3 Real Estate Investing Lessons I Wish I Knew

Matt Bowles | Maverick Investor Group
  • 5.0 (8)
  • Investing
  • Updated Biweekly

Experienced real estate investors reflect on their journeys and share the 3 most important lessons they wish they knew when getting started. Hosted by Matt Bowles of Maverick Investor Group, this show draws out practical lessons about turnkey rental properties, financial freedom, portfolio growth, tax strategy, and building long-term wealth through real estate. Each episode breaks down the specific strategies, mistakes, mindset shifts, and investing principles that helped guests scale their portfolios and create more freedom in their lives. Topics include long-term rental properties, short-term rentals, medium-term rentals, passive income, self-directed IRAs, bonus depreciation, financing, leverage, market selection, asset protection, and remote real estate investing. Guests also share candid stories about overcoming fear, analyzing deals, managing risk, and using real estate investing to create more flexibility, location independence, and lifestyle freedom. Whether you are buying your first rental property or growing a large portfolio, this podcast is designed to help you learn faster, avoid costly mistakes, and make smarter investing decisions.

Episodes

  1. How Women Real Estate Investors Succeed Through Focus, Systems and Community with Liz Faircloth (Ep 2)

    6d ago

    How Women Real Estate Investors Succeed Through Focus, Systems and Community with Liz Faircloth (Ep 2)

    Hear why the right market selection, mentorship, community & disciplined scaling system matter more than chasing deals. 👉 Want to build a cash-flowing rental property portfolio from anywhere? Watch my free training on how to buy turnkey rental properties in the most investor-advantaged U.S. real estate markets: https://www.maverickinvestorgroup.com/turnkey Liz Faircloth shares the lessons she learned scaling from buying a single duplex to building and managing a large multifamily real estate portfolio across multiple states.   She explains why market selection matters more than chasing individual deals, how the right systems can prevent investors from “scaling chaos,” and why mentorship and community can dramatically shorten the learning curve for real estate investors. Liz also reflects on the mistakes she made early in her investing journey, including overextending into too many asset classes at once.  She discusses how disciplined scaling, multifamily investing, and intentional networking helped her build long-term wealth. In addition, she shares the mission behind InvestHER and how her team supports women real estate investors through education, mentorship, live events, and community.

    38 min

  2. May 26

    Stop Looking at Properties: Keith Weinhold’s Contrarian Strategy to Build Real Estate Wealth (Ep 1)


    Learn why you should stop looking at properties, use good debt to grow faster, and invest based on supply and demand. 👉 Want to build a cash-flowing rental property portfolio from anywhere? Watch my free training on how to buy turnkey rental properties in the most investor-advantaged U.S. real estate markets: https://www.maverickinvestorgroup.com/turnkey How do you build real estate wealth without starting with the property? In this episode, Keith Weinhold breaks down the contrarian investing framework he’s developed over 20+ years, beginning with why most investors get it backwards by focusing on properties first. He explains how to clarify your investment goals, choose the right market, and build a team before ever selecting a deal—especially when investing in out-of-state rental property markets. Keith also shares how he used leverage and other people’s money to scale from his first fourplex into a larger portfolio, why “good debt” can dramatically increase returns in real estate investing, and how supply and demand fundamentals—particularly the shortage of entry-level housing—continue to shape rental property opportunities today. Along the way, he offers practical insights for avoiding early mistakes and building long-term wealth through strategic, scalable real estate investing.

    30 min

  3. May 26

    3 Real Estate Investing Lessons That Changed Matt Bowles' Life & Built Maverick Investor Group (Ep 0)

    Hear how positive cash flow, turnkey rentals, and investor-advantaged markets transformed Matt’s entire investing approach. 👉 Want to build a cash-flowing rental property portfolio from anywhere? Watch my free training on how to buy turnkey rental properties in the most investor-advantaged U.S. real estate markets: https://www.maverickinvestorgroup.com/turnkey Matt Bowles shares his personal journey from working a nonprofit office job and buying rental properties on the side to co-founding Maverick Investor Group. Matt reflects on the early investing mistakes that cost him money and stress during the 2008 financial crisis and explains the three core real estate investing lessons that ultimately transformed his strategy: prioritizing positive cash flow, mitigating risk through turnkey rental properties, and buying in investor-advantaged real estate markets. He also breaks down how these lessons shaped the long-term investment philosophy behind Maverick Investor Group and how his clients now build their rental property portfolios across the United States based on the same core principles.  Matt also introduces the podcast and explains how each subsequent episode will be asking experienced real estate investors to reflect on their journey and identify the 3 real estate investing they wish they knew when they were starting out.  Whether you are new to real estate investing or already growing your portfolio, this podcast will provide insights and wisdom that can help you avoid mistakes, mitigate risk, and get ahead faster.

    12 min

  4. May 25

    Trailer: 3 Real Estate Investing Lessons I Wish I Knew


    Welcome to 3 Real Estate Investing Lessons I Wish I Knew, hosted by Matt Bowles of Maverick Investor Group. In each episode, experienced real estate investors reflect on their journeys and share the 3 most important lessons they wish they knew when getting started. Conversations cover turnkey rental properties, financing, tax strategies, portfolio scaling, passive income, mindset, financial freedom, and building long-term wealth through real estate investing. Whether you are buying your first rental property or growing an existing portfolio, this show is designed to help you make smarter decisions, avoid costly mistakes, and get ahead faster. New interviews drop every other Tuesday. Follow the show so you never miss an episode.

    1 min

Trailer

5
out of 5
8 Ratings

About

Experienced real estate investors reflect on their journeys and share the 3 most important lessons they wish they knew when getting started. Hosted by Matt Bowles of Maverick Investor Group, this show draws out practical lessons about turnkey rental properties, financial freedom, portfolio growth, tax strategy, and building long-term wealth through real estate. Each episode breaks down the specific strategies, mistakes, mindset shifts, and investing principles that helped guests scale their portfolios and create more freedom in their lives. Topics include long-term rental properties, short-term rentals, medium-term rentals, passive income, self-directed IRAs, bonus depreciation, financing, leverage, market selection, asset protection, and remote real estate investing. Guests also share candid stories about overcoming fear, analyzing deals, managing risk, and using real estate investing to create more flexibility, location independence, and lifestyle freedom. Whether you are buying your first rental property or growing a large portfolio, this podcast is designed to help you learn faster, avoid costly mistakes, and make smarter investing decisions.

Information