Relax, It’s Retirement Podcast

When Should High-Net-Worth Retirees Take Social Security? (Ep. 102)

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Planning for retirement comes with many choices that can shape long-term comfort and confidence.

Small shifts in timing, taxes, and income strategy can influence how well your resources support the life you want to enjoy.

In this episode, Josh Leonard breaks down how Social Security fits into a broader retirement plan for high-net-worth individuals, explaining how timing, tax brackets, portfolio design, and future goals work together. He highlights why delaying benefits can reduce risk, how tax planning affects income decisions, and why Social Security should be coordinated with the full financial picture.

Key Insights:

  • Why higher savings create more flexibility around Social Security timing
  • How IRMAA can affect Medicare costs when income rises unexpectedly
  • How delaying benefits can lower long-term risk and support lifetime income
  • How portfolio restructuring reduces unnecessary taxes from mutual fund gains
  • Why Social Security choices must connect with tax, investment, and legacy planning
  • And more!

    • Resources:

    • Schedule a meeting with the team

      • Connect with Josh Leonard: 

      • [email protected]
      • LinkedIn: Josh Leonard
      • Leonard Advisory Group
      • 412-998-PLAN
      • YouTube: Leonard Advisory Group
      • Facebook: Leonard Advisory Group
        • ...more
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        Relax, It’s Retirement PodcastBy Josh Leonard
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