Épisodes

  • v1.30 - The Case Against Starting Small in Real Estate
    Aug 1 2025

    Dustin and Adam challenge the conventional wisdom that real estate investors should “start small.” Drawing from their recent experience with a large Las Vegas deal, they explain why larger real estate investments often provide better execution, stronger teams, and more motivated service providers.

    They explore how bigger deals attract more qualified professionals (from lenders and insurance brokers to property managers) who are willing to dedicate more time and resources when the potential returns justify their involvement. This creates a stronger “team” around a bigger deal, often increasing the deal’s chances of success.

    Key topics include the hidden complexities of single-family rentals, the economies of scale in multifamily properties, and how passive investors can benefit from professional teams without the hands-on management responsibilities. The discussion also includes practical pathways for passive investors to access larger deals through syndications, tenant-in-common structures, and strategic partnerships.


    See all Wealth Independence episodes at https://wealthindependencepod.com

    Connect with Dustin:

    • Big Spring Capital
    • LinkedIn (/in/TheDustinBailey)
    • Twitter/X (@TheDustinBailey)

    Connect with Adam:

    • Bidwell Capital
    • LinkedIn (/in/AdamJPenn)


    This show is for informational purposes only and is not financial, investment, legal, or tax advice, and does not constitute an offer to buy or sell securities. All investments carry risk, and investors should always conduct thorough due diligence and consult with qualified professionals before investing.

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    21 min
  • v1.29 - You Make Your Money When You Buy
    Jul 25 2025

    Dustin and Adam dive into one of the most fundamental principles of successful investing: “you make your money when you buy.” Using real examples from recent apartment building acquisitions and fix-and-flip projects, they discuss why the purchase price is often the biggest lever in determining investment success.

    They break down how overpaying upfront makes it nearly impossible to “earn your way out” of a deal (even with significant value-add improvements), and share insights on evaluating acquisition prices in today’s market, including why sponsors claiming a “20% discount to 2022 prices” might not actually be getting a good deal.

    For passive investors, this episode provides crucial guidance on evaluating sponsor deal packages, understanding true market value versus pro forma projections, and recognizing when brokers price properties based on incomplete value-add work. Understanding acquisition pricing relative to exit strategy is essential for building wealth through passive income investments.


    See all Wealth Independence episodes at https://wealthindependencepod.com

    Connect with Dustin:

    • Big Spring Capital
    • LinkedIn (/in/TheDustinBailey)
    • Twitter/X (@TheDustinBailey)

    Connect with Adam:

    • Bidwell Capital
    • LinkedIn (/in/AdamJPenn)


    This show is for informational purposes only and is not financial, investment, legal, or tax advice, and does not constitute an offer to buy or sell securities. All investments carry risk, and investors should always conduct thorough due diligence and consult with qualified professionals before investing.

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    17 min
  • v1.28 - From Behind the Iron Curtain to Real Estate Freedom (ft. Vessi Kapoulian)
    Jul 18 2025

    Dustin and Adam chat with Vessi Kapoulian, an experienced real estate investor with a unique background in commercial lending. Vessi shares her journey from growing up behind the Iron Curtain in Bulgaria to corporate America, where witnessing multiple restructures and income limitations sparked her transition to real estate investing.

    Drawing on her CRE lending experience reviewing hundreds of deals and investor financial statements, Vessi reveals what successful real estate investors do differently. She shares her critical due diligence framework for evaluating multifamily deals, including her 100-point checklist for vetting sponsors and properties.

    Vessi shares why she prioritizes cash flow over equity appreciation, her preferred loan-to-value ratios for risk management, and the red flags that make her immediately pass on deals. She also discusses critical factors like operating reserves, positive leverage, and breakeven occupancy rates that passive investors should evaluate, but often overlook.

    Whether you're new to passive investing or looking to refine your due diligence process, this episode provides actionable frameworks for evaluating multifamily investment opportunities from someone who's seen both sides of the lending table.

    Episode Release Notes & Resources:

    • Mastering Multifamily Underwriting: https://masteringmultifamilyunderwriting.com
    • DBA Capital Group – passive investing insights & investment opportunities: https://dbacapitalgroup.com
    • Connect with Vessi on LinkedIn: https://www.linkedin.com/in/vessi-kapoulian


    See all Wealth Independence episodes at https://wealthindependencepod.com

    Connect with Dustin:

    • Big Spring Capital
    • LinkedIn (/in/TheDustinBailey)
    • Twitter/X (@TheDustinBailey)

    Connect with Adam:

    • Bidwell Capital
    • LinkedIn (/in/AdamJPenn)


    This show is for informational purposes only and is not financial, investment, legal, or tax advice, and does not constitute an offer to buy or sell securities. All investments carry risk, and investors should always conduct thorough due diligence and consult with qualified professionals before investing.

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    39 min
  • v1.27 - Beyond Cash Flow: Determining Return on Equity
    Jul 11 2025

    Dustin and Adam explore a critical concept that many real estate investors overlook: analyzing an asset’s return on equity.

    While most investors focus solely on monthly cash flow, evaluating whether your equity is working as hard as it should be is an important part of portfolio management. Using practical examples, Adam and Dustin break down the difference between cash-on-cash returns and return on equity, showing how appreciation creates opportunities for strategic portfolio rebalancing.

    The conversation covers when it makes sense to be an opportunistic seller, even with cash-flowing properties, and how to identify when your equity could be generating significantly higher returns elsewhere.

    Additionally, Adam shares insights from a recent self-directed IRA conference and introduces tools for tracking portfolio performance, including personal financial statement templates that help visualize return on equity across different asset classes.

    Essential listening for passive investors who have built equity in their real estate holdings and want to move beyond monthly cash flow metrics to optimize their overall investment strategy.

    Episode Release Notes & Resources:

    • Personal Financial Statement (PFS) Template - Optimized for Syndications / Private Placement Investments: send an email to pfs@wealthindependencepod.com


    See all Wealth Independence episodes at https://wealthindependencepod.com

    Connect with Dustin:

    • Big Spring Capital
    • LinkedIn (/in/TheDustinBailey)
    • Twitter/X (@TheDustinBailey)

    Connect with Adam:

    • Bidwell Capital
    • LinkedIn (/in/AdamJPenn)


    This show is for informational purposes only and is not financial, investment, legal, or tax advice, and does not constitute an offer to buy or sell securities. All investments carry risk, and investors should always conduct thorough due diligence and consult with qualified professionals before investing.

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    19 min
  • v1.26 - Red, White, and Cash Flow
    Jul 4 2025

    In this Independence Day special episode, Dustin and Adam break down a three-step framework for making your own personal declaration of financial independence. They explore how to break free from single income sources and stock market-only portfolios by building multiple cash-flowing income streams through real estate syndications and private placements.

    Discussion includes the power of fractional ownership (via syndications) versus buying individual properties, emphasizing how passive investors can achieve diversification without the management burden, and covers practical deployment strategies for large capital amounts, including why rushing to deploy all your money at once can be a costly mistake. Adam shares insights on using highly-liquid investment vehicles as “high-yield savings accounts” while building your sponsor network and deal pipeline.

    Topics range from equity appreciation to cash flow generation, the importance of time freedom over just wealth accumulation, and how to reverse-engineer your passive income targets. A must-listen for high earners looking to transition from traditional Wall Street approaches to alternative investments that provide monthly or quarterly cash flow.


    See all Wealth Independence episodes at https://wealthindependencepod.com

    Connect with Dustin:

    • Big Spring Capital
    • LinkedIn (/in/TheDustinBailey)
    • Twitter/X (@TheDustinBailey)

    Connect with Adam:

    • Bidwell Capital
    • LinkedIn (/in/AdamJPenn)


    This show is for informational purposes only and is not financial, investment, legal, or tax advice, and does not constitute an offer to buy or sell securities. All investments carry risk, and investors should always conduct thorough due diligence and consult with qualified professionals before investing.

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    18 min
  • v1.25 - The Billionaire Investment Playbook (ft. Bob Fraser)
    Jun 27 2025

    Dustin and Adam sit down with Bob Fraser, co-founder and CFO of Aspen Funds. Bob, a Berkeley computer science graduate and former programmer turned successful entrepreneur, shares his journey from losing everything in the dot-com crash to building a private equity firm focused on macro-driven investing strategies.

    The wide-ranging discussion includes the power of uncorrelated assets like real estate, oil and gas, and private credit in building truly diversified portfolios. Bob emphasizes the importance of manager selection in private markets and why passive investors should become the “CEO of their money” rather than outsourcing investment decisions. The conversation also covers current opportunities in private credit markets and how tech professionals can leverage their analytical skills to excel in alternative investments.

    Bob reveals why billionaires consistently avoid traditional stock market investing in favor of uncorrelated private assets. He breaks down the fundamental problems with public market correlation, explaining why everything goes red on bad days regardless of underlying business fundamentals. And Bob discusses his upcoming book “Invest Like a Billionaire” and shares practical insights on due diligence frameworks for private placements.

    Episode Release Notes & Resources:

    • Preorder Invest Like A Billionaire (including bonuses): https://www.thebillionairebook.org
    • Aspen Funds: https://aspenfunds.us


    See all Wealth Independence episodes at https://wealthindependencepod.com

    Connect with Dustin:

    • Big Spring Capital
    • LinkedIn (/in/TheDustinBailey)
    • Twitter/X (@TheDustinBailey)

    Connect with Adam:

    • Bidwell Capital
    • LinkedIn (/in/AdamJPenn)


    This show is for informational purposes only and is not financial, investment, legal, or tax advice, and does not constitute an offer to buy or sell securities. All investments carry risk, and investors should always conduct thorough due diligence and consult with qualified professionals before investing.

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    39 min
  • v1.24 - Unregistered Securities and Other Investor Myths
    Jun 20 2025

    Dustin and Adam tackle the common concerns and misconceptions that often keep high-income professionals from exploring private real estate investments.

    If you've ever wondered why your financial advisor steers you away from private placements or why these “unregistered securities” sound so risky, this episode breaks down the reality behind the (mostly unfounded) fears.

    The hosts explain why most CFPs aren't trained in alternative investments, explore the structural reasons behind advisor hesitancy, and demystify LLC structures used in real estate syndications. They also address the “unregistered security” concern head-on, explaining how SEC regulations actually work and why these investments are perfectly legitimate.

    Whether you're hesitant about your first private placement or trying to understand why this entire space was hidden from you during your corporate career, this episode provides the clarity you need.


    See all Wealth Independence episodes at https://wealthindependencepod.com

    Connect with Dustin:

    • Big Spring Capital
    • LinkedIn (/in/TheDustinBailey)
    • Twitter/X (@TheDustinBailey)

    Connect with Adam:

    • Bidwell Capital
    • LinkedIn (/in/AdamJPenn)


    This show is for informational purposes only and is not financial, investment, legal, or tax advice, and does not constitute an offer to buy or sell securities. All investments carry risk, and investors should always conduct thorough due diligence and consult with qualified professionals before investing.

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    24 min
  • v1.23 - Trust & Long-Term Thinking In Real Estate Private Equity (ft. Ellis Hammond)
    Jun 13 2025

    Dustin and Adam are joined by Ellis Hammond, Vice President of Capital at Aspen Funds, who shares his unique journey from college ministry to managing capital for 850+ accredited investors.

    Ellis reveals critical insights that most passive investors overlook when evaluating sponsors and deals, including why asking about debt structure is more important than track record alone, plus the key questions that separate trustworthy long-term sponsors from those likely to struggle in market cycles.

    The conversation covers essential due diligence factors including co-investment requirements, legacy planning, sponsor liquidity, and why thinking generationally rather than transactionally leads to better investment outcomes for both active and passive investors.

    Ellis also shares personal lessons about building skills as your greatest investment and how his father's retirement challenges shaped his approach to wealth multiplication.

    Whether you're evaluating your first private placement or refining your sponsor selection process, this episode provides actionable frameworks for building lasting relationships with investment partners who prioritize capital preservation alongside growth.

    Episode Release Notes & Resources:

    • Connect with Ellis: https://www.linkedin.com/in/ellishammond
    • Aspen Funds: https://aspenfunds.us
    • Invest Like a Billionaire, by Bob Fraser & Ben Fraser: https://www.thebillionairebook.org


    See all Wealth Independence episodes at https://wealthindependencepod.com

    Connect with Dustin:

    • Big Spring Capital
    • LinkedIn (/in/TheDustinBailey)
    • Twitter/X (@TheDustinBailey)

    Connect with Adam:

    • Bidwell Capital
    • LinkedIn (/in/AdamJPenn)


    This show is for informational purposes only and is not financial, investment, legal, or tax advice, and does not constitute an offer to buy or sell securities. All investments carry risk, and investors should always conduct thorough due diligence and consult with qualified professionals before investing.

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    40 min