Strawberry Letter

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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!

  1. Entrepreneur: At 24 years of age owned two Candlewood Suites and an Embassy Suites in Georgia.

    3 HR AGO

    Entrepreneur: At 24 years of age owned two Candlewood Suites and an Embassy Suites in Georgia.

    Listen and subscribe to Money Making Conversations on iHeartRadio, Apple Podcasts, Spotify, www.moneymakingconversations.com/subscribe/ or wherever you listen to podcasts. New Money Making Conversations episodes drop daily.  I want to alert you, so you don’t miss out on expert analysis and insider perspectives from my guests who provide tips that can help you uplift the community, improve your financial planning, motivation, or advice on how to be a successful entrepreneur.  Keep winning! 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.

    33 min
  2. Overcoming the Odds: From incarceration to Inspiration. After being denied parole, he took control of his own legal journey.

    4 HR AGO

    Overcoming the Odds: From incarceration to Inspiration. After being denied parole, he took control of his own legal journey.

    Listen and subscribe to Money Making Conversations on iHeartRadio, Apple Podcasts, Spotify, www.moneymakingconversations.com/subscribe/ or wherever you listen to podcasts. New Money Making Conversations episodes drop daily.  I want to alert you, so you don’t miss out on expert analysis and insider perspectives from my guests who provide tips that can help you uplift the community, improve your financial planning, motivation, or advice on how to be a successful entrepreneur.  Keep winning! Two-time Emmy and Three-time NAACP Image Award-winning, television Executive Producer Rushion McDonald interviewed Dominique Leonard. Founder of Jus' Free, a parole package provider. Here are some key highlights and themes from the conversation: 🔑 Key Themes & Takeaways 1. From Incarceration to Inspiration Dominique Leonard was sentenced to life in prison for a non-aggravated robbery. He discovered that “life” sentences can vary, and his was eligible for parole after 5.5 to 6 years. He was denied parole initially, which led him to take control of his own legal journey. 2. Birth of “Jus' Free” After being denied parole, Dominique created his own parole package with the help of his family. He realized many inmates are unaware of how they are presented to the parole board. This inspired him to found Jus' Free, a service that helps inmates humanize themselves through custom parole packages. 3. Faith, Family, and Redemption Dominique credits his faith and family for his transformation. He emphasizes that making a bad decision doesn’t make someone a bad person. His story is a testament to second chances and the power of self-advocacy. 4. Entrepreneurial Journey After release, he started with humble jobs and gradually built Just Free into a business. He took a paralegal course to deepen his legal knowledge. He began by contacting inmates directly and now boasts an 82% success rate in helping clients secure parole. 5. Impact and Legacy Dominique’s work not only helps inmates but also supports their families. His story is a reminder of the importance of empathy, support systems, and believing in redemption. #SHMS #STRAW #BEST See omnystudio.com/listener for privacy information.

    25 min

  3. 17 HR AGO

    Her Family Is Banned - 4.29.26

    The Strawberry Letter heard on The Steve Harvey Morning Show Wednesday, April 29th, 2026. Subject: "Her Family Is Banned" See omnystudio.com/listener for privacy information.

    14 min

  4. 1 DAY AGO

    His Past Is Affecting My Life - 4.28.26

    The Strawberry Letter heard on The Steve Harvey Morning Show Tuesday, April 28th, 2026. Subject: "His Past Is Affecting My Life"  See omnystudio.com/listener for privacy information.

    14 min

  5. 2 DAYS AGO

    He Is Amazing To Himself & His Mama - 4.27.26

    The Strawberry Letter heard on The Steve Harvey Morning Show Monday, April 27th, 2026. Subject: "He Is Amazing To Himself & His Mama"  See omnystudio.com/listener for privacy information.

    14 min

  6. 5 DAYS AGO

    Is It A Current Picture Or Not? - 4.24.26

    The Strawberry Letter heard on The Steve Harvey Morning Show Friday, April 24th, 2026. Subject: "Is It A Current Picture Or Not?"  See omnystudio.com/listener for privacy information.

    14 min

  7. 6 DAYS AGO

    Zaddy Wants Me All To Himself - 4.23.26

    The Strawberry Letter heard on The Steve Harvey Morning Show Thursday, April 23rd, 2026. Subject: "Zaddy Wants Me All To Himself"  See omnystudio.com/listener for privacy information.

    14 min

  8. 22 APR

    I Hope He Can Fix His Issues - 4.22.26

    The Strawberry Letter heard on The Steve Harvey Morning Show Wednesday, April 22nd, 2026. Subject: "I Hope He Can Fix His Issues"  See omnystudio.com/listener for privacy information.

    14 min
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Hosts & Guests

About

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!

Information

  • Creator
    iHeartPodcasts
  • Years Active
    2017 - 2026
  • Episodes
    2.1k
  • Rating
    Clean
  • Copyright
    2026 iHeartMedia, Inc. © Any use of this intellectual property for text and data mining or computational analysis including as training material for artificial intelligence systems is strictly prohibited without express written consent from iHeartMedia
  • Show Website
    Strawberry Letter

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