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Jackie Pilossoph Jackie Pilossoph, Founder, Divorced Girl Smiling

Jackie Pilossoph, former Chicago Tribune Syndicated Columnist (Love ESSENTIALLY) is the Founder of DIVORCED GIRL SMILING, the company that offers people facing Divorce a list of trusted, vetted divorce professionals, podcast, articles, and a FREE consult. Divorced Girl Smiling (DGS) has become a well known brand and community. Pilossoph, who holds a Masters degree in Broadcast Journalism, is a former television news reporter and features reporter for the Chicago Tribune. Her syndicated weekly column, LOVE ESSENTIALLY, was published in The Pioneer Press, The Chicago Tribune, and all Tribune Publishing editions, as well as Better magazine. Pilossoph was also a Huffington Post divorce blogger. Pilossoph is proud to share that her newest book, "Who Let the Dogs Out: An Empowering, Funny and Inspiring Guide to Dating After Divorce" is now available on Amazon and Barnes and Noble.

Recent Content

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When Your Spouse Finds Love In The Middle Of Your Divorce &Raquo; 1 14
When Your Spouse Finds Love in the Middle of Your Divorce

A divorce could be going relatively well, but the dynamics can dramatically change when one person gets into a relationship. This happens often, and we want to help you manage your feelings and make g…

A divorce could be g…

A divorce could be going relatively well, but the dynamics can dramatically change when one person gets into a relationship. This happens often, and we want to help you manage your feelings and make good divorce decisions, despite the hurt you are going through. My guest is Divorce Attorney, Sandra Fava, who has advice both for the person who is in the new relationship and the person whose ex just got involved with someone new. Read Sandra's article on this subject here: https://www.divorcedgirlsmiling.com/when-a-new-relationship-during-divorce-changes-everything/

Listen · 31:57
When Your Spouse Finds Love In The Middle Of Your Divorce &Raquo; 1 14
When Your Spouse Finds Love in the Middle of Your Divorce

A divorce could be going relatively well, but the dynamics can dramatically change when one person gets into a relationship. This happens often, and we want to help you manage your feelings and make g…

A divorce could be g…

A divorce could be going relatively well, but the dynamics can dramatically change when one person gets into a relationship. This happens often, and we want to help you manage your feelings and make good divorce decisions, despite the hurt you are going through. My guest is Divorce Attorney, Sandra Fava, who has advice both for the person who is in the new relationship and the person whose ex just got involved with someone new. Read Sandra's article on this subject here: https://www.divorcedgirlsmiling.com/when-a-new-relationship-during-divorce-changes-everything/

Listen · 31:57
Am I Truly Done With This Marriage Or Just Exhausted? &Raquo; 1 14
Am I Truly Done With This Marriage or Just Exhausted?

Marriage isn't easy. But how do you know if divorce is the right option or if you are just so exhausted that you don't feel capable of making that decision? Maybe it can work if the two of you get som…

Marriage isn't easy.…

Marriage isn't easy. But how do you know if divorce is the right option or if you are just so exhausted that you don't feel capable of making that decision? Maybe it can work if the two of you get some help. Or, maybe divorce is the best solution at this point. My guest in this episode is Dr. Ginny Wright, Discernment Counselor Master Practitioner, who offers advice on how to figure out what's really best. Read the article on this topic here: https://www.divorcedgirlsmiling.com/am-i-truly-done-with-this-marriage-or-just-exhausted/

Listen · 29:37
Values, Choices, And Your Plan During And After Divorce &Raquo; 1 14
Values, Choices, and Your Plan During and After Divorce

"Who am I now?" "What am I supposed to do?" These questions are often asked by those facing divorce and after divorce. My guest in this episode is Women's Empowerment Coach, Shannon McGorry, who helps…

"Who am I now?" "Wha…

"Who am I now?" "What am I supposed to do?" These questions are often asked by those facing divorce and after divorce. My guest in this episode is Women's Empowerment Coach, Shannon McGorry, who helps women figure out a path to a happy, healthy life forward. We talk about values and choices that will help you shape what you want and how you live your life from this day forward. 

Listen · 28:15
Here'S What Your Kids Want In The Divorce &Raquo; 1 14
Here's What Your Kids Want in the Divorce

When going through a divorce, it's really easy to think about yourself since you are in so much pain. It's also easy to not realize the pain your kids are in, as well. My guest in this episode is Divo…

When going through a…

When going through a divorce, it's really easy to think about yourself since you are in so much pain. It's also easy to not realize the pain your kids are in, as well. My guest in this episode is Divorce Mediator, Michael Cohen, and we are coming from the kids' perspective in this episode, and highlight what they want from their parents in the divorce. Read Michael's article on this subject here: https://www.divorcedgirlsmiling.com/what-your-children-want-from-your-divorce/

Listen · 30:49
Financial Empowerment: Get Rid Of The Guilt And Start Enjoying Your Life! &Raquo; 1 14
Financial Empowerment: Get Rid of The Guilt and Start Enjoying Your Life!

If you are intimidated by finances, and/or have never managed Money, or even if you have, but you have no idea what your life is going to look like after divorce, this is a great episode for you! My g…

If you are intimidat…

If you are intimidated by finances, and/or have never managed money, or even if you have, but you have no idea what your life is going to look like after divorce, this is a great episode for you! My guest is Financial Advisor, Amanda Campbell, and we are all about empowering you, helping you feel worthy of your wealth, and making financial decisions that lead to a happy, healthy post-divorce life! Read the article on this subject here: https://www.divorcedgirlsmiling.com/financial-empowerment-female-power-and-universal-truths-about-women-and-money/

Listen · 32:36
Steps To Building Your Divorce Strategy &Raquo; 1 14
Steps to Building Your Divorce Strategy

Want to know what a huge mistake in divorce looks like? Go into mediation without planning your strategy. I did that and it wasn't good. My guest in this episode is divorce attorney and author, Kather…

Want to know what a …

Want to know what a huge mistake in divorce looks like? Go into mediation without planning your strategy. I did that and it wasn't good. My guest in this episode is divorce attorney and author, Katherine Miller. Katherine explains what a divorce strategy looks like, and offers tips on how to build yours. 

Listen · 28:47
Going Back To Work: Benefits And Job Searching Tips &Raquo; 1 14
Going Back to Work: Benefits and Job Searching Tips

Going back to work during or after divorce can feel scary, especially if you haven't worked in awhile or are getting into a new field. My guest in this episode is Financial Advisor and Divorced Mom, J…

Going back to work d…

Going back to work during or after divorce can feel scary, especially if you haven't worked in awhile or are getting into a new field. My guest in this episode is Financial Advisor and Divorced Mom, Joanne Litman, and Jo and I have both walked the walk! We stayed home and went back to work when our kids were older. We share our stories and the benefits we saw when going back to work, and we offer tips on job searching. 

Listen · 28:59
The Hidden Cost Of Not Having A Divorce Team &Raquo; 1 14
The Hidden Cost of Not Having a Divorce Team

What's the difference between a getting a really good divorce outcome, and not getting the outcome you wanted? According to my guest, the difference lies in whether or not you have a divorce team. My …

What's the differenc…

What's the difference between a getting a really good divorce outcome, and not getting the outcome you wanted? According to my guest, the difference lies in whether or not you have a divorce team. My guest is Luke Sauter, a personal financial specialist, and we talk about what a divorce team specifically does, and why your lawyer can do his/her job better with one. We also talk some "fast ones" your ex might try to pull during the divorce, as well as gray divorce. 

Listen · 30:19
5 Mindset Shifts For Those Going Through A Divorce &Raquo; 1 14
5 Mindset Shifts for Those Going Through a Divorce

How many times have you heard someone say, "Change your mindset?" I actually love these words, and believe mindset is responsible for a happier, healthier life.  My guest is David Fletes, a divorced …

How many times have …

How many times have you heard someone say, "Change your mindset?" I actually love these words, and believe mindset is responsible for a happier, healthier life.  My guest is David Fletes, a divorced dad and CA based Real Estate professional, who has tips for changing your mindset during and after divorce. If you want to be inspired and feel like you have control over your happiness and success, this is a great episode for you.

Listen · 28:31
Budgeting And Investing For Divorcing Women &Raquo; 1 14
Budgeting and Investing for Divorcing Women

Two words that can send anyone into a panic attack: budgeting and Investing. My guest in this episode is Leah Hadley, a divorce mediator and financial counselor who specializes in helping women become…

Two words that can s…

Two words that can send anyone into a panic attack: budgeting and investing. My guest in this episode is Leah Hadley, a divorce mediator and financial counselor who specializes in helping women become empowered financially during and after divorce. Leah breaks these two words down and offers tips to help you understand what you need to do to feel calm and confident when it comes to your money. Learn more here: https://www.divorcedgirlsmiling.com/budgeting-and-investing-for-divorced-women/

Listen · 28:40
How Taking Ownership Can Change Your Life &Raquo; 1 14
How Taking Ownership Can Change Your Life

Feeling like you don't know who you are anymore? My guest in this episode is Gaynor Mielke, a life, Parenting and business coach, who says the reason this happens is because people don't realize how i…

Feeling like you don…

Feeling like you don't know who you are anymore? My guest in this episode is Gaynor Mielke, a life, parenting and business coach, who says the reason this happens is because people don't realize how intertwined love, Family and business are. Gaynor and I talk about the benefits of taking ownership of who you were meant to be, and how to combine love, family and business in your everyday life. 

Listen · 30:31