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Zen and the Art of Real Estate Investing

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What if you could learn from experienced real estate investors, find out what got them to where they are now, get insight into their daily habits, and take these insights to inspire your own growth? That's what each episode of Zen and the Art of Real Estate Investing brings. Hosted by Jonathan Greene, a real estate investor for more than 30 years, as well as advisor and coach, the founder of Streamlined Properties and the Team Leader of Streamlined Properties, brokered by Real, every episode is an in-depth look at the mindful approach to real estate investing. If you are looking to start from scratch, get to the next level, or just for a straightforward and honest approach to real estate investing, Zen and the Art of Real Estate Investing is the free mentorship program you can take with you anywhere.2024 マネジメント・リーダーシップ リーダーシップ 個人ファイナンス 経済学
エピソード
  • 290: Why Accurate Financials Lead To Better Decisions and More Profit with Max Emory
    2025/10/30

    Jonathan welcomes Max Emory, founder of Time Capital Bookkeeping & CFO Solutions, a bookkeeping educator and active investor. Together, they explore why clean books form the foundation of every real estate business and how accurate categorization impacts both taxes and lending. Max explains what decision-ready financials allow investors to do, including timing acquisitions, managing cash flow, and avoiding costly tax surprises. He also shares why onboarding with a professional bookkeeper is intensive but worthwhile, how your bookkeeper, CPA, and attorney should collaborate, and the most common financial pitfalls he corrects for flippers, wholesalers, and landlords.

    Max shares his path from serving in the Marine Corps to purchasing his first duplex in Columbia, South Carolina, and scaling through clustered small multifamily properties using the BRRRR strategy. He discusses early challenges such as hiring and firing property managers, building a technology-driven team, and using neighborhood comps and appraisals to improve accuracy. He explains how commingling funds can disrupt operations and increase bookkeeping costs, how simple categorization mistakes can inflate taxable income by thousands, and how to adjust profit and loss reporting to support specific goals, whether maximizing lendability or minimizing taxes.

    Listeners will leave with a clear checklist for preparing to hire a professional bookkeeper, an understanding of which financial metrics matter most, and the confidence to treat bookkeeping as a strategic advantage rather than a yearly obligation.

    In this episode, you will hear:
    • Why bookkeeping is the financial foundation—and how it drives tax strategy, lending, and acquisitions

    • The most expensive mistakes Max sees (miscategorization, commingling, missing capex visibility)

    • How to align your bookkeeper, CPA, and attorney so your entity structure helps operations

    • A simple starter system for receipts, statements, and deal docs (even before you hire help)

    • When and why to keep taxable income high (and when to compress it)

    Follow and Review

    If you enjoy the show, please follow Zen and the Art of Real Estate Investing on Apple Podcasts and leave a rating and review. It helps other listeners discover these conversations and supports the show's growth.

    Supporting Resources

    Connect with Max Emory

    Website: https://www.timecapitalbcs.com/

    Youtube: https://www.youtube.com/@millionairebookkeeper

    Facebook: https://www.facebook.com/themaxemory

    Instagram: https://www.instagram.com/timecapitalbcs

    LinkedIn: https://www.linkedin.com/in/millionairebookkeeper/

    Tik Tok: https://www.tiktok.com/@timecapitalbcs0?lang=en

    Instagram: https://www.instagram.com/millionairebookkeeper/

    Connect with Jonathan:

    Website - www.streamlined.properties

    YouTube - www.youtube.com/c/JonathanGreeneRE/videos

    Instagram - www.instagram.com/trustgreene

    Instagram - www.instagram.com/streamlinedproperties

    TikTok - www.tiktok.com/@trustgreene

    Zillow - www.zillow.com/profile/StreamlinedReal

    Bigger Pockets - www.biggerpockets.com/users/TrustGreene

    Facebook - www.facebook.com/streamlinedproperties

    Email - info@streamlined.properties

    This episode was produced by Outlier Audio

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    52 分
  • 289: Finding a Better Way To Build Wealth and Cash Flow with Jon Wells
    2025/10/27

    On this week's episode, Jonathan welcomes Jon Wells, a real estate matchmaker, syndicator, and longtime realtor with A Better Way Realty and managing partner at Alpha Network—for a candid look at what actually builds durable wealth. Jon traces his journey from early "fix-and-flips" to higher-conviction "fix-and-holds," and ultimately to group homes leased on commercial-style terms. He explains why patience, operator quality, and underwriting discipline matter more than shiny objects, and how aligning with the right partners turns headaches into hands-off income.

    As the conversation unfolds, they unpack contractor pitfalls, slim-margin flips that turn into flops and the relief of triple-net-style leases where the business, not the landlord, handles the day-to-day. Jon shares why he prefers renting large, lightly modified homes to sober-living/mental-health operators (versus carving up houses), why meeting new operators is the hardest part of this niche, and how option agreements can create shared upside. They also dive into passive vs. active choices, due-diligence checklists for syndications, and the value of investing in what you truly understand.

    Listeners will come away with a calmer, longer-term lens: start with who you trust, de-risk with questions that reveal how an operator thinks, and don't mistake speed for progress—especially when cash flow and sleep-at-night returns are the goal.

    In this episode, you will hear:
    • Why slim margins turn flips into long, stressful holds—and how to avoid it.

    • The group-home model Jon uses: bigger homes, egress and safety upgrades, and commercial-style leases to vetted operators.

    • Triple-net thinking for residential assets: fewer calls, clearer responsibility, steadier income.

    • Trust and due diligence: the questions that de-risk syndications and funds—and when "no answer" means "no deal."

    • Why investing in what you actually know (and who you truly trust) beats chasing neon "opportunities."

    • How to choose between passive and active plays based on temperament, skills, and season of life.

    Follow and Review

    If you enjoy the show, please follow Zen and the Art of Real Estate Investing on Apple Podcasts and leave a rating and review. It helps other listeners discover these conversations and supports the show's growth.

    Supporting Resources

    Connect with Jon Wells

    Website - www.abetterwayrealty.comFacebook - https://www.facebook.com/jonwells69Instagram - https://www.instagram.com/jonwells5280/Linkedin - https://www.linkedin.com/in/jonwellsrealtor/

    Connect with Jonathan:

    Website - www.streamlined.properties

    YouTube - www.youtube.com/c/JonathanGreeneRE/videos

    Instagram - www.instagram.com/trustgreene

    Instagram - www.instagram.com/streamlinedproperties

    TikTok - www.tiktok.com/@trustgreene

    Zillow - www.zillow.com/profile/streamlinen​j

    Bigger Pockets - www.biggerpockets.com/users/jonathangreene

    Facebook - www.facebook.com/streamlinedproperties

    Email - info@streamlined.properties

    This episode was produced by Outlier Audio

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    49 分
  • 288: Building a Capital Gains Tax Exit Plan with Brett Swarts
    2025/10/23
    In this episode of Zen and the Art of Real Estate Investing, Jonathan sits down with Brett Swarts, founder of Capital Gains Tax Solutions, to explore strategies for minimizing capital gains taxes when selling real estate or business assets. Brett Swarts is the founder of Capital Gains Tax Solutions, specializing in advanced strategies to help investors defer or eliminate capital gains taxes. With extensive experience in structuring Deferred Sales Trusts and other exit strategies, Brett has guided numerous real estate and business owners in building tax-efficient, long-term wealth plans. Brett explains how the Deferred Sales Trust (DST) offers a flexible alternative to traditional 1031 exchanges, providing investors with greater control over timing, liquidity, and investment choices while deferring taxes in a manner that is legally compliant under IRS guidelines. Brett outlines the mechanics of a DST, detailing how proceeds from a sale can be structured to defer capital gains taxes and reinvest in a variety of assets. You'll get insight into the advantages of a DST over standard tax-deferral methods, including reduced pressure to time the market, expanded diversification opportunities, and the ability to preserve wealth across multiple investment vehicles. Jonathan and Brett also discuss common misconceptions about tax-deferred strategies, emphasizing the importance of understanding legal structures and working with experienced professionals. The conversation highlights how these tools can fit into a broader estate and legacy planning framework, ensuring that wealth is transferred efficiently to future generations while maintaining flexibility for investors today. Several real-world examples demonstrate how investors have effectively utilized DSTs to manage risk, maintain cash flow, and safeguard portfolio value in dynamic markets. Brett emphasizes that while a DST can benefit many investors, it is particularly effective for those with significant gains, complex portfolios, or long-term wealth preservation goals. The discussion concludes with actionable guidance on evaluating whether a DST aligns with an investor's exit strategy and long-term financial objectives. By the end of this episode, you'll understand how to approach capital gains tax planning strategically, integrating DSTs into their broader real estate and business investment strategies. Jonathan and Brett provide a clear framework for deferring taxes, diversifying holdings, and protecting wealth, enabling investors to make informed decisions that align with both their financial and personal objectives. In this episode, you will hear: How the Deferred Sales Trust works as an alternative to 1031 exchanges Ways to defer capital gains taxes while maintaining investment flexibility Strategies for diversifying proceeds and protecting portfolio value Common misconceptions about tax-deferred exit strategies How estate and legacy planning can integrate with a DST Follow and Review: We'd love for you to follow us if you haven't yet. Click that purple '+' in the top right corner of your Apple Podcasts app. We'd love it even more if you could drop a review or 5-star rating over on Apple Podcasts. Simply select "Ratings and Reviews" and "Write a Review" then a quick line with your favorite part of the episode. It only takes a second and it helps spread the word about the podcast. Supporting Resources: Capital Gains Tax Solutions website - www.capitalgainstaxsolutions.com Build It To Billions on YouTube - www.youtube.com/@BuildItToBillions Brett Swarts on Facebook - www.facebook.com/brett.swarts Brett's Instagram - instagram.com/brett_swarts Connect with Brett on LinkedIn - www.linkedin.com/in/brett-swarts Website - www.streamlined.properties YouTube - www.youtube.com/c/JonathanGreeneRE/videos Instagram - www.instagram.com/trustgreene Instagram - www.instagram.com/streamlinedproperties TikTok - www.tiktok.com/@trustgreene Zillow - www.zillow.com/profile/StreamlinedReal Bigger Pockets - www.biggerpockets.com/users/TrustGreene Facebook - www.facebook.com/streamlinedproperties Email - info@streamlined.properties Episode Credits If you like this podcast and are thinking of creating your own, consider talking to my producer, Emerald City Productions. They helped me grow and produce the podcast you are listening to right now. Find out more at https://emeraldcitypro.com Let them know we sent you.
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    47 分
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