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Welcome, Beautiful Girl!

Divorced Girl Smiling–a website, podcast and soon-to-be app, is an honest, non-sugar-coated, helpful place for women and men who are thinking of separating, going through a divorce, or living life and dating after divorce, many as single parents.

I created Divorced Girl Smiling to empower, connect and inspire you! Feel free to browse the site for articles written by me and my top-notch contributors. There are also wonderful professional resources — partners that I trust on Divorced Girl Smiling. These include professionals in the fields of divorce law, financial planning, real estate, mortgages, therapy, and divorce coaching.

I also encourage you to join the The Divorced Girl Smiling Facebook Group Page, where you can ask questions, have other members weigh in on your issues, and feel supported and connected!

Divorced Girl Smiling is safe and anonymous. Think of me as your friend that you can carry around with you (on your phone) to address your concerns, help you solve your problems, feel less alone, and get motivated to live your best and authentic life.

Love, Jackie Pilossoph
Creator and Editor-in-Chief, Divorced Girl Smiling

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15 Survival Tips For Those Going Through a Divorce
Naked and Terrified

7 Reasons You Should Never Lose Hope In Dating After Getting Divorced

May 28, 2021 . Jackie Pilossoph

Dating after getting divorced can feel really scary. The insecurity of being older, divorced, and out of practice (for lack of a better phrase) all plays into the fear, anxiety and stress that dating after divorce can bring. As someone who didn’...

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The Center for Divorce Recovery

"They Hate Me!": Dating A Guy With Kids

May 25, 2021 . Jackie Pilossoph

A friend of mine who was dating a guy with kids said to me, “Today is my boyfriend’s daughter’s 16th birthday. I got her a dozen roses and a box of her favorite chocolates.” I replied, “That’s nice.” My friend responded, “What d...

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Chicago Divorce Attorney Answers Your Questions

May 22, 2021 . Jackie Pilossoph

Daniel Stefani has been a Chicago divorce attorney for almost 3 decades, and is the co-Founder of the law firm, Katz & Stefani. In his guest post, Stefani offers some common questions he hears from newly separated clients, along with his answers ...

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Three of the Biggest Issues that Arise in Divorce Mediation

May 19, 2021 . Ellen Feldman

Since we have been working together as divorce mediators for almost 14 years, my partner Brian James and I have started to see divorce mediation themes which arise and enable us to advise our clients on best practices and ways to deal with certain is...

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Advice for "I Hate Online Dating:" Guess What? You Don't Have to Do It!

May 17, 2021 . Wendy Sterling

From a DGS Facebook group page member: I really would love to be in a new relationship but I hate online dating. I am just not cut out for it. My heart gets ripped out way too easily and I can't deal with the ghosting. I really want to learn to b...

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