7 Costly Retirement Mistakes That Could Force You Back to Work

7 Costly Retirement Mistakes That Could Force You Back to Work

From Wisdom to Wealth by drewstevens

May 15, 2026 · 9 min · Episode 121

About this episode

Drew Stevens discusses the seven biggest retirement mistakes retirees make and offers insights to avoid them.

Retirement today is more complicated than ever before. In this episode, Drew Stevens of Wisdom to Wealth discusses the 7 biggest retirement mistakes retirees continue to make — including poor Social Security timing decisions, entering retirement with debt, ignoring inflation, waiting too long for RMD planning, and failing to create a true retirement strategy. With over four decades of experience helping retirees prepare for retirement, Drew combines practical education, humor, and real-world perspective to help listeners avoid costly financial mistakes and improve confidence heading into retirement. Whether you are already retired or preparing to retire soon, this episode provides important insights to help you better navigate today’s retirement landscape.

People in this episode

Host: Drew Stevens

Topics covered

  • retirement mistakes
  • financial planning
  • Social Security
  • debt management
  • inflation
  • retirement strategy

Keywords

  • retirement
  • financial mistakes
  • Social Security timing
  • debt
  • inflation
  • RMD planning
  • retirement strategy

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