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Strawberry Letter

Financial Tips: He discusses the three legs to build sustainable wealth: Income Investment, Insurance and long-term care.

Strawberry Letter

iHeartPodcasts

Society & Culture, Relationships

4.51.7K Ratings

🗓️ 10 February 2026

⏱️ 31 minutes

🧾️ Download transcript

Summary

Two-time Emmy and Three-time NAACP Image Award-winning, television Executive Producer Rushion McDonald interviewed Dr. Willie Jolley.


SUMMARY OF THE INTERVIEW

In this energetic and motivational conversation, Hall of Fame speaker Dr. Willie Jolley joins Rushion McDonald on Money Making Conversations Masterclass to discuss his new book, “Rich Is Good, Wealthy Is Better.” The interview covers the difference between being rich and being wealthy, the mindsets required for long-term financial growth, and how individuals—no matter their background—can build generational wealth. Jolley also emphasizes discipline, humility, planning, multiple streams of income, overcoming setbacks, and the importance of insurance and protection of assets.


PURPOSE OF THE INTERVIEW

The interview aims to:

1. Introduce and promote Dr. Jolley’s new book

“Rich Is Good, Wealthy Is Better” and the teachings within it.

2. Educate listeners on the distinction between rich and wealthy

Jolley wants audiences to understand wealth in generational, not short-term, terms. 

3. Motivate individuals to shift their financial mindset

From “working money” to “mailbox money.” 

4. Empower entrepreneurs and families

To adopt discipline, drop pride, and create multigenerational financial systems. 

5. Share Jolley’s personal setback‑to‑success story

To reinforce that anyone can grow wealth with the right principles. 


KEY TAKEAWAYS 1. Rich vs. Wealthy

  • Being rich = high income, often tied to active labor (e.g., athlete contracts).
  • Being wealthy = passive income, ownership, generational sustainability.
  • A rich football player earns millions; the team owner earns billions and doesn’t have to “run up and down the field.” 

2. The Five Money Mindsets

Jolley explains five financial mindsets:

  1. One‑day mindset – living day to day.
  2. 30‑day mindset – fixed incomes/check-to-check living.
  3. One‑year mindset – annual thinking (raises, annual income).
  4. Decade mindset – typical for entertainers/athletes with multi‑year contracts.
  5. Generational mindset (Wealth Mindset) – building wealth to last multiple generations. 

Jolley’s goal: move people up just one level at a time.


3. Five Types of Wealth

Jolley breaks wealth into five categories:

  1. Financial Wealth
  2. Health Wealth (“A sick person has one dream; a healthy person has a thousand.” – Les Brown)
  3. Relationship Wealth
  4. Reputational Wealth (Brand)
  5. Intellectual Capital Wealth (What you know and can charge for)

4. Discipline Is the Key

Wealth requires:

  • Living below your means
  • Investing the difference
  • Consistency
  • Avoiding arrogance and ignorance 

5. Pride Is an Enemy of Wealth

Pride leads people to overspend to keep up appearances.
Jolley argues that pride “kills wealth” and must be replaced with planning and humility. 


6. The Three Legs of Wealth

To build sustainable wealth, you need:

  1. Income
  2. Investment (letting money work for you)
  3. Insurance (life, health, car, disability, long-term care) 

7. Multiple Streams of Income

Jolley urges everyone to build at least two streams of income from:

  • Stocks
  • Bonds
  • Real estate
  • Crypto
  • Collectibles
  • Jewelry
  • Art
  • Content creation

8. Overcoming Setbacks

Jolley details his own journey from unemployed nightclub singer to globally recognized motivational speaker.
He reinforces that a setback is a setup for a comeback—the core message of his earlier bestselling book.


9. It’s Never Too Late to Start

He cites examples of:

  • A secretary who retired with $8M by investing small amounts over time
  • Invested $12,000 at age 65 and grew it to $890,000 by age 72 

NOTABLE QUOTES FROM THE INTERVIEW On Time & Opportunity

  • “I have only just a minute… but it’s up to me to use it.” 

On Mindset

  • “Wealth starts in your mind.” 

On Rich vs. Wealthy

  • “Regular folks work for their money. Wealthy people make their money work for them.” 

On Pride

  • “My pride was killing my wealth.” 

On Growth & Learning

  • “If you’re willing to learn, no one can stop you.” [On Setbacks
  • “A setback is a setup for your greater comeback.” 

On Starting Late

  • “When is the best time to plant a tree? Eighty years ago. The second-best time? Today.” 

#SHMS #STRAW #BEST

See omnystudio.com/listener for privacy information.

Transcript

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0:00.0

This is an I-Heart podcast. Guaranteed Human. Hi, I'm Roshan McDonnell. I host a weekly Money Making Conversation Masterclass show. The interviews and information that this show provides are for everyone. It's time to stop reading other people's success stories and start living your own. I'm talking about you. Now, if you want to be a guest on my show, Money Making Conversations Masterclass, please visit our website, moneymakingconversations.com, and click the Be a Guest button if you're a

0:26.1

small business owner, entrepreneur, motivational speaker, influencer, a nonprofit. Now, let's get this

0:32.1

show started. My next guest is a Hall of Fame speaker who has been named one of the outstanding five speakers in the world.

0:40.2

He is the author of several bestselling books, including a setback, is a set up for a comeback.

0:46.3

An attitude of excellence and his new book, Rich is good, wealthy is better.

0:51.7

I got it right here, ladies and gentlemen.

0:53.4

Just finished reading it. He specializes

0:55.4

in helping people to turn their setbacks into amazing comebacks and helping you grow your wealth

1:01.8

by growing yourself. Please welcome to Money Making Conversation Masterclass, the one and only,

1:07.0

Dr. Willie Jolly. Thank you, my brother. Thank you so much.

1:10.9

You know, I have only just a minute, only 60 seconds in it, forced upon me, can't refuse it. I didn't seek it. I didn't choose it, but it's up to me to use it. I must suffer if I lose it, give account if I abuse it, just a tiny little minute. but our eternity is wrapped up.

1:26.2

I'm grateful for this minute, this moment, this opportunity to be with my guy,

1:31.2

Roushine McDonnell. Thank you, my brother.

1:33.6

First of all, he know I love him. I listen to his show religiously on Sirius X-M.

1:39.3

I always text him or call him. Amen. Just sometimes you have to let a brother know or a friend know you listen by dropping a little crumb about an episode you just heard. And he goes, and I love it. Oh, he does listen to my show. It encourages me so much when I get those comments from you. Thank you, man. You just don't know how much I appreciate it. And I'm grateful. I'm grateful, grateful. Well, you know, I always like to get my audience locked in, you know, don't want to lose them because they want to listen real quick and see it's something they want to hear. Which is good. Which is good. Wealthy is better. Rich is good. I would say that one more time. Wealthy is better because the word rich and wealthy,

2:17.9

what is the difference there? Right. Right. You know what? Let me tell you how this book came to be.

2:24.5

I, as you know, have been on Sirius XM channel 141 now, but I've been on Sirius XM. I was first on

2:31.1

the power on 126 and then I moved over to 121 13 years ago.

2:35.4

But I've been on XM for 20 years.

2:38.0

And over those 20 years, I've had the honor of interviewing some of the greatest wealth

2:43.3

creators of our time, people like Bill Marriott and David Rubinstein and David Stewart,

2:49.7

America's wealthiest black man, Bob Johnson, Sheila Johnson,

...

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