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Think Outside The Stocks

Think Outside The Stocks

Written by: Madhavi Jain
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Most busy professionals, especially high-skilled, high-income earning first generation immigrants, tech professionals and doctors alike, are unaware of the ways of the ultra-wealthy in this country to grow, preserve, protect and pass the generational wealth. Think Outside the Stocks is a podcast focused on educating you to generate multiple streams of passive income, break out of wall street barrier, move towards financial freedom and a life of purpose and passion. Every week, your host Madhavi Jain, an immigrant from India and ex-IT professional from one of the top 5 consulting firms, will bring you industry experts to educate you on risk-managed passive investments in commercial real estate, an efficient savings strategy with Infinity Banking and discussion with experts in tax, legal, estate planning, life protection etc, a holistic point of view for you. Join us to learn and also to draw clues from the success stories of these experts, on how do they "Think Outside the Stocks", so you can too! Please note: This podcast is for educational and informational purposes and should not be considered professional advice.© 2025 Think Outside The Stocks Careers Economics Leadership Management & Leadership Personal Finance Personal Success
Episodes
  • EP 47: The #1 Retirement Killer That's NOT the Stock Market (Most People Miss This)
    Oct 31 2025

    In this episode of Think Outside the Stocks, host Madhavi Jain welcomes Chris Orestis, President of Retirement Genius, to discuss a revolutionary approach to retirement planning. With over 25 years of experience, Chris shares valuable insights into how retirees can protect their wealth and prepare for the financial demands of long-term care.

    Chris breaks down the process of using life insurance settlements as a way to fund long-term care, a strategy that can help families avoid depleting their savings. The discussion covers the importance of planning ahead for healthcare costs, the role of life insurance in securing a dignified retirement, and how small decisions made today can impact your future financial well-being.

    Whether you're nearing retirement or still in your working years, this episode will provide you with the tools to safeguard your wealth, plan for long-term care, and protect your family's future.

    Timestamps:
    0:00 - Importance of acting today for retirement and financial planning.
    0:13 - Chris Orestis emphasizes the need for immediate action.
    1:01 - Introduction of Madhavi Jane and the focus of the podcast.
    1:26 - Madhavi introduces Chris Orestis as the “Retirement Genius.”
    3:00 - Chris talks about using life settlements for long-term care.
    4:03 - Chris shares his background and involvement in retirement planning.
    5:02 - The benefits of life settlements for paying for care.
    6:24 - Chris discusses his media presence and expertise.
    7:02 - Chris explains his transition from politics to retirement planning.
    10:34 - The growing need for long-term care solutions.
    14:39 - How life settlements can help seniors pay for care.
    18:04 - How life insurance policies qualify for life settlements.
    21:50 - The steps involved in the life settlement process.
    27:10 - Chris explains the process of closing a life settlement.
    32:01 - Tax implications of life settlements and annuities.
    35:58 - Combining life insurance, long-term care insurance, and annuities.
    39:50 - Chris’s advice on securing life insurance and long-term care.
    42:10 - Planning for retirement and healthcare in advance.
    44:02 - Chris talks about estate planning and the importance of health.
    47:01 - Chris emphasizes family and financial planning for retirement.
    50:00 - Rapid-fire Q&A segment begins.
    52:16 - Real-life story of how life settlements helped a family.
    54:02 - Chris discusses Social Security and Medicare so

    Think Outside The Stocks brings you industry experts and guests to share their knowledge and expertise. To invest with them directly, please do your own thorough partner and investment due diligence.

    To participate in the thoroughly vetted investments and strategic partners alongside us as our passive partners, join our Investor Inner Circle for FREE

    Access FREE investor education, and join our community in the members-only area.

    To start your journey, download Active Cashflow with Passive Real Estate Investments.

    Read the full description at https://thinkoutsidethestocks.com/podcast

    CONNECT WITH MADHAVI JAIN: LinkedIn, FB or IG

    Disclaimer: This podcast is for education and information purposes only, not an investment opportunity or financial advice. Please do your own due diligence and consult your tax, legal or financial advisor, etc., to invest.

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    1 hr
  • EP 46: Private Credit & Pilot Training: Investing Beyond Wall Street | Brandon Martini & Madhavi Jain
    Aug 22 2025

    In this episode of Think Outside the Stocks, host Madhavi Jain sits down with Brandon Martini, co-founder and COO of Stratus Financial, to explore an alternative investment class that helps aspiring pilots finance their training while delivering strong, risk-adjusted returns for investors.

    Brandon shares his journey from Navy veteran and airline pilot to entrepreneur, building one of the fastest-growing companies in America. He explains how Stratus Financial bridges a critical funding gap for future aviators, discusses how private credit is becoming a powerful investment vehicle for accredited investors, and dives into risk management, repayment structures, and the long-term global demand for pilots.

    Beyond business, Brandon reflects on the importance of diversification — from real estate and Bitcoin to fine art and whiskey — and how he integrates meditation, scuba diving, and giving back through scholarships into his life philosophy.

    🎧 What You’ll Learn from This Episode:

    1. How private credit works for aviation training – why financing pilot education can deliver both strong returns and real-world impact.
    2. Risk management strategies in private lending – from co-signers to structured repayments that protect investor capital.
    3. The power of diversification – how Brandon balances investments across gold, Bitcoin, fine art, real estate, and private businesses.
    4. Impact-driven investing – stories of students who became commercial airline pilots thanks to Stratus Financial’s model.
    5. Mindset lessons for growth & balance – from scuba diving as meditation to building daily habits for personal and financial success.

    This episode is a must-listen for accredited investors, entrepreneurs, and anyone interested in the intersection of impact and income.

    Link for Viewers:
    Think Outside the Stocks - https://thinkoutsidethestocks.com/

    Think Outside The Stocks brings you industry experts and guests to share their knowledge and expertise. To invest with them directly, please do your own thorough partner and investment due diligence.

    To participate in the thoroughly vetted investments and strategic partners alongside us as our passive partners, join our Investor Inner Circle for FREE

    Access FREE investor education, and join our community in the members-only area.

    To start your journey, download Active Cashflow with Passive Real Estate Investments.

    Read the full description at https://thinkoutsidethestocks.com/podcast

    CONNECT WITH MADHAVI JAIN: LinkedIn, FB or IG

    Disclaimer: This podcast is for education and information purposes only, not an investment opportunity or financial advice. Please do your own due diligence and consult your tax, legal or financial advisor, etc., to invest.

    Show More Show Less
    57 mins
  • EP:45 Think Outside the Stocks: Unveiling the $230B Life Settlement Market with Matthew Paine (Part 2)
    Aug 8 2025

    What if your life insurance policy could do more than just offer peace of mind—it could become a powerful wealth-building asset?

    In Part 2 of this eye-opening series, Madhavi Jain continues her conversation with Matthew Paine, a seasoned expert in the life settlement market, to uncover one of the most overlooked yet powerful investment opportunities available today: life settlements.

    This episode dives deep into:

    ✅ How life settlements offer actuarially priced, non-correlated returns
    ✅ Why institutional investors have quietly invested billions in this space
    ✅ The ethical impact of helping seniors extract value from unwanted policies
    ✅ How investors can leverage these policies for stable, passive income
    ✅ The critical link between Infinite Banking and policy efficiency

    💡 If you’ve ever heard the phrase “buy term and invest the rest,” this episode will challenge that thinking and show you a smarter, alternative path to grow and protect your wealth.

    🔁 Missed Part 1? Catch it here for the full foundation on how life insurance can become an investment-grade asset.

    📢 Share this episode with fellow investors who want to diversify their portfolio and think beyond conventional strategies.

    👉 Subscribe to Think Outside the Stocks today to access more expert advice and strategies for building wealth through real estate investing!

    Link for Viewers:
    Think Outside the Stocks - https://thinkoutsidethestocks.com/
    Matthew's Website- https://www.lifecap.com/


    Think Outside The Stocks brings you industry experts and guests to share their knowledge and expertise. To invest with them directly, please do your own thorough partner and investment due diligence.

    Think Outside The Stocks brings you industry experts and guests to share their knowledge and expertise. To invest with them directly, please do your own thorough partner and investment due diligence.

    To participate in the thoroughly vetted investments and strategic partners alongside us as our passive partners, join our Investor Inner Circle for FREE

    Access FREE investor education, and join our community in the members-only area.

    To start your journey, download Active Cashflow with Passive Real Estate Investments.

    Read the full description at https://thinkoutsidethestocks.com/podcast

    CONNECT WITH MADHAVI JAIN: LinkedIn, FB or IG

    Disclaimer: This podcast is for education and information purposes only, not an investment opportunity or financial advice. Please do your own due diligence and consult your tax, legal or financial advisor, etc., to invest.

    Show More Show Less
    1 hr and 2 mins
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