Do You Have Any Tips for Dating a Widow?

April Braswell

Written by: April Braswell

April Braswell

April Braswell is a senior dating expert, dating coach and professional dating profile writer. She leads dating, relationship and communication skills workshops throughout California. You can sign up for her ezine at and get a free gift ecourse when you do.

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Edited by: Lillian Castro

Lillian Castro

Lillian Guevara-Castro brings more than 30 years of journalism experience to ensure DatingAdvice articles have been edited for overall clarity, accuracy, and reader engagement. She has worked at The Atlanta Journal and Constitution, The Gwinnett Daily News, and The Gainesville Sun covering lifestyle topics.

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Reader Question:

Do you have any tips/comments for a 60-year-old successful businessman who is now dating a 57-year-old widow who, because of the passing of her husband, has a substantially greater net worth than he does?

-Johnny (California)

April Braswell’s Answer:

So long as you are a successful businessman in your own right and have sufficient assets for your retirement years, this need not pose a problem for your relationship.

If her greater net worth means she has suddenly started jet setting while you are enjoying running your business and living in the house you outright own, then that might be a different story.

Most senior singles are looking for a mate who has some financial assets, is mature about money and spending habits and who likely owns a home.

After that, your lifestyles should be aligned, but they need not be identical.

Wealthy widows don’t want to be saddled with a man in his 60s who all of a sudden wants her to become his sugar mama.

Is there something in particular where you two are having a problem?

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