Alternative Investor Mastermind cover art

Alternative Investor Mastermind

Alternative Investor Mastermind

By: Jack Krupey
Listen for free

LIMITED TIME OFFER | £0.99/mo for the first 3 months

Premium Plus auto-renews at £8.99/mo after 3 months. Terms apply.

About this listen

Most accredited real estate investors have the majority of their wealth in the stock market. Investors are at mercy of the volatility and the unexpected roller coaster of ups and downs. They are unaware of the potential returns and benefits of alternative assets such as private real estate. However, growth can only come if you are open to change and new ideas. Who would have thought that you could earn even higher returns by getting into less-explored aspects of alternative investments?


Welcome to Alternative Investor Mastermind, a show that covers unique investment opportunities and the lifestyle they can create. Join informative discussions that highlight passive real estate strategies most financial advisors ignore. Unshackle yourself from the bounds of traditional mainstream investments. Now is the time to open doors to brand new opportunities and create Wealth Without Wall Street.


These alternatives have been used by many generations to get richer. They have historically outperformed the 8%-10% returns of what people generally get in the stock market. Yet, these kinds of investments are usually out of the spotlight. Since they are often considered "country club deals", you may not know them.


Thanks to the internet age and updated SEC regulations around raising capital, these deals are now available to the public. Learn all about how they can make ordinary investors like you become ultra-wealthy and ultra-connected.


If you're an accredited investor interested in maximizing your investing strategy, this podcast is here to help you out. Every episode opens your eyes to information and opportunities you may have ignored. Gather actionable tips about getting into syndication, particularly on doing due diligence. Delve into the world of passive investing by going beyond the typical fix and flip deals and into refreshing strategies. Try out multifamily, self-storage spaces, mobile homes, Bitcoin mining, ATM funds, and beyond.


Hosting the podcast is Jack Krupey, an experienced real estate executive for more than 20 years. He is the Founder/CEO of JKAM Investments, a company providing access to private advisory services for real estate and alternative investments.


Jack focuses on investment and management of different asset classes. Previously a real estate broker, wholesaler, landlord, and Wall Street employee, he transitioned to offering passive investing opportunities to accredited investors.


Throughout his career, Jack expanded his connections. Today, his vast network is composed of long-term relationships with skilled real estate developers, sponsors, and syndicators. Some appear on this podcast to share the valuable lessons from their own investments.


Bringing your real estate game to the next level calls for courage to try new things. As an accredited investor, the opportunities around you are limitless. All you have to do is know what to look out for and where. Understanding the full extent of alternatives gives you a head start over other investors stuck with traditional, highly-competitive assets. Once you jump into these not-so-well-known (yet extremely rewarding) deals, do not hesitate to give your all!


Join Jack in the exciting episodes of Alternative Investor Mastermind. Listen to the podcast at https://alternativeinvestormastermind.com.

© 2025 Alternative Investor Mastermind Economics Leadership Management & Leadership Personal Development Personal Finance Personal Success
Episodes
  • Mastering the Odds: Probability Hacking, AI, and Building a Future-Proof Life

    Mastering the Odds: Probability Hacking, AI, and Building a Future-Proof Life
    Nov 27 2025

    What if your success isn’t about luck — but math?

    In this episode, Jack sits down with Kyle Austin Young, author of Success Is a Numbers Game, to break down how probability, intentional planning, and strategic pessimism can radically transform your business, career, and investments.

    Kyle shares how two back-to-back layoffs pushed him into fractional consulting, how he built a framework to “de-risk” any goal, and why thinking negative may be the most powerful advantage you have. They also dive deep into AI’s impact on jobs, the future of work, real estate investing, social media strategy, and how to tilt the odds in your favor no matter what industry you're in.

    Whether you're an entrepreneur, investor, or anyone looking to increase your odds of winning, this conversation is packed with practical, actionable insights.

    CONNECT WITH JACK!

    LinkedIn: /in/jackkrupey/
    Instagram: /jkrupey/
    Facebook: /jkrupey/
    Podcast: https://www.buzzsprout.com/2139703/share

    Signup to our newsletter: https://bit.ly/JKAMSub

    Passive Loss Calculator: https://calc.jkaminvestments.com/

    00:00 – Disclaimer & Intro
    00:42 – Meet Kyle Austin Young & His New Book
    02:05 – Early Career Setbacks: Two Layoffs in 13 Months
    04:12 – From W2 to Fractional Consulting
    06:18 – Reinventing Success: The Birth of the Success Diagram
    10:10 – Probability Hacking Explained
    14:30 – Using AI as the Ultimate Pessimist
    18:05 – Marathon Example: Why Your Odds Aren’t What You Think
    22:40 – Real-World Application: Solving a Nonprofit’s Mystery Decline
    26:50 – AI, Small Business, and the Future of Consulting
    30:40 – Easy Hacks vs. Predictive Hacks
    36:55 – How Kyle Landed a Director Job at Age 21
    41:10 – Investing Insights: Rentals, Land, and Leverage
    46:15 – Risk Management for Investors
    50:22 – Social Media, Sales, and Why LinkedIn Wins
    55:08 – Podcasting as the New Trust Builder
    57:45 – Will AI Create Mass Unemployment?
    1:01:40 – Why Trust Becomes Your Greatest Asset
    1:05:30 – Parting Advice: Think Negative to Win More
    1:07:10 – Where to Find Kyle & Final Wrap-Up

    Instagram | Website | Facebook | Watch on YouTube
    LOVE THE SHOW? Please subscribe, rate, review, and share! Thank you!
    Show More Show Less
    34 mins
  • Beyond Wall Street: Real Estate, Oil & Gas, and the Future of AI Investing

    Beyond Wall Street: Real Estate, Oil & Gas, and the Future of AI Investing
    Oct 20 2025

    In this episode of The Alternative Investor Mastermind, host Jack Krupey sits down with Dave Wolcott, Founder & CEO of Pantheon Investments, to explore what it really takes to build holistic wealth — beyond Wall Street.

    From oil & gas investing and AI-driven tax strategies to the launch of Pantheon’s Wealth OS platform, Dave reveals how the ultra-wealthy think differently about taxes, diversification, and purpose-driven success.

    Whether you’re a real estate investor, a business owner, or simply looking to optimize your financial future, this episode will show you how to align your capital, mindset, and lifestyle to create lasting freedom.

    Timestamps:
    00:00 - Intro
    02:30 - Dave’s journey from Marine Corps to investor
    07:45 - Tax planning vs tax preparation
    12:15 - Real estate and oil & gas tax advantages
    19:40 - AI tools transforming tax and wealth management
    26:00 - The rise of private credit and energy investing
    33:10 - The Holistic Wealth Strategy framework
    39:30 - Investing in yourself and building true freedom
    45:00 - Outro

    CONNECT WITH JACK!
    LinkedIn: /in/jackkrupey/
    Instagram: /jkrupey/
    Facebook: /jkrupey/
    Podcast: https://www.buzzsprout.com/2139703/share

    Sign up for our newsletter: https://bit.ly/JKAMSub

    —
    🎧 Listen, like, subscribe, and comment!
    #AlternativeInvesting #TaxStrategies #AIWealth #OilAndGasInvesting #PassiveIncome #HolisticWealth #RealEstateInvesting #FinancialFreedom #PrivateCredit #PantheonInvestments

    Instagram | Website | Facebook | Watch on YouTube
    LOVE THE SHOW? Please subscribe, rate, review, and share! Thank you!
    Show More Show Less
    27 mins
  • JKAM 2025 Update: New Offerings + Passive Loss Tax Calculator Explained

    JKAM 2025 Update: New Offerings + Passive Loss Tax Calculator Explained
    Aug 15 2025

    In this JKAM Investments update, Jack Krupey shares what’s ahead for 2025 — including exciting new investment offerings and our Passive Loss Tax Calculator, designed to help investors maximize their tax efficiency and keep more of what they earn.

    Whether you’re a seasoned real estate investor or just starting your passive income journey, this update gives you insight into:
    ✅ Upcoming opportunities with JKAM
    ✅ How the Passive Loss Tax Calculator works
    ✅ Why now is the time to position yourself for tax savings

    💼 Learn more about JKAM Investments: www.jkaminvestments.com
    📊 Try our Passive Loss Tax Calculator: calc.jkaminvestments.com

    #JKAMInvestments #PassiveIncome #TaxStrategy #RealEstateInvesting #JackKrupey

    Instagram | Website | Facebook | Watch on YouTube
    LOVE THE SHOW? Please subscribe, rate, review, and share! Thank you!
    Show More Show Less
    5 mins
No reviews yet