Before You See Your CPA: Critical Tax Moves for Retirees

The Real Pros and Cons of Delaying Retirement

Should working one more year before retirement be a smart move—or a costly sacrifice of time you won’t get back? In this episode of Regarding Retirement, financial planner Neil Henry unpacks the real‑world factors behind the “just one more year” decision. Using recent headlines and practical client examples, he explores how timing retirement impacts savings, Social Security, healthcare costs, major home expenses, and overall peace of mind. The conversation highlights when extending your working years can add flexibility—and when it may be wiser to prioritize health, family, and quality of life. It’s a thoughtful look at how math, mindset, and personal priorities intersect at retirement. Schedule your complimentary consultation with Henry and Associates and chart that plan for living to 100 at 843-762-6781 or at HenryAndAssociates.net [https://www.henryandassociates.net/] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Why Retirees Fear Running Out of Money

Even with solid savings, many retirees worry more about running out of money than enjoying what they’ve built. In this episode of Regarding Retirement, financial planner Neil Henry tackles the fear that quietly follows many retirees into their next chapter. The conversation explores why anxiety persists regardless of net worth, how establishing clear income “knowns” can ease uncertainty, and the role Social Security timing, taxes, inflation, and long‑term care planning play in shaping confidence. Neil also explains why retirement isn’t a one‑time decision, but an ongoing process that benefits from flexibility, adjustments, and thoughtful planning over time. Schedule your complimentary consultation with Henry and Associates and chart that plan for living to 100 at 843-762-6781 or at HenryAndAssociates.net [https://www.henryandassociates.net/] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Trump Accounts for Kids: What Parents Need to Know Before Jumping In

A new government‑backed savings program for kids is generating buzz—and plenty of questions from parents and grandparents. In this episode, host Neil Henry, financial planner and founder of Henry and Associates, breaks down what we currently know about the new “Trump Accounts for Kids.” He discusses who qualifies, how the accounts may be funded, how they compare to 529 plans, and the potential guardrails around how and when the money can be used. Neil also shares important considerations families should keep in mind as details continue to unfold, including parental involvement, investment options, and long‑term planning implications. Schedule your complimentary consultation with Henry and Associates and chart that plan for living to 100 at 843-762-6781 or at HenryAndAssociates.net [https://www.henryandassociates.net/] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Before You See Your CPA: Critical Tax Moves for Retirees

What if a few overlooked tax details could quietly impact your retirement income this year? In this episode, host Neil Henry, financial planner and founder of Henry and Associates in Charleston, South Carolina, breaks down a practical tax‑season checklist for retirees and pre‑retirees. He discusses recent tax law changes affecting Social Security, higher standard deductions for retirees, and why tax planning looks very different from tax filing. Neil also highlights common items people forget to bring to their CPA, plus considerations around Roth conversions in today’s tax environment. A timely conversation designed to help listeners head into tax season better prepared and informed Schedule your complimentary consultation with Henry and Associates and chart that plan for living to 100 at 843-762-6781 or at HenryAndAssociates.net [https://www.henryandassociates.net/] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.

Annuities: Why Most People Get Them Wrong

Annuities are widely used — yet often misunderstood. In this episode of Regarding Retirement, financial planner Neil Henry breaks down why annuities generate so much confusion and how different types serve very different purposes. The conversation explores fixed, indexed, and variable annuities, common misconceptions fueled by media coverage, and why liquidity, fees, and income structure matter. Neil also discusses how annuities may be positioned within a broader retirement income plan, especially when balancing market risk, interest rates, and long‑term income needs. This episode focuses on understanding the tool itself — without lumping every annuity into the same category. Schedule your complimentary consultation with Henry and Associates and chart that plan for living to 100 at 843-762-6781 or at HenryAndAssociates.net [https://www.henryandassociates.net/] See omnystudio.com/listener [https://omnystudio.com/listener] for privacy information.