Is the traditional path to college really the best choice for every student? What if college isn’t the best next step? In this episode, Riley Simpson joins Russ and Joey to share how taking a gap year led to clarity, career success, and personal growth.

Riley discusses the growing trend of gap years as a viable alternative to college, offering students the opportunity to explore different careers, build skills, and gain self-awareness without the pressure of choosing a major. He also highlights the anxiety students face when forced to pick a direction too early and offers practical advice on how a gap year can be a purposeful and transformative journey, rather than just a break.

Discover how this alternative education path not only benefits students but also helps them develop the clarity to make better decisions for their futures.

Top three things you will learn:

-Breaking free from college pressure

-Building clarity

-Preparing for the future

About Our Guest:

Riley Simpson has had a fascinating trajectory. He took two gap years before going to college, during which he became a mediator, broke into the film industry, became a real estate broker, started and sold a business (Right Hand Media), and then entered the tech industry.

Riley is currently the Chief of Staff at Learn, the first-ever edtech Venture capital firm that has been an early investor in notable edtech companies, such as Coursera, Udemy, and many more.

Disclaimer: The opinions expressed on this podcast are solely those of the hosts and guests and do not constitute financial advice. Always consult a licensed professional for financial decisions.

This episode is sponsored by a podcast show partner. We may receive compensation if you use links or services mentioned in this episode.

The hosts may have a financial interest in the programs or services mentioned in this episode.

Connect with Riley Simpson:

-Website - https://wealthwithoutwallstreet.com/gapyear

Book Your Free Passive Income Game Plan Session:

-https://wealthwithoutwallstreet.com/freecall

Want to raise millionaire kids? Watch how Sharran Srivatsaa — former Goldman Sachs banker turned entrepreneur and investor — is building a generational wealth system with his kids, step-by-step. https://go.wealthwithoutwallstreet.com/millionaire-kids

Master Passive Income Podcast:

-https://masterpassiveincome.com/podcast

Turn Active Income Into Passive Income:

-https://wealthwithoutwallstreet.com/pios

Wealth Without Wall Street New Book:

-https://wealthwithoutwallstreet.com/newbook

Join Our Next Inner Circle Live Event:

-https://www.wealthwithoutwallstreet.com/live

-Promo Code: PODCAST

IBC Webinar:

-

Planning to sell your business? You’ve spent years building it—now it’s time to think about the next chapter. In this episode, the financial coaches discuss how to turn the sale of your business into lifelong, tax-free cash flow. They dive into strategies for creating an exit strategy that not only maximizes the value of your business but also shields your sale proceeds from taxes.

They share how using infinite banking and life insurance can provide a tax-free income stream after the sale, and why planning is key to success. Whether you're years away from selling or thinking about an exit soon, this episode is packed with actionable insights to help you plan your exit strategy.

Top three things you will learn:

-Building a successful exit strategy

-Creating a tax-free cash flow

-Maximizing the benefits of infinite banking

Disclaimer: The opinions expressed on this podcast are solely those of the hosts and guests and do not constitute financial advice. Always consult a licensed professional for financial decisions.

This episode is sponsored by a podcast show partner. We may receive compensation if you use links or services mentioned in this episode.

The hosts may have a financial interest in the programs or services mentioned in this episode.

Master Passive Income Podcast:

-https://masterpassiveincome.com/podcast

Book Your Free Passive Income Game Plan Session:

-https://wealthwithoutwallstreet.com/freecall

Want to raise millionaire kids? Watch how Sharran Srivatsaa — former Goldman Sachs banker turned entrepreneur and investor — is building a generational wealth system with his kids, step by step. https://go.wealthwithoutwallstreet.com/millionaire-kids

Turn Active Income Into Passive Income:

-https://wealthwithoutwallstreet.com/pios

Building Your Warehouse of Wealth by Nelson Nash:

-https://infinitebanking.org/product/building-your-warehouse-of-wealth/

Know Your Investor DNA:

-https://wealthwithoutwallstreet.com/investordna

Create a Six-Figure Side Hustle in Peer-to-Peer Car-Sharing:

-https://wealthwithoutwallstreet.com/cars

Wealth Without Wall Street New Book:

-https://wealthwithoutwallstreet.com/newbook

IBC Webinar:

-https://wealthwithoutwallstreet.com/ibc

Join Our Next Inner Circle Live Event:

-https://www.wealthwithoutwallstreet.com/live

-Promo Code: PODCAST

Find Out How Close You Are to Financial Freedom:

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What if you could generate $52,000 in passive income in a single month? In this episode, Russ and Joey break down how they made it happen, with roughly $35,000 coming from an unexpected but lucrative source—the land business.

They share how buying raw land, turning it into seller-financed property, and flipping it for profit generated an impressive income stream, and how you can replicate this strategy. Learn how they leveraged note income and structured their cash flow in a way that lets them scale quickly. You'll also discover the significance of understanding your investor DNA to ensure that your strategies align with your financial goals.

Top three things you will learn:

-How to make money with land

-Generating ongoing cash flow

-Understanding your investor DNA

March 2025 Income At-A-Glance:

-Gross Income for March: $74,383.47

-Total Expenses for March: $22,070.17

-Total Net Profit for March: $52,313.30

-Difference b/t February & March: $17,140.82

-% of net profit to overall gross revenue: 70%

Disclaimer: The opinions expressed on this podcast are solely those of the hosts and guests and do not constitute financial advice. Always consult a licensed professional for financial decisions.

This episode is sponsored by a podcast show partner. We may receive compensation if you use links or services mentioned in this episode.

The hosts may have a financial interest in the programs or services mentioned in this episode.

For Accredited Investors Who Want to Invest With Us:

-Email: info@wealthwithoutwallstreet.com (Reply: Accredited)

Master Passive Income Podcast:

-https://masterpassiveincome.com/podcast

Turn Active Income Into Passive Income:

-https://wealthwithoutwallstreet.com/pios

Learn How to Invest in Real Estate with The Land Geek:

-https://thelandgeek.com/

Book Your Free Passive Income Game Plan Session:

-https://wealthwithoutwallstreet.com/freecall

Want to raise millionaire kids? Watch how Sharran Srivatsaa — former Goldman Sachs banker turned entrepreneur and investor — is building a generational wealth system with his kids, step-by-step. https://go.wealthwithoutwallstreet.com/millionaire-kids

Join the Inner Circle Live Waitlist:

-https://www.wealthwithoutwallstreet.com/live

IBC Webinar:

-https://wealthwithoutwallstreet.com/ibc

Wealth Without Wall Street New Book:

-https://wealthwithoutwallstreet.com/newbook

Access our Free Financial Scorecard:

-https://wealthwithoutwallstreet.com/scorecard

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