Attention: You are now leaving the Wintrust website.

Clarify your retirement goals with these 4 questions

Clarify your retirement goals with these 4 questions

by Les Goldstein
July 24, 2017

Clarify your retirement goals with these 4 questions

Clarify your retirement goals with these 4 questions

by Les Goldstein
July 24, 2017


What's important to you about money?

I ask clients and potential clients this question all the time, and I've learned -- after having had thousands of these conversations -- that few people give the topic much thought.

That's unfortunate, because the answer -- or answers -- will help you focus on what matters to you most.

Investors (and many financial professionals) tend to put all the emphasis on growing their nest eggs for retirement and not focusing on whether the money you amass while you're working will last after you've retired. But there's so much more to a comprehensive financial plan than just the beginning and the end.

You should be using your money as a tool to achieve your goals. And your adviser can't help you reach those goals if you don't even know what they are, or if you can't articulate them, when you're discussing retirement strategies.

Here are some questions to help you get started. (If you're married, be sure to include your spouse.)

Who do you want to help with your money?

Answering "myself" or "ourselves" is a perfectly acceptable answer. But if you have others you want to include -- parents or children or anyone else you'll need or want to take care of -- be specific about what you'd like to be able to do for them. You could and should be exploring how you'll cover those costs now and in the future.

Do you have any specific "bucket list" items you wish to achieve?

Have you and your spouse dreamed of traveling, moving or changing your lifestyle in any way? When do you want those things to happen? Have you considered and included the costs of these activities in your financial plan?

You can't take it with you, so do you want to live large or leave some behind?

Is it okay to spend every penny you have during your lifetime, so that the last payment to the funeral home barely clears, or does leaving a financial legacy matter to you? Which people or organizations should receive your money? Your adviser can help you set up a course of action (a will, a trust, life insurance, etc.) to help you achieve your legacy goals in the most tax-efficient manner possible.

What would happen if you or your spouse became sick or disabled?

Have you talked about what kind of care you'd prefer if it's required (e.g., skilled care in your home, adult day care, an assisted living facility)? How would you pay for care, and how would your choices affect your loved ones in the short and long term?

Money is a very personal topic, and sharing your thoughts on these issues can be uncomfortable -- particularly if you and your spouse disagree on your various goals. But if you've never thought about your money in this way before, this can be a powerful and revealing exercise. Complete it thoughtfully, and discuss your options with the people affected.

Then you'll be ready to build a truly comprehensive financial plan.

Copyright 2017 The Kiplinger Washington Editors

This article was written by Founder, President, Les Goldstein, Personal Financial Strategies Inc. and Investment Adviser from Kiplinger and was legally licensed through the NewsCred publisher network. Please direct all licensing questions to

Stay Connected