The Gem-Young Wealth Cast with Leo Daprile

iHeart (WKBNAM)
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  • Updated Weekly

Conversations with Leo Daprile of Gem-Young.

  1. 71. The realities of skilled nursing, rehabilitation, and long-term care.

    1d ago

    71. The realities of skilled nursing, rehabilitation, and long-term care.

    Leo Daprile sits down with Clint Ansell and Tiffany Crane from Maplecrest Skilled Nursing and Rehabilitation Center to discuss the realities of skilled nursing, rehabilitation, and long-term care. Together, they break down the differences between aging in place, assisted living, and skilled nursing care, helping families better understand when each option may be appropriate. Leo, Clint, and Tiffany explore common misconceptions about long-term care facilities, the services available to residents, and what families should consider when making care decisions for a loved one. Whether you're planning ahead or currently navigating these choices, this conversation provides valuable insight into one of the most important decisions families may face as they age

    54 min
  2. 70. Long-term care planning

    Jun 15

    70. Long-term care planning

    Leo Daprile sits down with Attorney Joseph Johnson to discuss the legal considerations surrounding aging in place and long-term care planning. Together, they explore the critical legal documents that can help protect you and your loved ones, including wills, trusts, powers of attorney, and healthcare directives. Leo and Attorney Joseph Johnson discuss common mistakes families make when planning for the future, the importance of having difficult conversations before a crisis occurs, and how proper legal planning can provide peace of mind while preserving your wishes. Whether you're preparing for your own future or helping aging parents navigate theirs, this conversation offers valuable insights into creating a plan that protects both your family and your legacy.

    54 min
  3. 69. Future care needs

    Jun 6

    69. Future care needs

    Leo Daprile sits down with Stephen Daprile to discuss the financial realities of aging in place and planning for future care needs. Together, they explore the costs associated with remaining in your home as you age, how those expenses compare to assisted living and long-term care options, and the importance of creating a financial strategy before a health event or crisis occurs. Leo and Stephen discuss how proper planning can help protect assets, maintain independence, and provide greater flexibility when making important healthcare and lifestyle decisions. Whether you're planning for yourself or helping a loved one navigate the future, this conversation offers valuable insights into preparing financially for the next chapter of life.

    54 min
  4. 68. Life Insurance

    May 31

    68. Life Insurance

    Leo sits down with Stephen Daprile and Sam Morocco for an important conversation on life insurance and the role it plays in your overall financial plan. They break down the different types of life insurance, how to determine what coverage is right for you, and why it’s not just about protection—but also about creating stability and flexibility for the future. You’ll also hear common misconceptions, planning strategies, and how life insurance can support your goals as you work toward a work optional lifestyle.

    54 min
  5. 67. How insurance goes in your financial plan

    May 31

    67. How insurance goes in your financial plan

    Leo sits down with Stephen Daprile and Denny White for a powerful conversation on how insurance fits into your overall financial plan. From protecting your assets to managing risk, they break down why insurance isn’t just a standalone product—it’s a key piece of building a strong, well-rounded strategy. You’ll hear how the right coverage works alongside your investments and planning to help keep everything on track. They also share common gaps people overlook and why aligning your insurance with your financial goals is essential to building and maintaining a work optional lifestyle.

    54 min
  6. 66. Buying based on Price

    May 18

    66. Buying based on Price

    Leo sits down with Denny White, Chief Revenue Officer at Gem Young Insurance, for an important conversation on buying insurance based on price vs. understanding the full picture. They break down why choosing the cheapest option isn’t always the best decision, how insurance company “report cards” can help you evaluate carriers, and what really matters when it comes to protecting your assets. You’ll learn how to look beyond price, avoid common mistakes, and make more confident decisions that align with your long-term goals and your path toward a work optional lifestyle.

    54 min
  7. 65. Medicare

    May 11

    65. Medicare

    Leo sits down with Jerald “Jerry” Balestrino, Risk Management Advisor and Senior Health Advisor at Gem Young Insurance, to talk all things Medicare. From understanding your options to avoiding common mistakes, Jerry breaks down what you need to know to make confident decisions about your healthcare coverage. They’ll also cover important updates and how Medicare fits into your overall financial plan. Whether you’re approaching eligibility or just want to better understand your coverage, this episode provides clear, practical insight to help you stay informed and protected—while supporting your path toward a work optional lifestyle.

    54 min
  8. 64. Insurance Claims

    May 4

    64. Insurance Claims

    Leo sits down with Denny White, Becky Olsavsky, and Kim from the Gem Young Insurance team to talk all things insurance claims—what really happens when you file a claim and how to navigate the process with confidence. From the first call to final resolution, the team breaks down what to expect, common mistakes to avoid, and how having a dedicated service team can make all the difference during stressful situations. You’ll gain insight into how claims are handled behind the scenes and why working with a team that knows you and your coverage matters when it counts the most—all while helping protect your path toward a work optional lifestyle.

    54 min
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About

Conversations with Leo Daprile of Gem-Young.

Information

  • Creator
    iHeart (WKBNAM)
  • Years Active
    2022 - 2026
  • Episodes
    300
  • 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
    The Gem-Young Wealth Cast with Leo Daprile