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Strawberry Letter

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Strawberry Letter
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  • Strawberry Letter

    Financial Tip: Dr, Willie Jolley's new Book, “Rich is Good, Wealthy is Better” and the teachings within it.

    2/04/2026 | 30 mins.
    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:
    One‑day mindset – living day to day.
    30‑day mindset – fixed incomes/check-to-check living.
    One‑year mindset – annual thinking (raises, annual income).
    Decade mindset – typical for entertainers/athletes with multi‑year contracts.
    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:
    Financial Wealth
    Health Wealth (“A sick person has one dream; a healthy person has a thousand.” – Les Brown)
    Relationship Wealth
    Reputational Wealth (Brand)
    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:
    Income
    Investment (letting money work for you)
    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.
  • Strawberry Letter

    Financial Tip: The interview teaches that becoming wealthy is less about income and more about mindset, discipline and long-term planning.

    2/04/2026 | 30 mins.
    Two-time Emmy and Three-time NAACP Image Award-winning, television Executive Producer Rushion McDonald interviewed Dr. Willie Jolley.
    Summary of the Interview: Dr. Willie Jolley on Money Making Conversations Masterclass
    Dr. Willie Jolley—Hall of Fame speaker, bestselling author, and longtime SiriusXM host—joins Rushion McDonald to discuss his new book Rich Is Good, Wealthy Is Better. The conversation focuses on redefining wealth, transforming money mindsets, developing discipline, and overcoming setbacks to build generational prosperity.
    Throughout the interview, Dr. Jolley shares insights gathered over 20 years of interviewing billionaires, CEOs, and major wealth creators. He outlines the crucial difference between being rich (high income) and being wealthy (owning assets that work without you). He emphasizes the role of discipline, humility, learning, and generational thinking in achieving sustainable wealth.
    The interview closes with Jolley’s personal comeback story—from nightclub singer to world‑renowned speaker—and his message that it’s never too late to change your financial future.
    Purpose of the Interview
    The interview aims to:
    1. Promote and explain Jolley’s new book
    “Rich Is Good, Wealthy Is Better,” which clarifies the difference between income-based wealth (rich) and asset‑based, multi‑generational wealth (wealthy).
    2. Teach listeners how to shift their money mindset
    Jolley walks through the five levels of money thinking, showing how most Americans operate in the lower levels due to habit or lack of knowledge.
    3. Encourage financial independence and discipline
    Listeners—especially entrepreneurs and families—learn the role of discipline, insurance, multiple income streams, and investment.
    4. Provide motivation through Jolley’s story
    His setback-to-comeback story proves that financial and personal reinvention is possible at any age.
    5. Address generational wealth and financial stewardship
    The book is also written for parents/grandparents worried their heirs may squander what they built.
    Key Takeaways 1. The crucial difference between rich and wealthy
    Rich = working income; stops when you stop.
    Wealthy = assets + systems; money works even when you don’t.
    Rich is “good”—but wealth is “better” because it is sustainable.
    2. Wealth begins with mindset
    Jolley identifies five money mindsets:
    One‑day mindset (daily survival)
    30‑day mindset (check-to-check)
    One‑year mindset
    Decade mindset (athletes/entertainers)
    Generational mindset (true wealth builders)
    His goal: move people one level higher.
    3. Discipline is the #1 lever for wealth
    Wealth requires:
    Living below your means
    Consistent investment
    Protecting what you have
    Maintaining health, relationships, reputation, and intellectual capital
    4. The “Five Types of Wealth”
    Financial wealth
    Health wealth
    Relationship wealth
    Reputational/brand wealth
    Intellectual capital wealth
    All contribute to long-term prosperity.
    5. The 3 Legs of Wealth
    Income
    Save & invest the difference
    Insurance to protect assets (life, health, disability, long‑term care)
    6. At least two streams of income are essential
    Examples: stocks, real estate, crypto, collectibles, content creation.
    7. Pride destroys wealth
    People overspend to look successful rather than be successful.
    Pride → debt → stress → financial ruin.
    Humility → learning → planning → wealth.
    8. It’s never too late to become wealthy
    He shares stories of:
    A domestic worker who died with $2.7M
    A secretary who accumulated $8M
    A former drug dealer who reached nearly $900K starting at age 65
    All achieved wealth by small investments over long periods.
    9. A setback is a setup for a comeback
    Jolley’s message is deeply motivational:
    Losing his singing job led him into speaking
    Speaking led to radio
    Radio led to books
    Books led to global influence
    He frames adversity as opportunity.
    Notable Quotes (from the transcript) On Wealth vs. Rich
    “Rich is good. Wealthy is better.”
    “Regular folks work for their money. Wealthy people make their money work for them.”
    On Mindset
    “Wealth starts in your mind.”
    “It’s hard to hit what you can’t see—and even harder to hit what you don’t know.” (on knowing the target)
    On Discipline
    “The key to success in growing wealth is discipline.” [
    On Pride
    “My pride was killing my wealth. I had to let the pride go so I could grab hold of the wealth.”
    On Setbacks
    “A setback is a setup for your greater comeback.”
    “Your setback is not the end of the story unless you choose it to be.”
    On Starting Late
    “Anybody can become wealthy if you use these principles.”
    “When is the best time to plant a tree? 80 years ago. The second-best time? Today.”
    In One Sentence
    The interview teaches that becoming wealthy is less about income and more about mindset, discipline, humility, and long-term planning—and that anyone can build generational wealth starting right now.
    #SHMS #STRAW #BEST
    See omnystudio.com/listener for privacy information.
  • Strawberry Letter

    Uplift: He overcame a drug abusing mom and founded a nonprofit in Detroit focused on removing non-academic barriers to education.

    2/04/2026 | 17 mins.
    Two-time Emmy and Three-time NAACP Image Award-winning, television Executive Producer Rushion McDonald interviewed Tarence Wheeler.
    Founded a nonprofit in Detroit focused on removing non-academic barriers to education.
    - During the pandemic, he helped distribute over **15 million meals** through a partnership with Forgotten Harvest.
    - His work is rooted in personal experience: growing up with a mother struggling with addiction and an absent father.
    - He credits his success to mentors, coaches, and community members who supported him.
    ---
    ### 👥 **Youth Advocacy**
    - Terrence emphasizes the importance of **adult involvement** in youth success.
    - He believes that **every child who shows up to school is already succeeding**, and it’s up to adults to help them cross the finish line.
    - His programs are designed to **uplift, mentor, and provide resources** to underserved youth.
    ---
    ### 🦃 **Annual All-Star Giveback**
    - Terrence and NBA great **Derrick Coleman** started the **All-Star Giveback** 27 years ago with 200 turkeys.
    - It has grown to include:
    - **3,000 turkeys**
    - **500 chickens**
    - **Socks, belts, rental assistance, and more**
    - **Special deliveries** for seniors, veterans, and disabled individuals
    - The event features appearances from celebrities and athletes like:
    - **Gary Payton, Isaiah Thomas, Rick Mahorn, Tim Hardaway, Calvin Johnson, Big Sean**, and more
    - **Governor Gretchen Whitmer** and other local officials also participate
    ---
    ### 💬 **Key Quotes & Insights**
    - “It’s not your conditions, it’s your decision making that determines your destiny.”
    - “If I can go from a dope house to the White House, so can you.”
    - “If everyone does a little, no one has to do a lot.”
    ---
    ### 💻 **How to Support**
    - **Phone**: (313) 819-0040
    - **Website**: TerrenceWheelerFoundation.com *(as mentioned in the script)*
    - **Volunteer or donate**: Not just about money—human capital and time are just as valuable.
    ---
    ### 🧠 **Tone and Style**
    - **Inspiring and heartfelt**: Terrence shares deeply personal stories to connect with listeners.
    - **Community-focused**: Emphasizes collective action and the power of showing up.
    - **Uplifting and motivational**: Encourages listeners to give back and believe in their potential.

    #STRAW
    #SHMS
    #BEST

    See omnystudio.com/listener for privacy information.
  • Strawberry Letter

    Money Tips: He emphasizes discipline, leadership, risk-taking, and strategies for building generational wealth.

    2/03/2026 | 22 mins.
    Two-time Emmy and Three-time NAACP Image Award-winning, television Executive Producer Rushion McDonald interviewed Keith Milner.
    Purpose of the Interview
    The interview aims to inspire aspiring entrepreneurs by sharing Keith Milner’s journey from corporate America to entrepreneurship. It emphasizes discipline, leadership, risk-taking, and strategies for building generational wealth, particularly for underrepresented communities.
    Key Takeaways
    Foundational Lessons from Childhood
    Growing up in a disciplined, hardworking family taught Keith accountability, integrity, and the principle of choices and consequences.
    Education was highly valued in his household, shaping his drive for success.

    Corporate vs. Entrepreneurial Mindset
    Corporate careers can feel secure but are often riskier because you lack control over your destiny.
    Entrepreneurship offers greater control and potential for generational wealth.

    Leadership and Teamwork
    Lessons from sports—teamwork, discipline, and leadership—translate directly into business success.
    Establishing a common goal and coaching employees is crucial, but underperformers must eventually be let go.

    Risk and Value
    Many African-Americans view entrepreneurship as risky, but Keith argues it’s less risky than employment in an at-will state.
    Success depends on creating value that customers are willing to pay for.

    Franchising Journey
    Relationships opened doors to Jersey Mike’s franchise ownership.
    Entrepreneurship requires hands-on involvement—Keith still works in his stores when needed.

    Advice for Aspiring Entrepreneurs
    Adopt a growth mindset and positive attitude.
    Follow the Five P’s: Plan, Prepare, Produce, Pivot, Persevere.
    Understand that entrepreneurship is a daily grind—“Every morning in the jungle, the lion wakes up running.”

    Notable Quotes
    On discipline and accountability:
    “If you said you were going to do something, you did it. If you were told to do something, you got it done.”

    On choices:
    “We make choices every day, and if you don’t make the right choice, there are consequences.”

    On entrepreneurship vs. employment:
    “Entrepreneurship and small business ownership is the best way to create generational wealth.”

    On leadership:
    “There are very few things in life you can do alone. You need people, you need a team.”

    On success formula:
    “You control the inputs, and therefore you can charge what you want—as long as you generate enough value.”

    On entrepreneurial mindset:
    “Plan, Prepare, Produce, Pivot, Persevere.”

    Swahili proverb:
    “Every morning in the jungle, the lion wakes up running… The question becomes, who’s going to run the fastest?”

    #SHMS #STRAW #BEST
    See omnystudio.com/listener for privacy information.
  • Strawberry Letter

    Career Change: A 24-year-old venture capitalist, tells us how he owns three Atlanta ho

    2/03/2026 | 34 mins.
    Two-time Emmy and Three-time NAACP Image Award-winning, television Executive Producer Rushion McDonald interviewed Dr. Isaiah Tatum.
    A 24-year-old entrepreneur, touring artist, and hotel owner:
    🎯 Purpose of the Interview
    The interview showcases Dr. Isaiah Tatum’s extraordinary journey from homelessness to becoming a venture capitalist, hotel developer, and touring saxophonist. It aims to inspire young entrepreneurs by highlighting the importance of faith, planning, mentorship, and financial literacy.
    🔑 Key Takeaways 1. Early Passion for Music
    Began playing saxophone at age 10.
    Influenced by legends like Kenny G, Curtis Mayfield, and Aretha Franklin.
    Practiced obsessively, leading to proficiency and touring opportunities.
    Maintains a strong connection to music despite business ventures.
    “I couldn’t wait to get home and play… I practiced six hours a day.” — Isaiah Tatum
    2. Entrepreneurial Drive & Financial Literacy
    Overcame homelessness and used that experience to fuel ambition.
    Became an equity investor in Jazz Pharmaceuticals at 18.
    Invested in real estate and hotel development with a focus on recession-proof models.
    “I didn’t want to be an artist who had to stay on tour to maintain. I wanted to be financially free.” — Isaiah Tatum
    3. Hotel Ownership & Strategy
    Owns two Candlewood Suites and an Embassy Suites in Georgia.
    Focuses on extended-stay models for consistent revenue.
    Emphasizes customer experience and operational efficiency.
    “Even if they’re spending $160, make them feel like they’re spending $1 million.” — Isaiah Tatum
    4. Mentorship & Education
    Studied finance and earned credentials from Wall Street Prep.
    Values mentorship from icons like Kenny G and Keith Worsham.
    Now mentors others and encourages financial literacy and self-confidence.
    “Don’t look for who you are to fit in with everybody else… Elevate yourself.” — Isaiah Tatum
    5. Vision & Future Endeavors
    Developing new properties in Tupelo, MS and Nashville, TN.
    Planning a Sweat Hotel concept and returning to music with a new album and tour.
    Driven by a daily mindset of growth and execution.
    “Even though I’ve done really good, it’s about what I’m doing tomorrow.” — Isaiah Tatum
    📌 Notable Quotes
    “Faith and a plan. A lot of people jump out there on faith. You better have a plan in your back pocket.” — Rushion McDonald
    “I fell in love with credentials… I wanted to maximize every opportunity.” — Isaiah Tatum
    “Let your results speak for themselves.” — Isaiah Tatum
    #SHMS #STRAW #BEST
    See omnystudio.com/listener for privacy information.

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About Strawberry Letter

Got a situation? Steve Harvey and Shirley Strawberry deliver unfiltered advice on love, relationships, family, work, and life. Send your letter, subscribe, and get real talk every day! Every weekday, the Steve Harvey Morning Show tackle a listener-submitted “Strawberry Letter”... a real-life dilemma ranging from romantic entanglements to career choices, family drama to money struggles, and everything in between. With a blend of wisdom, wit, and brutal honesty, they offer candid commentary and heartfelt guidance, often sparking conversation (and laughter) among the rest of the morning show crew. Submit your Strawberry Letter at www.steveharveyfm.com for a chance to be featured, and get the truth, Steve Harvey style!
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