We understand what you are going through.
Divorce is hard. It’s upsetting and stressful and scary. We’re glad you’re here because Divorced Girl Smiling is the place that connects people facing divorce with trusted, vetted divorce professionals, with the goal of giving you the best divorce outcome and a great post-divorce life. Divorced Girl Smiling (DGS) is a community, and a place you can visit to get educated, empowered, and just feel better before, during and after divorce. We’re here to validate you, inspire you, and help you feel supported, confident and loved.
I’m a former Chicago Tribune columnist and TV news reporter who went through a divorce at age 41 with two toddlers. It was a lonely, isolating time. That’s why I took my pain and turned it into a company to help you. It’s my personal mission to help people facing divorce feel less alone, get through the process more smoothly, and live life happily and with health after divorce.
Stop worrying and start smiling! We’ve got you!
Sincerely,

Founder
Divorced Girl Smiling


Divorce Professionals
With help from the Divorced Girl Smiling advisory board, we choose and vet our Divorced Girl Smiling trusted professionals very carefully.
Click on a Category or Photo to learn more
Addiction
Recovery
After
Divorce

Coaches









Cryptocurrency Valuation
and Forensics
Dating
Coaches
Diamond and Jewelry
Buyers
Discernment
Counseling
Divorce
Attorneys


























Divorce Financial
Preparation

Divorce
Mediators







Divorce Mortgage
Planning
Dog/Pet Custody
and Mediation
Energetic
Wellness
Financial Divorce
Coaching
Financial Empowerment
Group
Financial Planning
& Investing






International Divorce
Consulting
Money
Coaches
Mortgage
Lenders


Online Divorce
Courses
Real Estate
Agents


Therapists





Wills and Estate Planning
Attorneys


Alcohol Monitoring
Devices
Co-parenting
programs

Divorce Advocate
Organizations
Divorce
Education
Home Renovations
to Sell or Stay
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.
Click here to tune inMost popular episodes
5 Signs You Are In An Addictive or Emotionally Abusive Relationship
7 Steps to Empowering Yourself in Divorce
Divorce After 30 Years of Marriage or More
6 Things Every Divorced Woman Should Stop Doing
4 Words You Should Never Say Again: I Can't Afford It

The Divorced Girl Smiling
Free Consult
This is the safest, most valuable step you can take in your divorce.
Tell me your story, your situation, and your goals. I will listen without judgement, and then suggest top-notch divorce professionals who I think are a good fit. This can include: divorce attorneys, mediators, coaches, therapists, mortgage lenders, financial advisors and more. Sometimes people don’t even know where to begin. That’s where we come in.
Book your free callNo cost. Always confidential
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?




































































































