In this episode, we dig into the gritty, unpolished side of mobile home park investing—where deals fall apart, banks get involved, and survival depends on strategy and grit.

You'll learn:

• What really happens when a park goes into foreclosure
• How to approach a deal that's distressed—financing, negotiation, legal pitfalls, and timing
• A breakdown of a recent real-life deal—how we found it, structured it, and the problems no one warns you about
• Is buying a park in foreclosure actually worth it? Or is it a trap wrapped in opportunity?

If you've ever wondered how to step into a broken deal and actually fix it—or whether the stress is even worth the return—this episode gives you the raw truth, the strategies, and the mindset needed to do it the right way.

In this episode, Miles opens up about navigating the most stressful moments in business—when one loan, one client, or one deal could change everything. He shares honest reflections on what it feels like to live with that level of pressure, how to separate emotion from logic, and the mental frameworks that keep you from breaking when the stakes are high.

From lessons learned through personal financial risk to the mindset shifts that help you stay calm and make clear decisions, this episode is for every entrepreneur facing uncertainty and wondering how to keep going when the margin for error is razor thin.

You'll learn how to:

• Reframe fear so it becomes fuel instead of paralysis
• Protect your mental bandwidth when stress is constant
• Build trust in yourself and your process, even when outcomes are unknown

Because every great business story has a chapter where everything hangs in the balance.

Visit treesidecapital.com to learn more.

In this episode, Miles breaks down one of the most powerful — yet misunderstood — tools in real estate: seller financing. Whether you're buying your first park or your tenth, knowing how to bring it up, frame it, and structure it can make or break a deal.

We'll cover:

• The psychology of a seller and how to read when the timing is right to bring up creative financing.
• How to frame the conversation so it feels like a win-win — protecting the seller's interests while solving your financing hurdles.
• Proven structures for seller-financed deals — from simple amortizations to hybrid bank/seller notes and performance-based structures.
• Sample scripts you can use to transition naturally from price negotiation to terms discussion.
• Real-world examples from recent Treeside deals where seller financing turned a "no" into a "yes."

If you've ever wondered how to confidently ask for seller financing without sounding desperate or confusing the seller, this episode gives you the roadmap — so you can unlock deals others walk away from.

🎧 Listen in and learn how to turn the toughest sellers into your best lenders.

Visit treesidecapital.com to learn more.

In this episode, Miles breaks down one of the most powerful — yet misunderstood — tools in real estate: seller financing. Whether you're buying your first park or your tenth, knowing how to bring it up, frame it, and structure it can make or break a deal.

We'll cover:

• The psychology of a seller and how to read when the timing is right to bring up creative financing.
• How to frame the conversation so it feels like a win-win — protecting the seller's interests while solving your financing hurdles.
• Proven structures for seller-financed deals — from simple amortizations to hybrid bank/seller notes and performance-based structures.
• Sample scripts you can use to transition naturally from price negotiation to terms discussion.
• Real-world examples from recent Treeside deals where seller financing turned a "no" into a "yes."

If you've ever wondered how to confidently ask for seller financing without sounding desperate or confusing the seller, this episode gives you the roadmap — so you can unlock deals others walk away from.

🎧 Listen in and learn how to turn the toughest sellers into your best lenders.

Visit treesidecapital.com to learn more.

What happens when the deal goes sideways? From nightmare tenants to lender defaults, from hidden environmental hazards to partners gone rogue, Worst Case Scenarios in Real Estate dives into the gritty stories no one wants to tell at networking events—but everyone needs to hear.

Each episode unpacks real-life disasters in real estate investing and operations, breaking down what went wrong, what it cost, and most importantly—how to avoid the same fate. Whether you're a seasoned investor or just getting started, you'll walk away with battle-tested lessons, sharper instincts, and the confidence to survive (and even thrive) when things don't go as planned.

Because in real estate, it's not about if something will go wrong—it's about being ready when it does.

In this episode, we dive into the art of evaluating mobile home park deals by breaking down the hidden risks that can make or break your investment. From utilities and their long-term sustainability, to the nuances of RTO (rent-to-own) and POH (park-owned homes) risk, to collections and even the liability of accepting cash and checks — every piece matters when sizing up a deal.

We'll walk through how to balance risk and upside, stick to your predetermined deal parameters, and avoid talking yourself into a bad acquisition. You'll hear practical frameworks for setting your criteria ahead of time — including park size, location, utility setup, TOH/POH mix, and return profile — so that when opportunities arise, you can confidently submit quality offers without letting emotion or deal fever cloud your judgment.

If you want to sharpen your underwriting skills, protect yourself from downside, and build long-term success in mobile home park investing, this episode will give you the tools and mindset to evaluate deals the right way.

135. Transition from Private Sewer to City Sewer Transitioning a mobile home park from a private sewer system to a city sewer connection is one of the most significant – and often intimidating – infrastructure projects an owner can take on. In this episode, we break down the process step by step: from assessing existing infrastructure, working with municipalities, and understanding permitting requirements, to the financial side of funding, grants, and long-term ROI. We'll talk about the risks and headaches of private systems, the value creation that comes with tapping into city sewer, and how to weigh costs against improved collections, higher cap rates, and easier financing. Whether you're considering a conversion, in the middle of one, or just want to understand how it impacts valuations, this episode gives you the playbook and real-world lessons for making the transition smooth and profitable.

Visit treesidecapital.com for more info and a free gift.

In the mobile home park space, due diligence is rarely neat and tidy. Older sellers often provide incomplete or outdated records, leaving buyers to make critical decisions with imperfect information. In this episode, we'll dive into the art of navigating seller relationships during due diligence—how to communicate effectively, manage expectations, and keep deals moving forward even when your requests aren't fully met. We'll talk about why incomplete information is the norm, how to separate the "must-haves" from the "nice-to-knows," and strategies for building trust with sellers who may be resistant or simply disorganized. Whether you're new to acquisitions or a seasoned investor, this conversation will equip you with the mindset and tools to move deals forward despite the inevitable challenges of working with legacy owners.

Visit treesidecapital.com for more information

On this episode, we dive into the world of direct-to-seller lead generation—the art and science of creating opportunities without waiting on brokers, listings, or luck. We'll break down practical strategies that real operators use to consistently fill their pipeline:

• Text Message Campaigns – how to craft short, punchy messages that get responses without feeling spammy.
• Email Sequences – setting up value-driven email outreach that builds credibility and keeps you top of mind.
• Direct Mail – proven formats that cut through the noise and land on a seller's desk with impact.
• Cold Calling – what to say, how to handle objections, and when to push for the next step.
• Marketing Messages – the psychology of words and positioning that get sellers leaning in.
• Follow-Up Systems – why most deals come after the 5th, 7th, or even 10th touch—and how to stay consistent.
• In-Person Meetings – turning initial interest into lasting relationships by showing up prepared.

We'll also talk about playing the long game—because true success in direct-to-seller marketing isn't about quick wins. It's about building trust, nurturing relationships, and becoming the person sellers call when they're finally ready to make a move.

Whether you're just setting up your first outreach system or refining a seasoned marketing machine, this episode will give you the tools, scripts, and mindset to build a pipeline that lasts.

Success in business often comes down to one thing: the people you surround yourself with. In this episode, we dive into the game-changing impact of having a quality partner. I share how working with Ryan Groene has transformed the way we operate—allowing me to stay laser-focused on acquisitions while Ryan runs the day-to-day with precision. From coordinating with managers and contractors to evaluating deals and overseeing operations, Ryan's ability to execute gives me the freedom to double down on my strengths. Tune in to learn why complementary skill sets, trust, and alignment of vision aren't just nice to have—they're essential for scaling any business.

Visit treesidecapital.com to learn more

In this episode, we dig into the often-overlooked opportunities hiding in plain sight during the due diligence phase of a real estate deal. From connecting to city sewer systems to selling excess land to developers, we explore how smart investors uncover creative ways to add massive value. We'll talk about expanding mobile home and RV parks, identifying underutilized parcels, and leveraging local zoning and infrastructure to create upside. Whether you're a seasoned operator or just getting started, this episode will help you sharpen your eye for hidden potential and turn due diligence into a profit center.

Visit treesidecapital.com to learn more