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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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Divorce And Real Estate: A Step-By-Step Guide &Raquo; Divorce Real Estate
Divorce and Real Estate: A Step-by-Step Guide

One of the most complicated and scary aspects of a divorce is deciding what's going to happen with your home. Are you going to buy your ex out and stay there? Are you going to sell the home? Are you g…

One of the most comp…

One of the most complicated and scary aspects of a divorce is deciding what's going to happen with your home. Are you going to buy your ex out and stay there? Are you going to sell the home? Are you going to buy a new home? My guest in this episode is realtor and CDRE (Certified Divorce Real Estate Expert) Shannon Lindstrom. Shannon offers a step-by-step guide on making the best decisions for you and your kids. Learn more here: https://www.divorcedgirlsmiling.com/divorce-and-real-Estate-a-step-by-step-guide/

Listen · 30:48
Divorce Loneliness: Reasons And Remedies &Raquo; Divorce Loneliness
Divorce Loneliness: Reasons and Remedies

Loneliness is one of the most painful emotions someone can experience. My guest in this episode is Jenine Marie Powell, Circles Support Group facilitator and divorce coach. Jenine and I talk about wha…

Loneliness is one of…

Loneliness is one of the most painful emotions someone can experience. My guest in this episode is Jenine Marie Powell, Circles Support Group facilitator and divorce coach. Jenine and I talk about what loneliness looks like and ways to feel less alone and isolated. Learn more and sign up for Circles here.

Listen · 36:30
Does Couples Counseling Work? Sometimes. &Raquo; Does Couples Counseling Work
Does couples counseling work? Sometimes.

What is a mixed-agenda couple and how do they fair in couples counseling? My guest in this episode is therapist and discernment counselor, Dr. Ginny Wright, who explains. Wright also talks about the d…

What is a mixed-agen…

What is a mixed-agenda couple and how do they fair in couples counseling? My guest in this episode is therapist and discernment counselor, Dr. Ginny Wright, who explains. Wright also talks about the differences between couples and discernment counseling. Learn more here: https://www.divorcedgirlsmiling.com/does-couples-counseling-work-sometimes/

Listen · 37:14
Divorce After 30 Years Of Marriage Or More &Raquo; Divorce After 30 Years Of Marriage
Divorce after 30 Years of Marriage or More

Every divorce is difficult. But for those divorcing after decades, things can be a lot more complicated, and the emotional aspect could be a lot harder because it's been such a long time. My guest in …

Every divorce is dif…

Every divorce is difficult. But for those divorcing after decades, things can be a lot more complicated, and the emotional aspect could be a lot harder because it's been such a long time. My guest in this episode is divorce attorney, Katherine E. Miller, who offers advice to those divorcing after a very long-term marriage. Learn more here: https://www.divorcedgirlsmiling.com/divorce-after-30-years-of-marriage-or-more/

Listen · 33:36
Dealing With An Emotionally Immature Adult In Divorce &Raquo; Emotionally Immature Adults
Dealing With an Emotionally Immature Adult In Divorce

What is an emotionally immature adult? What are their characteristics? And how do you deal with someone like this during and after divorce? My guest in this episode is divorce attorney, Theresa E. Vie…

What is an emotional…

What is an emotionally immature adult? What are their characteristics? And how do you deal with someone like this during and after divorce? My guest in this episode is divorce attorney, Theresa E. Viera, who offers the answers to these questions and lots of great advice if you are dealing with this! Learn more: https://www.divorcedgirlsmiling.com/dealing-with-emotionally-immature-adults-in-divorce/

Listen · 35:27
Anxiety: Why We Have So Much And Tips On Managing It In A Healthy Way &Raquo; Download
Anxiety: Why We Have So Much and Tips on Managing it in a Healthy Way

We all have Anxiety, but add divorce into the mix, and anxiety can get a lot worse. My guest in this episode is Haley Weaver, an author and anxiety expert who took her pain and experiences with anxiet…

We all have anxiety,…

We all have anxiety, but add divorce into the mix, and anxiety can get a lot worse. My guest in this episode is Haley Weaver, an author and anxiety expert who took her pain and experiences with anxiety and wrote a best-selling book! Haley offers advice for anxiety for both adults and kids. Learn more and get the book here: https://www.haleydrewthis.com/

Listen · 30:03
What Exactly Do Divorce Attorneys Do And What Don'T They Do? &Raquo; What Do Divorce Attorneys Do
What Exactly Do Divorce Attorneys Do and What DON'T They Do?

People usually start their divorce by calling a divorce attorney, and that's fine. But divorce can get really complicated, and there are so many other wonderful divorce professionals who can help you …

People usually start…

People usually start their divorce by calling a divorce attorney, and that's fine. But divorce can get really complicated, and there are so many other wonderful divorce professionals who can help you get divorced smoothly and with a really good outcome. My guest in this episode is divorce attorney, Tiffany Hughes, who talks about what exactly your divorce attorney does, and what he or she does not do, meaning who can help you with so many other  things. Learn more: https://www.divorcedgirlsmiling.com/what-do-divorce-attorneys-do-and-what-dont-they-do/

Listen · 38:01
Growth And Transformation: A Retreat I Attended On The Island Of Samos In Greece &Raquo; Img 6159
Growth and Transformation: A Retreat I Attended on the Island of Samos in Greece

Broadcasting from the island of Samos, Greece, my guest is my AMAZING retreat leader, Culinary and Wellness Coach, Hannah McKitrick. We had just finished a 7 day retreat and we are here to tell you al…

Broadcasting from th…

Broadcasting from the island of Samos, Greece, my guest is my AMAZING retreat leader, Culinary and Wellness Coach, Hannah McKitrick. We had just finished a 7 day retreat and we are here to tell you all about it! Growth and transformation? Ummm...yeah... It changed my life. Learn more: https://www.divorcedgirlsmiling.com/growth-and-transformation-a-retreat-i-attended-in-samos-greece/ 

Listen · 38:01
How To Find Inner Peace And What Will Prevent You From Finding It &Raquo; Adobestock 224070924
How to Find Inner Peace and What Will Prevent You From Finding It

Inner peace is hard to find sometimes, especially during and after divorce. My guest in this episode is Dr. Mort Orman, Anger Elimination Expert. Dr. Orman offers advice on finding inner peace and lit…

Inner peace is hard …

Inner peace is hard to find sometimes, especially during and after divorce. My guest in this episode is Dr. Mort Orman, Anger Elimination Expert. Dr. Orman offers advice on finding inner peace and literally getting rid of your anger. 

Listen · 32:49
10 Steps To Shifting Your Mindset And Living A Happier Life &Raquo; Ef4F71E8 E705 4Ce2 9985 2C2F0A0De227 Edi 1
10 Steps to Shifting Your Mindset and Living a Happier Life

Do you want to be happier? It is so much more in control than you think! My guest in this episode is Kat Artemis, a Positive Mindset Coach and author, and our conversation will lift you up! Kat offers…

Do you want to be ha…

Do you want to be happier? It is so much more in control than you think! My guest in this episode is Kat Artemis, a Positive Mindset Coach and author, and our conversation will lift you up! Kat offers 10 steps to to directed thoughts aimed at positivity and a happier life. 

Listen · 40:02
How Facebook And Social Media Can Affect Relationships And Divorce &Raquo; Social Media And Divorce
How Facebook and Social Media Can Affect Relationships and Divorce

Facebook, or as I sometimes refer to it, "Fakebook" can play a big role in Relationships. My guest in this episode is Divorce Attorney, Anna Krolikowska, who talks about the ways facebook and other so…

Facebook, or as I so…

Facebook, or as I sometimes refer to it, "Fakebook" can play a big role in relationships. My guest in this episode is Divorce Attorney, Anna Krolikowska, who talks about the ways facebook and other social media can contribute to the breakdown of a marriage, and can affect a divorce case. Learn more here: https://www.divorcedgirlsmiling.com/6-tips-for-facebook-and-other-social-media-and-divorce/  

Listen · 28:22
Divorce Or Depression: Which Came First? &Raquo; Depression And Divorce
Divorce or Depression: Which Came First?

My guest in this episode is Brittany Baker, LCSW and therapist, who talks about Depression versus sadness versus Grief. Brittany and I also talk about depression and divorce. Sometimes it's hard to kn…

My guest in this epi…

My guest in this episode is Brittany Baker, LCSW and therapist, who talks about depression versus sadness versus grief. Brittany and I also talk about depression and divorce. Sometimes it's hard to know which came first. We have some answers. Learn more here: https://www.divorcedgirlsmiling.com/depression-and-divorce-which-came-first/

Listen · 27:19
You Didn'T Plan On Getting Divorced But You Can Plan For Your Divorce &Raquo; 5D485 5712 B562 E83 6A633F488A67 Tracy Coenen Bio Images87Qf3
You Didn't PLAN on Getting Divorced But You Can PLAN for Your Divorce

Do you know what the difference is between getting a good divorce outcome and not getting one? PLANNING! My guest in this episode is Tracy Coenen, CPA, Forensic Accountant and the founder of the Divor…

Do you know what the…

Do you know what the difference is between getting a good divorce outcome and not getting one? PLANNING! My guest in this episode is Tracy Coenen, CPA, Forensic Accountant and the founder of the Divorce Money Guide. Tracy offers 6 steps to planning for your divorce--things you can do that will make the process easier and that will ultimately get you the outcome you want and deserve. Learn more: https://www.divorcemoneyguide.com/plan

Listen · 27:52
6 Things Every Divorced Woman Should Stop Doing &Raquo; Stop Shaming Yourself
6 Things Every Divorced Woman Should Stop Doing

To women going through a divorce or who are already divorced: Stop shaming yourself. Stop apologizing. Stop being mean to yourself! Stop criticizing yourself! My guest in this episode is financial adv…

To women going throu…

To women going through a divorce or who are already divorced: Stop shaming yourself. Stop apologizing. Stop being mean to yourself! Stop criticizing yourself! My guest in this episode is financial advisor and divorced mom of 3, Joanne Litman. Jo and I talk about these things and more things you should stop doing if you want to be happy. Learn more here: https://www.divorcedgirlsmiling.com/stop-shaming-yourself-and-stop-apologizing-you-deserve-better/

Listen · 31:33
5 Steps To Building Resilience During Divorce &Raquo; Building Resilience
5 Steps to Building Resilience During Divorce

What is resilience? Resilience is not about faking it till you make it or pretending everything is fine. It’s not about ignoring your feelings or using toxic positivity to cover up your pain. Instea…

What is resilience? …

What is resilience? Resilience is not about faking it till you make it or pretending everything is fine. It’s not about ignoring your feelings or using toxic positivity to cover up your pain. Instead, resilience is the ability to bounce back from challenges, adapt to difficulties, and stay flexible in how we think and respond. My guest in this episode is divorce coach, Mardi Winder-Adams. Wait till you hear her advice! Learn more here: https://www.divorcedgirlsmiling.com/5-steps-to-building-resilience-during-divorce/

Listen · 36:39
Marital And Non-Marital Assets: What You Need To Know &Raquo; What Are Marital Assets
Marital and Non-Marital Assets: What You Need to Know

If you've never been through a divorce, it's not surprising not to be familiar with what marital assets are and what non-marital assets are. My guest in this episode is divorce attorney, Liz Felt Wake…

If you've never been…

If you've never been through a divorce, it's not surprising not to be familiar with what marital assets are and what non-marital assets are. My guest in this episode is divorce attorney, Liz Felt Wakeman, who gives an explanation of each and offers tips and advice on the division of assets in a divorce. Learn more: https://www.divorcedgirlsmiling.com/what-are-marital-assets-and-non-marital-assets-in-a-divorce/

Listen · 28:50
4 Mistakes People Make In Divorce And How To Avoid Making Them &Raquo; When Getting Divorced
4 Mistakes People Make in Divorce and How to Avoid Making Them

Every divorce situation is unique, but one thing I can say that everyone getting divorced has in common: we all want the best possible outcome. My guests in this episode are Catherine Shanahan, CDFA a…

Every divorce situat…

Every divorce situation is unique, but one thing I can say that everyone getting divorced has in common: we all want the best possible outcome. My guests in this episode are Catherine Shanahan, CDFA and Karen Chellew, co-Founders of My Divorce Solution. Catherine and Karen talk about 4 common mistakes people going through a divorce make, and how to avoid making these mistakes. Learn more here: https://www.divorcedgirlsmiling.com/4-mistakes-when-getting-divorced-and-how-to-avoid-making-them/

Listen · 31:00
Setting Boundaries In Relationships: Especially The One With Your Ex &Raquo; Dgs Podcast 3000
Setting Boundaries in Relationships: Especially the One With Your Ex

Boundaries are so so so important when it comes to being happy and healthy in life. That includes the boundaries you set with your ex. My guest in this episode is divorce coach, Jenine Marie Powell, w…

Boundaries are so so…

Boundaries are so so so important when it comes to being happy and healthy in life. That includes the boundaries you set with your ex. My guest in this episode is divorce coach, Jenine Marie Powell, who offers an explanation on the types of boundaries you should think about setting, along with tips for setting them. Learn more here: https://www.divorcedgirlsmiling.com/setting-boundaries-in-relationships-especially-the-one-with-your-ex/

Listen · 30:09

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