Uncontested Investing

In this episode of Uncontested Investing, we wrap up our conversation on how AI can help investors get ahead and stay ahead by digging deeper into one of the most overlooked growth levers in real estate: bookkeeping and administrative work. This is the side of the business that most investors do not love, but it is also the side that can quietly create chaos if you are not on top of your numbers, your vendors, your ren...

In this episode of Uncontested Investing, we dig into one of the least glamorous but most important parts of real estate investing: financial bookkeeping and administrative work. Once a deal is in your portfolio, the real test is not just finding the next opportunity. It is managing the money, the reporting, the vendors, the rent tracking, and the moving pieces without letting costly mistakes slip through the cracks. T...

In this episode of Uncontested Investing, we wrap up our two-part conversation on how AI can help real estate investors get ahead and stay ahead by focusing on one of the most time-consuming parts of the business: deal sourcing. If Part 1 was about analyzing deals faster and with more confidence, this follow-up is about finding those deals in the first place and building a sourcing machine that works with your buy box ...

In this episode of Uncontested Investing, we continue our AI series by digging into one of the most practical use cases for investors: using AI to analyze deals and sharpen deal sourcing. If you are looking at dozens of properties, trying to underwrite faster, reduce bottlenecks, and make stronger decisions without getting buried in spreadsheets, this conversation is for you. We break down how AI can help investors def...

In this episode of Uncontested Investing, we wrap up Part 2 of our conversation on how real estate investors can use AI to get ahead and stay ahead, this time by focusing on the practical side of script writing, messaging, and communication workflows. In Part 1, we talked about where AI can help across the real estate ecosystem, from sellers and brokers to lenders, contractors, investors, and tenants. In this follow-up...

In this episode of Uncontested Investing, we kick off a new series on how AI can help real estate investors get ahead and stay ahead. We were inspired by our earlier conversation with Martin Kay from Entera, and in this first installment, we focus on one of the most practical and immediately useful applications of AI in real estate: script writing and communication. From sellers and brokers to lenders, contractors, inv...

In this episode of Uncontested Investing, we wrap up our conversation with Martin Kay, founder and CEO of Entera, by digging into what it actually takes to build a lasting real estate technology company in a people-first industry. Martin explains what Entera means when it says it is working to revolutionize the way people buy, sell, and operate homes, and why the real win is not just faster transactions, but a simpler,...

In this episode of Uncontested Investing, we sit down with Martin Kay, founder and CEO of Entera, to talk about one of the biggest shifts happening in real estate right now: the use of AI to reduce cost, speed up decisions, and help investors operate more efficiently. Martin brings a rare lens to this conversation because he is not just building technology. He is building it for real estate operators, capital partners,...

In this episode of Uncontested Investing, we pick up Part 2 of our conversation on retirement funds and how real estate investors can actually use them to their advantage. In Part 1, we covered the big-picture differences between pensions, 401(k)s, self-directed 401(k)s, and self-directed IRAs. In this follow-up, we go deeper into the mechanics that matter once you decide to use retirement capital in real estate, inclu...

In this episode of Uncontested Investing, Suzanne and I wrap up our alternative funding conversation by diving into one of the most overlooked capital sources in real estate: retirement funds. We break down how pensions, 401(k)s, self-directed 401(k)s, and self-directed IRAs can potentially be used to invest in real estate, why these accounts matter for investors building long-term wealth, and where the flexibility rea...

In this episode of Uncontested Investing, we pick up Part 2 of our conversation on institutional capital by moving from the big-picture mindset into the real-world mechanics of working with larger capital partners. If Part 1 was about what institutional capital is and how big money thinks, this episode is about what it actually feels like to operate inside that world. We get into slower timelines, deeper underwriting, ...

In this episode of Uncontested Investing, we kick off a new conversation on alternative funding by diving into institutional capital. This is the side of real estate where the money is bigger, the timelines are longer, the due diligence is deeper, and the expectations are much higher. We break down what institutional capital actually is, why it plays such a major role in housing and large-scale development, and why it ...

In this episode of Uncontested Investing, Suzanne and I wrap up our two-part conversation on crowdfunding and syndication by getting into the side of the conversation investors cannot afford to skip: risk, structure, and due diligence. Part 1 covered how these models work and why they appeal to investors who want real estate exposure without owning and operating every property themselves. In this follow-up, we talk abo...

In this episode of Uncontested Investing, we break down two powerful ways to fund real estate deals without taking on everything yourself: crowdfunding and syndication.

If you've ever felt like you don't have enough capital to get started—or to scale—this episode shows you how investors are leveraging these models to access bigger opportunities, generate passive income, and grow their portfolios faster.

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In this episode of Uncontested Investing, we continue our private lending mini-series by shifting from the upside of private lending to the real-world considerations investors need to understand before leaning on it too heavily. In Part 1, we covered what private lending is, why it exists, and how it helps investors move faster than conventional banks. In this Part 2, we get into the tradeoffs: higher rates, shorter ti...

In this episode of Uncontested Investing, we kick off our private lending mini-series by breaking down one of the most important alternative funding tools in real estate investing. Private lending can be the difference between waiting on a bank and actually winning the deal, especially when speed, flexibility, and relationship-based financing matter most. This conversation is all about what private lending is, why it e...

In this episode of Uncontested Investing, we are back with Part 2 of our Real Estate Investment Trusts (REITs) series, and this time we're talking about REIT risks, real-world considerations, and how to actually use REITs inside your investing strategy. In Part 1, we covered what REITs are and why they can be a powerful income and diversification tool. In this follow-up, we dig into interest-rate sensitivity, stock-mar...

In this episode of Uncontested Investing, Suzanne and I kick off a new mini-series on alternative funding sources by breaking down one of the most common — and most misunderstood — tools out there: Real Estate Investment Trusts, or REITs. We walk through what a REIT actually is, why they exploded after the 2008 mortgage crisis, and how they've shaped the single-family rental space over the last decade.

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In this episode of Uncontested Investing, we continue our deep dive on laws and regulations that every real estate investor needs to understand. In Part 1, we focused on what to know before you buy. In this Part 2, we move into post-purchase responsibilities: landlord–tenant laws, disclosures, security deposits, habitability standards, fair housing, pets and service animals, ongoing compliance, taxes, and insurance.