Jackie Pilossoph

I understand what you are going through.

I went through a divorce several years ago. I had two toddlers, no family in the town where l lived, and barely any online resources. That’s why l created Divorced Girl Smiling: a place you can go to find TRUSTED, VETTED divorce professionals, a podcast, articles, and a community of people going through what you’re going through.

I’m a former Chicago Tribune columnist and TV news reporter, who took my pain and turned it into a company to help YOU. It’s my personal mission to help those facing divorce to feel less isolated and alone, and to help you get through your divorce as smoothly as possible, and with a good outcome, so that you can live a happy, healthy post-divorce life.

I wish you all the best in your divorce journey!

Sincerely,

Jackie Pilossoph

Founder
Divorced Girl Smiling

Divorced Girl Smiling

Wonderful guidance!

“I love the guests she has on and the topics are so relevant and helpful.”

A can’t miss!

“Jackie provides support, thoughtfulness, and levity to those going through the tough time of divorce. She is the best girlfriend every person going through divorce deserves!”

Makes a difficult process so much easier!

“She’s been through it and she knows how hard it can be, especially with young kids.”

Divorced Girl Smiling Podcast

Grab a cup of coffee or a glass of wine and join us! You’ll be smiling in no time!

Every episode is hosted by Jackie Pilossoph, along with one of the Divorced Girl Smiling trusted professionals. We cover divorce and dating topics that span from the day you start thinking about divorce, through the entire process to life and love after divorce. Our goal is to arm you with knowledge, inspiration and connections to divorce professionals who can provide you the divorce outcome you want and deserve.

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Let's talk about it

You could Google –
or you could ask me!

Let me provide you with firsthand referrals for divorce attorneys, mediators, divorce coaches, financial advisors, real estate agents, mortgage lenders, therapists, and other divorce professionals-some you might not even realize can help you!

Book your free call

No cost. Always confidential

Who Let the Dogs Out?

After spending almost 10 years dating after divorce, Jackie Pilossoph, Founder of Divorced Girl Smiling, has stories. Lots of them.

And now, she’s going public with them in her new book,
Who Let the Dogs Out?