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TheStreet Open House

6 Tough Questions To Ask Before Retiring

Ulzheimer also recommends not applying for any new credit and cleaning up any default or collection accounts remaining on your credit report. "Once you've stopped working, you will have less capacity to pay off debts and you certainly don't want collections phone calls," he says.

2. Have you maxed out your retirement benefits?

"The more money you can put in your monthly retirement income bucket by maximizing the income from all different sources, the better off you will be" says Steve Repak, CFP, author of "Dollars and Uncommon Sense ." "And, currently, a lot of it depends on delaying retirement."

Repak notes that your Social Security benefits increase until you reach age 70, and that if your employer provides a pension or matches any investment contributions you make, such as those made to a 401(k), it may pay to keep working and let your accounts continue growing.

3. Is your health declining?

Good health is another reason Americans may choose to work longer, according to Fideler.

As a healthy worker, you may find it beneficial to keep your job -- and health insurance -- until age 65 when Medicare can cover some of your health care expenses. If you retire before age 65, you may pay significantly more to keep health coverage through the COBRA program or your spouse's employee health plan, says Repak.

"Maintain as active a lifestyle as possible to save money on health care costs now and later," advises Dr. Paul Terpeluk, D.O., medical director of employee health services at the Cleveland Clinic. "You will avoid spending on prescription and over-the-counter medications, procedures and co-pays for the major sedentary-lifestyle diseases such as obesity, diabetes, hypertension, high cholesterol and heart disease."

4. Are you working out of choice?

In the ERBI survey, retirees who worked gave some of these financial reasons:

  • To buy extras
  • Decreased value of their savings or investments
  • Needing money to make ends meet
  • Needing money to keep health insurance or other benefits

"Obviously, if you have more income than expenses, then you have the choice to work at something you enjoy or are passionate about," Repak says.

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