Podcast

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Welcome to Discovery 664 Academy

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Unlock Financial Empowerment with Les Winston

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Funny Money

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A fresh blend of generosity , spirituality and financial strategy for lasting impact.

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More with "Les"

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Professor Les Winston shares weekly insights on wealth-building, philanthropy, and IRC Section 664

MEET PROFESSOR

Lesley Winston

Lesley Winston is a leading figure in financial planning and philanthropy, known for his innovative approach creating individual and community endowment. As the founder and chairman of the Endow America Network Foundation (EANF), Winston has dedicated over forty years to transform the financial landscape using the Theory of Social Secharity™.

Professional Background

With a robust career spanning several decades, Winston has established himself as a financial and philanthropic planning pioneer. He is the creator and host of “Funny Money Radio” and “Route 664 – The Road to Human Kindness,” platforms that educate and inspire audiences about the benefits of charitable trust planning and endowment strategies.

Learn More

Winston’s Professional Credentials are Extensive:
Licenses: Florida 218, Florida 220, NASD Series 6, NASD Series 63
Registered Investment Advisor
Education: B.S. in Biology from the University of Miami, Chartered Property & Casualty Underwriter Designation, Accredited Advisor in Insurance Designation, Chartered Advisor in Philanthropy from the American College

He has also earned significant accolades, including:
Fithian Leadership Award from the International Association of Advisors in Philanthropy
Chairman of the Council of Professional Philanthropic Advisors, now The Society of Endowment Engineers.

Vision and Mission
Winston’s vision is to shift from an “Indebted America” to an “Endowed America” by using strategic endowments to support vital services and promote socioeconomic healing. His mission is to increase the number of Endowment Engineers and educate the public on the benefits of charitable vehicles, ensuring a more equitable and prosperous society.

Recent Initiatives
Under Winston’s leadership, the Endow America Network Foundation has launched various initiatives to promote charitable giving and strategic endowments. This includes the introduction of the Theory of Social Secharity™, a groundbreaking formula to financial planning that integrates charitable giving with tax efficiency.

Personal Philosophy
Inspired by his father, an insurance economist, and motivated by a desire to address global challenges, Winston’s work is grounded in the belief that philanthropic planning can drive positive change. His commitment to solving tax and income issues with endowment engineering solutions reflects his dedication in to creating a better future for all.

Community Involvement
In addition to his work with EANF, Winston is actively involved in local communities. He is the president of the West Aventura – Aventura – Sunny Isles Beach Chamber of Commerce, where he works to support and endow community development.
Lesley Winston’s contributions to financial planning and philanthropy have made a lasting impact. His ongoing efforts continue to shape the field and inspire others to make a difference through strategic endowments and charitable giving.

All Latest Podcast

Featured Episodes

More with Les Series

Ep. 4: More Wealth, Less Taxes: Reduce Your Income Tax Bracket

Nov 22, 2024 | More with "Les"

Episode Description

In this episode of More with Les on the Discovery 664 Academy Podcast, Professor Les Winston reveals smart strategies to reduce your income tax bracket. Learn how tools like pooled income funds can help you minimize taxes, generate future income, and create a lasting endowment that benefits your community.

You don’t have to let taxes drain your hard-earned wealth—discover how to legally and effectively take control of your financial future. Tune in for valuable insights and actionable advice!

🎙️ Don’t miss this episode and subscribe now to catch weekly tips on wealth-building and philanthropy.

Ep. 3: How to Maximize the Value of Appreciated Commercial Real Estate

Nov 13, 2024 | More with "Les"

Episode Description

In this episode of More with Les on Discovery 664 Academy, Professor Les Winston tackles a common yet complex challenge for property owners: how to maximize the value of ppreciated commercial Real Estate without incurring hefty tax burdens. Are you holding on to a property that’s grown in value but also demands high maintenance and management costs? Selling outright might seem tempting, but capital gains taxes and other fees can quickly cut into your profits.

Join Professor Les Winston as he unveils innovative strategies beyond the usual 1031 exchange or installment sale, like the unique benefits of a pooled income fund. This approach allows you to bypass significant taxes, enjoy a steady income stream, and simplify your portfolio. Intrigued? There’s much more to discover in the Appreciated Commercial Real Estatecourse at Discovery 664 Academy. Tune in to learn how you can make smarter choices with your appreciated assets and secure your financial future!

Ep. 5: The Power of Pooled Income Funds: Turning Assets into Income and Impact

Nov 8, 2024 | More with "Les"

Episode Description

In this episode of *More with Les* on the *Discovery 664 Academy Podcast*, Professor Les Winston introduces one of the most impactful tax-planning tools Congress has ever offered: pooled income funds.

Discover how this powerful strategy allows you to convert appreciated assets—like stocks, real estate, or cash—into a steady income stream while avoiding the immediate tax hit of selling those assets outright.

Learn how to align your financial planning with your values, ensuring stability for your family and creating a lasting legacy for the causes you care about.

Ep. 2: The Five Tax Levels: Minimizing Taxes & Maximizing Your Endowment

Nov 6, 2024 | More with "Les"

Episode Description

In this episode of More with Les on Discovery 664 Academy, Professor Les Winston introduces “The Five Tax Levels,” an essential concept in the Discovery 664 Academy Ambassador Program. He breaks down how understanding these tax levels can help you strategically minimize the “bites” the government takes from your earnings, growth, and estate.

Learn how to leverage endowment engineering to preserve your wealth and create a lasting impact, while keeping more of what you’ve built.

Tune in to gain practical insights into tax-smart endowment planning that can transform your financial future!

Ep. 1: Unlocking the Value of Appreciated Stock

Oct 30, 2024 | More with "Les"

Episode Description

In this debut episode of the series More with Les on Discovery 664 Academy, Professor Les Winston dives into a game-changing topic: managing appreciated stock to reduce capital gains taxes and amplify your charitable impact. If you’re wondering how to turn your stock gains into income without hefty tax hits—or even use them to support causes you care about—this episode is for you! Professor Winston shares strategies from Course One: Appreciated Stock in the Discovery 664 Academy Ambassador Program at discovery664.com, guiding you through powerful options to help you maximize your investments. Tune in to discover smarter ways to handle appreciated stock and make a lasting difference!

Welcome to Discovery 664 Academy: Unlock Financial Empowerment with Les Winston

Sep 2, 2024 | More with "Les"

Episode Description

Join Les Winston, founder and chairman of the Endow America Network Foundation, as he shares over four decades of expertise in financial planning and charitable giving. Learn how IRC Section 664 and Social Secharity™ can help you secure your financial future while making a meaningful impact. Whether you’re a financial advisor or a philanthropist, this video offers essential insights into leveraging charitable planning for financial freedom and societal contribution.