to choose how you build your business and your life. Keith walked away from the traditional grind, even after years of outbound efforts, and consciously engineered a different route.
Why Inbound Systems Beat Outbound Hustle
From 2016 to 2020, Keith relied heavily on outbound marketing. After years of cold calling, door knocking, direct mail, and other traditional methods, he realized these tactics weren’t sustainable—or enjoyable. From 2020 onward, he shifted to inbound strategies. This meant building systems, so leads came to him, rather than him chasing deals.
The difference? When sellers come to you, the dynamic is completely transformed. Instead of competing on price alone or convincing someone to sell, you become a problem solver. Sellers with urgent needs—divorce, inheritance complications, pre-foreclosure threats, or health issues—reach out because they see you as a trusted solution provider.
This paradigm shift also changes who has the “gold” in the sales conversation. Instead of the seller holding all the cards, Keith establishes himself as the one who can genuinely help, often providing something that goes beyond just a higher offer—a proven ability to close, personalized attention, or creative deal structures that truly solve the seller’s problem.
Systemization: The Secret to Scaling with Consistency
How did Keith go from missing family dinners to building a business that operates in 34 states? The answer lies in systems. He draws inspiration from companies like McDonald’s, where every process—down to the amount of mayonnaise or the placement of pickles—is standardized for repeatable results. In Keith’s business, every step follows a system: marketing generates the same quality and quantity of leads, scripts for triage calls are dynamic and adjust as conversations evolve, and deal analysis follows a clear, step-by-step protocol for consistency.
These systems aren’t just for show—they allow for high-quality delegation, with affordable virtual assistants following standard operating procedures (SOPs) documented with visual tools and short video walkthroughs. This meticulous approach ensures every deal follows the same “conveyor belt,” from initial lead to triage, analysis, structuring, and funding.
Solving Real Problems, Not Just Making Offers
One of the most important takeaways: success in real estate isn’t just about offering more money. It’s about uncovering and addressing the true needs of sellers. Keith’s process involves genuinely understanding a seller’s situation before presenting a solution—akin to a doctor diagnosing before prescribing. Sometimes sellers accept his offer even if it isn’t the highest, simply because they trust him to deliver or because he’s addressed chall