The Bored Room

Returning guest Keith Gillespie, founder of REI Automated, joins Chris to break down how his team now runs on 24 agentic AI team members alongside just 10 human staff, cutting what used to be roughly $60,000 a month in payroll down to a fraction of that. Keith walks through three of his flagship tools, Deal Labs, DealStream, and DealBase, live, showing how AI scrapes and enriches on-market and off...

In this episode of The Bored Room Podcast, Chris McGeady talks with Ron Kutas, CEO of One Wall Communities, about naturally occurring affordable housing and what it actually takes to run third-party property management well. Ron explains how his team uses AI to centralize back-office work so on-site staff can focus on residents, plus the direct questions investors should ask before hiring a manage...

Unlock the secrets of real estate investing with Jullion Cooper! In this episode, we dive deep into his journey from a first-time homebuyer to owning a 23-unit apartment complex in Lansing, Michigan. Discover how he navigated the challenges of the market and learned to make his money work for him. Key takeaways: * Jullion's transition from single-family homes to multifamily investing. * The i...

In this episode, brothers John and Alex from Brotherly Love Properties share their journey from childhood friends to successful real estate investors. They discuss their strategies, challenges faced during COVID, and tips for new investors looking to grow their business in a competitive market. Chapters 00:00 The Origins of Brotherly Love Properties 04:01 Navigating the Pandemic: Challenges and Gr...

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Think you can flip houses and reel in the cash like a pro from day one? Think again. Jose Berlanga, a real estate veteran with 40 years under his belt, joins us to spill the beans on the gritty reality of the real estate game. This ain't your typical glam TV show; we're getting down to the nuts and bolts of the hustle.  Jose Berlanga, seasoned real estate mogul and author, has been shapi...

From Wall Street to Ground Zero: Uncle Tom’s 9/11 Story  In this special episode, Chris sits down with his uncle and godfather, Tom McGeady, for a raw and gripping account of the day that changed America forever—9/11. Forget the sanitized stories you see on TV; this is boots-on-the-ground stuff from someone who was there. From Wall Street chaos to the emotional aftermath, prepare for a deep dive i...

Don Costa has 23 years in real estate investing and a  track record that speaks for itself. In this episode,  Chris sits down with Don to talk about what actually  builds a sustainable, profitable real estate business —  and why most investors are making it harder than it needs  to be. What we cover: - Starting with the end in mind - Balancing technology with the human side of sales - Using data a...

In this episode, Keith Gillispie shares his inspiring journey from Marine to successful real estate investor and entrepreneur. Discover how his innovative approach to automation, community building, and education is transforming the real estate investing space. Key Topics Keith's military background and transition to real estate The importance of automation in real estate investing Building c...

Probate is one of the most consistent lead sources in real estate — and one of the most ignored. In this episode, Chris McGeady sits down with Andrew Becker of Probate Engineers to break down everything investors need to know about the probate niche: from understanding the legal process to building a full probate department in as little as four weeks. Andrew shares why most investors overlook prob...

Cold calling is not dead. Weak operators just stopped doing it. In this episode of The Bored Room, Chris McGeady sits down with Nicholas Nick, founder of Lead Mining Pros, to break down how cold calling still drives real estate lead generation at scale. Nick shares his journey from restaurant management to building one of the most respected cold calling operations in the real estate space. We unpa...

AI is not the future of construction. It’s already here. In this episode of The Bored Room, Chris McGeady sits down with Ryan Garcilazo, founder of Rotty AI, to talk about how artificial intelligence is transforming construction, project management, and real estate investing. Ryan shares his journey from traditional construction into building an AI-driven platform designed to educate, streamline o...

In this episode of The Bored Room, Chris McGeady sits down with Thomas O’Brien to talk through his transition from first responder to full-time real estate investor and entrepreneur. Thomas shares what the shift really looks like behind the scenes, from learning sales and direct-to-seller marketing to building efficient systems that support both business growth and family life. The conversation di...

In this episode of The Bored Room, Chris McGeady sits down with Pete Russell of Velocity Advantage Capital to talk wholesaling, transactional funding, and why transparency matters more than ever in today’s real estate market. Pete breaks down common misconceptions, explains why double closings exist, and shares advice for new investors navigating legal changes, buyer relationships, and funding str...

In this episode of The Bored Room, I sit down with Drew Farnese — a long-time real estate operator who’s spent years wholesaling and flipping houses and is now building software for investors and agents. We talk through Drew’s journey in real estate, the lessons learned from early deals, and what pushed him to start building tools instead of just using them. The conversation naturally moves into s...

This is the first conversation in The Bored Room. I’ve spent years talking about sales, business, and what actually works. Over time, I realized the most valuable insights don’t come from scripts or frameworks — they come from real conversations. The Bored Room is a space for honest, unscripted conversations with people who are building, operating, and figuring things out in real time. No hype. No...

Why do “good” sales conversations still stall? In this episode, Chris talks through a pattern he sees constantly on sales calls where everything feels polite, smooth, and agreeable, but nothing actually moves forward. No scripts. No tactics. Just clarity around what causes deals to drift and why pressure shows up even when nobody is pushing. 👉 Free notes, resources, and breakdowns from each episo...

Today we’re kicking off Acquisitions Week with the first step of the Firehouse Sales Method: Calm the Scene. Most investors rush seller calls because they’re nervous or trying to sound smart. When you do that, the seller shuts down and you never get the real story. In this episode, I’ll show you how slowing things down changes the entire tone of the call and gets the seller talking. I’ll walk you...

Day 3 of the Close Smarter Christmas Series Today we’re breaking down the real reason so many sales calls fall apart — and it’s not pressure, objections, or the seller being hard to read. The truth?  Most salespeople are solving the wrong problem. Sellers rarely reveal their real issue upfront, and when you make assumptions too early, conversations go sideways fast. In this episode, I cover: The h...

🎄 Day 2 of the Close Smarter 25 Days of Christmas Series! Today, Chris breaks down the gift of calm — the firefighter mindset that helps you stay controlled and confident when sales calls get intense. You’ll learn why calm beats confidence, how pressure spreads through tonality, and how slowing your pace completely changes the way prospects respond. Whether you talk to sellers, buyers, contractor...

In today’s episode, Chris breaks down the gift of clarity — the secret to building trust in the first minute of a sales call. You’ll learn how sellers think before you speak, why clarity creates calm, and how using the Close Smarter™ framework helps you lead conversations that feel natural and pressure-free. 🔥 You’ll learn: Why sellers hesitate at the start of a call How clarity builds instant tr...

Most new investors think they need the perfect system before they can run a real estate business. They don’t. In today’s episode, I break down the exact blueprint I used to run our real estate investing business long before we had CRMs, tools, or experience. If you’re brand new — or overthinking every step — this is the episode that will finally give you clarity. You’ll learn: 🔥 The “Kitchen Tabl...

No two fire calls are the same — and neither are sales calls. But the thing that keeps you calm in both worlds is structure . In this episode, Chris McGeady breaks down how the EMS S.A.M.P.L.E. process from his firefighting days connects perfectly to his sales framework, the 3 W’s (Why Now, Why You, Why This). You’ll learn:  🔥 Why structure creates calm instead of making you sound scripted  🔥 Ho...

Chris outlines the metrics that separate pros from amateurs — the KPIs that show where your process is strong, where it leaks, and how to course-correct fast. Use these numbers to stay accountable and keep improving. 👉 Free notes, resources, and breakdowns from each episode: https://wintheclose.com/notes If you’re serious about improving your sales conversations, this is where everything lives —...

Deals don’t die from lack of interest — they die from lack of follow-up. Chris explains how to manage your follow-up process like a system so good conversations turn into contracts. 👉 Free notes, resources, and breakdowns from each episode: https://wintheclose.com/notes If you’re serious about improving your sales conversations, this is where everything lives — frameworks, examples, and tools we...