Home

Getting Started

Portfolios

About Us

Bijou

Contact

Retirement Brings New Questions and New Opportunities

Aug 19, 2026

For many people, retirement is something they’ve spent decades preparing for.

They’ve contributed to workplace retirement plans, built investment portfolios, and worked toward the day they could finally step away from a regular paycheck.

Ironically, that’s when many realize the financial questions are only beginning.

According to the Employee Benefit Research Institute (EBRI), nearly half of workers want guidance on saving and investing after leaving their workplace retirement plan. About one-third want advice on what to do with the money in their former employer’s retirement account, while many others want help developing a retirement income strategy, managing taxes, planning for long-term care, reducing debt, or coordinating their estate plans.

Those findings highlight an important reality: retirement changes the financial decisions people face—and often creates a new set of retirement planning priorities.

From Saving to Retirement Income

Throughout your career, the objective is relatively straightforward—save consistently and invest for the future.

Retirement shifts the conversation.

Instead of asking, “How much should I save?”

The question becomes, “How do I make my savings last?”

That transition often involves decisions about:

  • Rolling over a workplace retirement plan
  • Developing a sustainable retirement withdrawal strategy
  • Coordinating Social Security benefits
  • Managing taxes in retirement
  • Preparing for healthcare and long-term care expenses
  • Planning how assets will eventually pass to loved ones

Each decision can influence the others, making retirement income planning far more connected than many people expect.

Navigating a Different Kind of Retirement Uncertainty

The emotional adjustment to retirement can be just as significant as the financial one.

As financial planner Andrea Billquist observed:

“Going from a dependable regular income to no income stream at all can be terrifying. With this new retirement reality, many quickly realize that they have more questions than answers and identify that they would like advice and support to make the right steps.”

That uncertainty isn’t necessarily a sign that someone failed to prepare.

In many cases, it simply reflects the complexity of retirement itself.

Building wealth and living from wealth require different strategies.

A Retirement Plan Provides Confidence

One of the greatest benefits of retirement planning is confidence.

Knowing where your retirement income will come from.

Understanding how much you can reasonably spend.

Having a strategy for market volatility.

Preparing for unexpected healthcare expenses.

Coordinating investment decisions with tax planning.

These aren’t one-time decisions. They’re part of an ongoing retirement planning process that evolves throughout retirement.

Our Retirement Planning Philosophy

At Howland and Associates, we believe retirement planning extends well beyond investment management.

Helping clients transition from accumulating assets to generating dependable retirement income often involves coordinating investment strategy, tax awareness, estate planning, and long-term financial goals.

For individuals and families seeking retirement planning in St. Petersburg, Florida, having a coordinated strategy can help bring greater clarity to the many financial decisions that come with retirement.

Retirement should be a time to enjoy the opportunities you’ve spent years creating—not a time to wonder whether you’re making the right financial decisions.

The questions may change when your career ends.

Having trusted guidance can make all the difference as you begin the next chapter.

Source: Employee Benefit Research Institute (EBRI); quotation by Andrea Billquist, CFP®, as reported in ThinkAdvisor.