Is a Second Marriage An Opportunity For A Do-Over?

second marriage

By Jackie Pilossoph, Creator and Editor-in-chief, Divorced Girl Smiling site, podcast and app, Love Essentially columnist and author

Look before you leap — into a second marriage

by Jackie Pilossoph for Chicago Tribune Media Group

If you got divorced, would you ever marry again?

Almost every married person to whom I’ve asked this question has emphatically said no, for one of two reasons: Either they are truly in love with their spouse and couldn’t imagine feeling that way again, or they are unhappy in their marriage and the thought of being unattached is too appealing to consider getting back into the saddle.

In either case, it seems no one who is married imagines getting remarried.



But the responses of divorced men and women to whom I’ve asked the same question include, “Hell, yes,” “Not in a million years,” “It depends,” “I have no idea,” and “Hell, no.”

Getting remarried can be scary and unappealing to many divorced people — understandably so, since their married lives were probably no piece of cake in the first place.


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There are some who enjoyed being married but felt they’d chosen the wrong person. Every situation is unique, but for most, remarriage isn’t an easy decision.

(Click here to read the rest of the article, published in the Chicago Tribune Pioneer Press and several other newspapers across the U.S.)

Like this article? Check out, “A Dark View Of Second Marriage And Why I completely Disagree”


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Jackie Pilossoph

Editor-in-chief: Jackie Pilossoph

Divorced Girl Smiling is here to empower, connect and inspire you. Jackie Pilossoph is the creator and Editor-In-Chief of Divorced Girl Smiling, the site, the podcast and the app. A former television journalist and newspaper features reporter, Pilossoph is also the author of four novels and the writer of her weekly relationship column, Love Essentially. Pilossoph holds a Masters degree in journalism and lives in Chicago with her two teenagers. The author of the novels, Divorced Girl Smiling and Free Gift With Purchase, Pilossoph also writes the weekly dating and relationships advice column, “Love Essentially”, published in the Chicago Tribune Pioneer Press and the Chicago Tribune online. Additionally, she is a Huffington Post contributor. Pilossoph holds a Masters degree in journalism from Boston University.

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