The Legacy Academy

Ordinary Income vs Capital Gains: Why Every Investor Should Care Feb 10, 2026 2165 One of the biggest tax misunderstandings in real estate investing isn’t depreciation… and it isn’t deductions.It’s how your profit is classified.In this episode, we explain the critical difference between ordinary income and capital gains and why that single classification can dramatically change how much tax you actually pay when you sell a property.Many investors assume that owning real estate

Common Tax Mistakes That Cost Real Estate Investors Thousands Feb 3, 2026 2220 In this episode of the podcast, we break down the most common tax mistakes real estate investors make. Mistakes that quietly destroy cash flow, trigger unnecessary audits, and cost investors tens of thousands of dollars over time.Whether you’re a new investor or have an established portfolio, tax planning mistakes often don’t come from bad intentions, they come from bad assumptions, outdated advic

REPS Part 3 - The Short Term Rental Loophole Jan 20, 2026 878 What if you could unlock massive tax deductions from your rental property—without qualifying as a Real Estate Professional? That’s the power of the Short-Term Rental Loophole (STRL).In this episode of The Legacy Academy, attorney and tax strategist Natalia Ouellette-Grice, JD, MBA breaks down one of the most powerful and misunderstood opportunities in the tax code for real estate investors. She ex

REPS Part 2: Changing Passive Activities into Active Trades and Businesses Jan 13, 2026 1204 In real estate, not all income is created equal—and the difference between passive and active can mean thousands of dollars in tax liability.In this follow-up episode of The Legacy Academy, attorney and tax strategist Natalia Ouellette-Grice, JD, MBA continues her deep dive into Section 469 of the Internal Revenue Code, focusing on how investors can transform passive real estate activities into ac

Real Estate Professional Status Jan 6, 2026 965 For real estate investors, few tax designations are as powerful—or as misunderstood—as Real Estate Professional Status (REPS) under Section 469 of the Internal Revenue Code. This isn’t just another label. It can determine whether you get to fully deduct your real estate losses against active income or lose those deductions to passive loss limitations.In this episode of The Legacy Academy, attorney

Natalia's Top Ten Tax Tips for 2026 Dec 30, 2025 1593 The 2026 tax landscape is shaping up to be one of the most consequential years real estate investors have seen in decades. Between proposed limits to 1031 exchanges, tighter IRS audit scrutiny, and shifting rules around depreciation, entity taxation, and estate exemptions, the financial moves you make now could define your long-term wealth strategy.In this episode of The Legacy Academy, attorney a

Flipping vs Holding: How Tax Treatment Changes Everything Dec 23, 2025 1523 wo investors. Two properties. One massive tax difference. 💸In this episode of The Legacy Academy, attorney and tax strategist Natalia Ouellette-Grice, JD, MBA unpacks the critical tax distinctions between flipping and holding real estate — and why getting this wrong can cost investors thousands.Natalia explains how the IRS decides whether you’re an investor or a dealer, what that means for your ta

Entity Selection for Investors: LLC, S-Corp, or Partnership? Dec 16, 2025 1701 Your entity choice can make—or break—your real estate investment strategy. 💼In this episode of The Legacy Academy, attorney and tax strategist Natalia Ouellette-Grice, JD, MBA breaks down one of the most misunderstood (and costly) decisions investors face: choosing the right entity structure. Whether you’re holding rentals, flipping houses, or scaling your real estate portfolio, your tax treatment

The Step Up in Basis: The Estate Planning Secret Weapon for Investors Dec 9, 2025 1750 Imagine passing real estate to your loved ones—without handing the IRS a massive tax bill. That’s the power of the step-up in basis.In this episode of The Legacy Academy, attorney and tax strategist Natalia Ouellette-Grice, JD, MBA unveils one of the most overlooked wealth-preservation tools in estate planning. She breaks down what the “step-up” actually means, how it works, and how it can save re

Understanding Basis: What You Paid vs. What the IRS Decides You Paid Dec 2, 2025 1251 When it comes to real estate investing, your basis could be the difference between keeping your profits—or handing them over to the IRS. In this episode of The Legacy Academy, Natalia Ouellette-Grice, Esq., JD, MBA, dives deep into the concept of “basis” — what it really means, how it’s calculated, and why it matters more than most investors realize.From understanding the difference between cost b

Tenant's Rights Feb 12, 2024 1683 Welcome to the latest episode of our podcast, designed specifically for Florida real estate investors! In this enlightening session titled "Tenant's Rights," we delve into the critical aspects of tenant laws in Florida, offering you a comprehensive guide to managing your rental properties effectively and legally. As a real estate investor in Florida, understanding tenant's rights is not just about

Surplus Funds Feb 5, 2024 1139 Welcome to another insightful episode of our podcast, where we delve into the often-overlooked realm of surplus funds in the context of tax deed and foreclosure sales. Join us as we unravel the mysteries behind surplus funds, a topic that is crucial yet not widely understood by many real estate investors. In this episode, we start by defining what surplus funds are, breaking down the concept into

Land Trusts Jan 29, 2024 1395 Join us in this insightful episode of our podcast where we delve into the world of Land Trusts with our expert attorney, Natalia Ouellette-Grice. With her profound expertise in Florida Real Estate Law, Natalia demystifies the concept of Land Trusts, a vital tool for real estate investors. In this episode, "Land Trusts: A Key Tool for Real Estate Investors," Natalia unravels the complexities surrou

Joint Venture Agreements Jan 22, 2024 1696 In this insightful episode of our podcast, we delve deep into the world of Joint Venture Agreements (JVAs) with our expert attorney, Natalia Ouellette-Grice. With her extensive background in Florida Real Estate Law, Natalia breaks down the complexities of JVAs, making them accessible to everyone from seasoned entrepreneurs to first-time investors. Join us as Natalia explains the nuts and bolts of

Corporate Transparency Act Jan 15, 2024 1493 In this insightful episode of the Legacy Academy Podcast, titled "Corporate Transparency Act," our esteemed attorney Natalia Ouellette-Grice delves into the intricate details of the Corporate Transparency Act (CTA) and its significant impact on real estate investors. With her extensive expertise in business and estate planning, Natalia offers a comprehensive understanding of the CTA, providing cla

Networking for Real Estate Investors Aug 28, 2023 2542 Join us as we discuss effective networking strategies specifically tailored for real estate investors. Greg Simpson opens up about his personal journey in the real estate realm and sheds light on the transformative impact networking has had on his career. Discover the numerous benefits of cultivating a strong network and gain actionable tips on how to make meaningful connections both online and of

Foreclosure and Bankruptcy Aug 14, 2023 1378 Explore the impact of bankruptcy on investors who have purchased properties at foreclosure auctions in this gripping episode of 'The Legacy Academy.' Join us as we delve into the complexities of bankruptcy declarations and how they affect real estate investors' investments, strategies, and financial future.

Johnson v Davis Aug 7, 2023 1607 Delve into the transformative impacts of the 1985 Supreme Court decision, "Johnson v Davis," on Florida's real estate market in this episode of "The Legacy Academy" podcast. This landmark ruling mandated disclosure requirements when selling real estate, reshaping buyer-seller dynamics and influencing property values and market practices throughout the state. Uncover the legal intricacies and pract

Partitions Jul 31, 2023 1348 Discover the intricacies of partition suits and gain valuable insights for real estate investors in this episode. Learn how the partition process works and explore the essential steps investors need to take for a successful outcome. Our expert real estate attorney provides comprehensive guidance, from evaluating risks and rewards to preparing a strong case and working with specialized attorneys. D

Finding a Great Tenant Jul 24, 2023 1776 In this episode, we provide valuable insights for landlords who have encountered challenges with tenant selection and offer practical advice on how to attract better tenants. Our expert real estate attorney discusses the importance of thorough background checks, effective marketing strategies, and understanding legal considerations while screening tenants. Learn about key criteria and red flags to

Possession Issues Jul 17, 2023 1363 Navigating possession issues can be complex, and different acquisition circumstances require varying approaches. Our expert hosts will delve into the intricacies of gaining possession, providing valuable insights tailored specifically for real estate investors.   Learn about the essential notices and legal requirements involved in obtaining possession of an investment property. We will discus

Real Estate Contracts - Backing Out Jul 10, 2023 1229 Understanding when and how to back out of a real estate contract is crucial for investors seeking flexibility and protection in their investment ventures. Our expert hosts will shed light on the situations that may allow you to exit a contract without significant repercussions, ensuring you are well-informed and empowered to make the right decisions. We'll discuss various options available to inve

Lease Agreements Jul 3, 2023 1750 Lease agreements form the foundation of successful landlord-tenant relationships, and understanding their intricacies is vital for real estate investors. Natalia brings her expertise and experience to the table, guiding listeners through the fundamentals of lease agreements and shedding light on common misconceptions that can lead to costly mistakes. In this episode, you will learn the key compone

Tax Deeds - Vacant Land Jun 26, 2023 3779 In this episode of "The Legacy Academy" podcast, we delve into the fascinating world of tax deeds and vacant land investments. Our special guest, Aaron Kinder, the owner of Florida Wholesale Land and an experienced investor in vacant land, joins us to share his invaluable insights and boots-on-the-ground experience in this niche market.   Join us as we explore the potential and opportunities

Foreclosures - Due Diligence Jun 19, 2023 1750 Join us for an informative episode of our podcast as we dive deep into the world of foreclosures and due diligence. Designed specifically for real estate investors who participate in foreclosure auctions, this episode is packed with valuable insights and practical tips to help you make informed investment decisions. Natalia Ouellette-Grice, is an esteemed author who has written a book titled "Flor

Tax Deeds - Quiet Title Jun 12, 2023 1909 Join us for an insightful episode of our podcast titled "Tax Deeds - Quiet Title." Whether you're an experienced real estate investor or a newcomer interested in tax deed investments, this episode is packed with valuable information to help you navigate the complexities of quieting title. Natalia Ouellette Grice, is a renowned expert in Florida Tax Deeds with over 13 years of experience assisting

Asset Protection Jun 5, 2023 1796 Welcome to "The Legacy Academy" podcast! In our latest episode, titled "Asset Protection," we dive into the world of real estate investments and explore the crucial topic of safeguarding your assets. Join us as we sit down with Attorney Natalia Ouellette-Grice, an expert in real estate asset protection, who will guide us through the various options available to protect your valuable investments. A

Earnest Money May 29, 2023 1007 Welcome to "The Legacy Academy," the ultimate podcast for real estate investors looking to build a lasting legacy. In this episode, we delve into a crucial aspect of real estate transactions: earnest money deposits. Join us as we sit down with Attorney Natalia Ouellette-Grice, an esteemed legal expert specializing in real estate, to unravel the mysteries behind earnest money. What exactly is earne

Easements May 22, 2023 1373 Join us as we sit down with Attorney Natalia Ouellette-Grice, a seasoned legal expert specializing in real estate law. Natalia will guide us through the fundamentals of easements, helping you understand what they are and how they can affect your property ownership. Throughout the episode, Natalia will explore various aspects of easements, answering critical questions that every real estate investo

Evictions May 15, 2023 1429 Join us as we sit down with Attorney Natalia Ouellette-Grice, an expert in landlord-tenant law, as she walks us through the eviction process specifically in the state of Florida. With her extensive experience, she shares valuable insights and practical advice to help landlords understand the intricacies of eviction and ensure a successful outcome. From the initial steps of issuing a notice to the

Wholesaling 101 May 8, 2023 1404 Welcome to "The Legacy Academy" podcast episode titled "Wholesaling 101", designed specifically for real estate investors who are interested in investing in wholesaling or looking to brush up on the basics. In this episode, Natalia Ouellette-Grice, attorney and owner of LCO Law will provide a comprehensive overview of wholesaling and discuss how to do it legally in Florida. Wholesaling can be a lu

Foreclosures 101 May 1, 2023 1419 In "Foreclosures 101", the latest episode of "The Legacy Academy" podcast, we dive into the world of Florida Foreclosure Sales for real estate investors. Natalia Ouellette-Grice, attorney and owner LCO Law, provides listeners with a comprehensive understanding of the fundamentals and more complex aspects of the foreclosure process in Florida. Natalia provides valuable insights into the strategies

Tax Deeds 101 Apr 24, 2023 1449 In this episode of "The Legacy Academy" podcast, tax deed expert and attorney Natalia Ouellette-Grice, delves into the world of tax deed sales in Florida. Tax deed sales can be a lucrative investment opportunity for those willing to do their research and understand the process. Natalia Ouellette-Grice explains the basics of tax deed sales, including how they work, the legal requirements, and poten

Deeds 101 Apr 17, 2023 1615 If you're a real estate investor, you know how important it is to have a solid understanding of the various types of deeds and their potential legal implications. Natalia has you covered! From warranty deeds to quitclaim deeds and everything in between, she breaks down each type of deed and explains its uses, benefits, and potential pitfalls. But that's not all! Natalia also shares valuable insigh

Unique Value Proposition Dec 22, 2022 1387 What is your Unique Value Proposition? You may not even know you need one, but for effective marketing, you do. Listen to this weeks episode as we explain what it is, and how to create a solid UVP.

Delegation Dec 15, 2022 1399 If you want your business to grow, or if you want to do anything aside from work, you need to learn to delegate the tasks that aren't the best use of your time. Listen to this weeks episode to learn some tips on how to start delegating tasks to free up your time to do the things you truly love in your business.

Burnout Dec 8, 2022 1311 As a business owner, burnout is a very real possibility. If you're not paying attention to the signs in your employees and yourself, you could end up with some serious issues. Listen to this week's episode to discover the signs of burnout and what to do about it.

Excellent Customer Service Dec 1, 2022 1471 Excellent customer service can set your business apart from the rest of the herd.  Listen to this week's episode as we lay out some ground rules, tips and tricks to level up your customer service game!

Hiring Nov 23, 2022 1365 Now that you've gotten rid of that toxic employee, it's time to begin the hiring process. Join us as we discuss all of the things to consider when making your next hire!

Toxic Employees Nov 17, 2022 1184 Toxic Employees cost more than just their salary. They can be a cancer in your business and rot it from the inside out. Listen as we break down how to deal with these trouble makers!

Firing Clients Nov 10, 2022 1237 A bad client or customer can make you life miserable. Take charge of your business and fire the clients that are costing your business money and costing you your sanity.

Estate Planning for Business Owners Nov 3, 2022 1273 We're going to talk about the consequences of small business owners NOT having an estate plan. It may seem overwhelming, but not knowing what will happen if you can't work puts your entire business in peril.

Small Business Funding Oct 27, 2022 1416 We are joined by Michael Pilet the founder and owner of Storehouse Capital and Funding Solutions. Michael talks with us about different funding and loan options as well as some of the nitty gritty details on the application process, approval criteria, and more!

Business Management Systems Oct 20, 2022 1235 Justin and Natalia do a deep dive into Business Management Systems and how you can start implementing them into your business today!

Effective Time Management Oct 13, 2022 1158 Today we dive into tips for effective time management and how it can improve your business!

Owning your Software as a Small Business Owner Oct 6, 2022 1387 We are joined by special guest Pablo Del Valle of Pinnacle Technologies to discuss the benefits of owning your own software as a small business owner.

Preparing to Work with an Attorney Sep 29, 2022 1376 This episode outlines everything you need to know when searching for and preparing to work with an attorney on your business matters!

Expanding Your Professional Network Sep 22, 2022 1208 Natalia and Justin speak about networking with other professionals and how it can impact your bottom line. This episode comes with a companion handout that you can download by going to www.lcolawfl.com/connect100

Sales: Building Rapport Sep 15, 2022 1097 Today we are joined by Sales Expert James Tsikerdanos of Sonder Insights. We are discussing Building Rapport with potential clients and why it's crucial to your sales.

Networking Effectively Sep 8, 2022 1184 Today we are so excited to be speaking with Ken Fernandez, the founder of Partners in Network, based in Tampa, Florida. If you're new to networking or even if you'd like to hone in your networking skills, this episode is for you!

Marketing: Ideal Client Sep 1, 2022 1133 Marketing to everyone is marketing to no one.  If you don't hone your message to a single client avatar, you are wasting precious marketing dollars and your business is missing out on revenue.  Download our Ideal Client worksheet by visiting www.lcolawfl.com/clientavatar.

Online Reviews Aug 25, 2022 1233 Online reviews and how you respond to them WILL affect your business's reputation. Make sure that you are in control of your online presence. Listen for tips that you can use TODAY to protect your company's reputation!

What is Legacy? Aug 18, 2022 1165 What does Legacy mean to you as a business owner? For us, it means a lot more than just leaving something behind. Building a Legacy is an intentional act and it MUST be created with that in mind.

Episodes

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