Jack Krupey

Alternative Investor Mastermind

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 lifes...

Author

Jack Krupey

Category

Education

Latest episode

Mar 14, 2026

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Episodes

Why 18 Million Rentals Are Struggling (And How Seller Financing Could Replace Them) 14.03.2026

Real estate markets are changing fast, and investors who adapt will find the biggest opportunities. In this episode of Alternative Investor Mastermind , Jack Krupi sits down with legendary note investor Eddie Speed , who has been buying and selling mortgage notes since 1980. Together they break down the massive shifts happening in housing today and why seller financing and note investing may be th...

Mastering the Odds: Probability Hacking, AI, and Building a Future-Proof Life 27.11.2025

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...

Beyond Wall Street: Real Estate, Oil & Gas, and the Future of AI Investing 20.10.2025

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, d...

JKAM 2025 Update: New Offerings + Passive Loss Tax Calculator Explained 15.08.2025

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 opportunitie...

💡 Raise Smarter, Invest Sharper: Private Equity Playbook for 2025 with Jack and Zack 11.12.2024

In this episode of Alternative Investor Mastermind , Jack Krupey and Zack Giarrizzo tackle the most pressing topics for investors, sponsors, and fund managers.  From navigating the challenges of raising capital to understanding the private equity landscape, this episode is packed with actionable insights. Hear the behind-the-scenes story of the Nashville deal, explore the impact of rising interest...

Tariffs, Tech, and Tomorrow: Jack & Zack’s Bold Predictions for 2025 04.12.2024

In this episode of Alternative Investor Mastermind, Jack Krupey and Zack Giarrizzo dive into the biggest trends shaping 2025. From the potential impact of Bitcoin on global markets to how AI is revolutionizing real estate, we break down the critical shifts every investor should know. We also explore how tariffs could reshape construction costs and housing affordability, plus actionable insights fo...

Weathering the Storm: How Natural Disasters Impact Real Estate Investments 27.11.2024

Natural disasters can disrupt real estate markets, damage properties, and cause significant financial setbacks. In this episode of Alternative Investor Mastermind, we explore the critical risks and solutions for real estate investors when disasters strike. Industry experts Jack Krupey and Zack Giarrizzo share their insights on the most vulnerable real estate asset classes during natural disasters,...

The Investor’s Marketing Blueprint: Navigating the 4 Challenges Part 2 with Jack Krupey and Scott Corbett 20.11.2024

Welcome to Alternative Investor Mastermind! In this episode, hosts Jack Krupey and Scott Corbett explore “Cultural Insights and Humor in Business” while unpacking key lessons from the evolving world of real estate and alternative investments. They share their journey, including: - The Evolution of a Marketing Agency - Collaborative Frameworks for Success - The Power of Mastermind Groups - Networki...

The Investor’s Marketing Blueprint: Navigating the 4 Challenges Part 1 with Jack Krupey and Scott Corbett 13.11.2024

Welcome to Alternative Investor Mastermind! In this episode, hosts Jack Krupey and Scott Corbett dive deep into The Investor’s Marketing Blueprint: Navigating the 4 Challenges. Real estate investors and professionals often face unique marketing hurdles when it comes to alternative investments. Jack and Scott share proven strategies to overcome these obstacles and boost your marketing efforts. Whet...

Real Estate and Politics: Breaking Down Government Regulations that can Affect Your Investments with Jack Krupey and Zack Giarrizzo 06.11.2024

In this episode of Alternative Investor Mastermind, Jack Krupey and Zack Giarrizzo dive deep into the critical role government regulations play in shaping the real estate market. From zoning laws and rent controls to tax incentives and new policies emerging from the recent US elections, we explore how these regulations affect investors, developers, and homeowners alike. With the midterms and key e...

The Dark Side of Realty: Chilling Property Management Encounters (Halloween Special!) 30.10.2024

Join hosts Jack Krupey and Zack Giarrizzo as they delve into the eerie and often unsettling world of property management. In this spine-tingling episode, they share hair-raising tales of ghost tenants, zombie tenants, and even encounters with rotting fish and maggots! Discover the bizarre challenges that property managers face, and learn how to navigate these chilling situations. Don’t miss out on...

Smart Investments: Real Estate vs. Public Markets & the Business Journey with Jack Krupey and Aleksey Chernobelskiy - Part 2 23.10.2024

In this continuation of our exploration, hosts Jack Krupey and Aleksey Chernobelskiy guide you deeper into the investment landscape, uncovering more insights tailored for small and medium businesses (SMEs). In this episode, we’ll delve into: Real Stories, Real Challenges: 🤔 What does it truly mean to operate a small business? Jack and Aleksey share compelling anecdotes that illustrate the common...

Smart Investments: Real Estate vs. Public Markets & the Business Journey with Jack Krupey and Aleksey Chernobelskiy - Part 1 16.10.2024

Join your hosts Jack Krupey and Aleksey Chernobelskiy as they take you on a rollercoaster ride through the world of investing, exploring the highs, lows, and everything in between for small and medium businesses (SMEs)! In this episode, we’ll dive into: SME Shenanigans: 🤔 What’s it really like running a small business? Jack and Aleksey share some hilarious (and relatable) challenges that every en...

Why Bitcoin Matters: Sean King and Jack Krupey Discusses Decentralization, Debt, and the Future of Finance Part -2 09.10.2024

Join Jack Krupey and Sean King in this insightful 2nd part of the discussion! 🚀 In this compelling continuation, Sean delves deeper into his transformative journey—from his roots to his daring move to Puerto Rico, where he fully embraced a lifestyle aligned with his libertarian values. Together, they explore the intricacies of Bitcoin, examining Sean's early adoption and his perspective on i...

Why Bitcoin Matters: Sean King and Jack Krupey Discusses Decentralization, Debt, and the Future of Finance Part -1 02.10.2024

Join Jack Krupey and Sean King in this insightful discussion! 🚀 In this thought-provoking video, Sean shares his unique journey, from his background to his bold decision to move to Puerto Rico, where he embraced a lifestyle aligned with his libertarian beliefs. The conversation delves deep into the world of Bitcoin, discussing Sean's early adoption and why he views it as a revolutionary dece...

Strategic Investing: Managing Risks and Opportunities in Real Estate Today with Jake Clopton Part 2 25.09.2024

Ready to dive into the wild world of real estate?  Join Jack and Jake as they uncover the secrets to thriving in today's unpredictable market. Whether you're a seasoned investor or just starting out, our podcast is your go-to guide for seizing opportunities, navigating challenges, and mastering the ever-evolving real estate landscape. In this episode, we’re breaking down: Jake Clopton Or...

Strategic Investing: Managing Risks and Opportunities in Real Estate Today with Jake Clopton Part 1 18.09.2024

Ready to dive into the wild world of real estate? ] Join Jack and Jake as they uncover the secrets to thriving in today's unpredictable market. Whether you're a seasoned investor or just starting out, our podcast is your go-to guide for seizing opportunities, navigating challenges, and mastering the ever-evolving real estate landscape. In this episode, we’re breaking down: Jake Clopton O...

Unlock Tax Benefits & Strategies in Alternative Investments & Private Equity with Kelly Ann Winget - Part 2 11.09.2024

Tune into Alternative Investor Mastermind with industry experts Jack Krupey and Kelly Ann Winget as they delve into the lucrative tax advantages of oil and gas investments. This podcast offers valuable insights into maximizing returns through strategic tax planning in the energy sector. Perfect for investors looking to leverage tax benefits and enhance portfolio performance, each episode provides...

Unlock Tax Benefits & Strategies in Alternative Investments & Private Equity with Kelly Ann Winget - Part 1 04.09.2024

Tune into Alternative Investor Mastermind with industry experts Jack Krupey and Kelly Ann Winget as they explore the lucrative tax advantages of oil and gas investments. This podcast offers valuable insights into maximizing your returns through strategic tax planning in the energy sector. Perfect for investors looking to leverage tax benefits and enhance portfolio performance, each episode provide...

How to Crush Real Estate Investing: Insider Tips from 50+ Deals! 28.08.2024

Welcome to our latest video where we dive into the top real estate investing strategies you need to know for 2024! Whether you're a seasoned investor or just starting out, these expert tips will help you maximize your returns and build a profitable portfolio. In this video, we cover: - Top Real Estate Investment Tips for high returns this year - Proven Strategies from over 50 successful deals...

Playing The Odds: Investing Lessons from the Poker Table 21.08.2024

In this video, we dive into the fascinating world where poker meets investing! Discover how the strategies, risks, and decision-making processes in both fields are more alike than you might think. Whether you're a poker pro or a budding investor, there's something here for everyone. Let’s shuffle the deck and deal out some insights! #PokerVsInvesting #strategygames  #riskandreward  Times...

Insurance and Investing: Heading to Infinity with Tim Yurek and Julie Weiss 20.08.2024

When financial expertise meets visionary strategy, the result is limitless possibilities. In this episode, Tim Yurek and Julie Weiss join forces to explore the powerful synergy between insurance and investing. Tim Yurek, the founder and CEO of Tier 1 Capital, has spent over 35 years guiding families and businesses to financial freedom. A global thought leader, Tim’s insights have earned him a seat...

Accountability and Freedom with Robert Crager - Part 1 09.08.2024

In this episode, we explore the journey of Robert Crager, an expert in investing, acquiring, renovating, selling, and renting real estate in both Puerto Rico and Mainland USA. As the founder of Flip Flop Flipper Real Estate group, Robert is dedicated to educating new investors and fostering a vibrant community where seasoned professionals and novices alike can collaborate and grow. With a focus on...

Accountability and Freedom with Robert Crager - Part 2 07.08.2024

In this episode, we explore the journey of Robert Crager, an expert in investing, acquiring, renovating, selling, and renting real estate in both Puerto Rico and Mainland USA. As the founder of Flip Flop Flipper Real Estate group, Robert is dedicated to educating new investors and fostering a vibrant community where seasoned professionals and novices alike can collaborate and grow. With a focus on...

Starting from the Beginning with Kevin Bull: Raising Capital and Raising Awareness with Marketing 24.07.2024

In this episode, we dive into the innovative strategies of Kevin Bull, Co-Founder of InvesTechs. Kevin and his team specialize in using cutting-edge technology and marketing to help established real estate funds and alternative investments attract capital efficiently. Say goodbye to the old ways of networking and hello to modern investor relations. Founded in 2015, InvesTechs leverages the latest...

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