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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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Tips For Handling Change During And After Divorce &Raquo; Handling Change
Tips for Handling Change During and After Divorce

One of the hardest parts about divorce is that you have to face so many changes! The good news is, if you look at change in the right way, you will learn to accept and even like the changes! My guest …

One of the hardest p…

One of the hardest parts about divorce is that you have to face so many changes! The good news is, if you look at change in the right way, you will learn to accept and even like the changes! My guest in this episode is Liesel Darby, Mediator and Divorce Coach, who offers tips on handling change with grace, courage and an open mind. Learn more: https://www.divorcedgirlsmiling.com/tips-for-handling-change-during-and-after-divorce/

Listen · 32:02
Blending Families, Moving In Together And The Dog: We Have Tips! &Raquo; Blending Families Moving In Together
Blending Families, Moving in Together and The Dog: We Have Tips!

Blending families and moving in together is so exciting! But have you ever thought about how your dog is going to feel (and behave) during the transition? My guest in this episode is Karis Nafte, Cert…

Blending families an…

Blending families and moving in together is so exciting! But have you ever thought about how your dog is going to feel (and behave) during the transition? My guest in this episode is Karis Nafte, Certified Dog Behavior Therapist and Pet Mediator, who offers tips on making sure your dog adapts to your blended family. Learn more: https://www.divorcedgirlsmiling.com/blending-families-moving-in-together-and-the-dog/

Listen · 28:09
5 Tips For Those Divorcing A Narcissist &Raquo; Divorcing A Narcissist
5 Tips for Those Divorcing a Narcissist

Divorce is hard, no matter what the situation is. But divorce gets a lot more stressful and frustrating if you are divorcing a narcissist. My guest in this episode is divorce coach, Lisa Lisser, who d…

Divorce is hard, no …

Divorce is hard, no matter what the situation is. But divorce gets a lot more stressful and frustrating if you are divorcing a narcissist. My guest in this episode is divorce coach, Lisa Lisser, who describes the characteristics of a narcissist, and then offers tips on dealing with that person through your divorce. Learn more: https://www.divorcedgirlsmiling.com/5-tips-to-keeping-your-sanity-when-divorcing-a-narcissist/

Listen · 31:41
9 Ways To Save Money In Divorce &Raquo; Save Money
9 Ways To Save Money in Divorce

Divorce can feel incredibly stressful when it comes to finances and spending Money. My guest in this episode is Financial Divorce Coach and divorced dad, Hirsch Serman, who offers 9 ways to save money…

Divorce can feel inc…

Divorce can feel incredibly stressful when it comes to finances and spending money. My guest in this episode is Financial Divorce Coach and divorced dad, Hirsch Serman, who offers 9 ways to save money in your divorce. 

Listen · 28:21
5 Job Search Tips For Women Going Back To Work &Raquo; Job Search Tips
5 Job Search Tips for Women Going Back to Work

Going back to work can feel stressful and scary, especially during or after divorce, or if you haven't worked in awhile. My guest in this episode is Amy Ratnow, founder of ALR Connections, her company…

Going back to work c…

Going back to work can feel stressful and scary, especially during or after divorce, or if you haven't worked in awhile. My guest in this episode is Amy Ratnow, founder of ALR Connections, her company that helps women with job skills and helps them get jobs! Amy, who was a stay at home mom for many years before going back to work, reveals 5 job search tips that will have you feeling motivated and empowered! Learn more: https://www.divorcedgirlsmiling.com/5-job-search-tips-for-women-going-through-a-divorce/

Listen · 28:32
You Guide To All Things Child Support Related &Raquo; Child Support Definition 1
You Guide to all Things Child Support Related

If you are getting divorced and you have kids, this is a great episode for you! My guest is Colleen Breems, divorce attorney and partner for Beermann, LLP. Colleen explains child support in detail and…

If you are getting d…

If you are getting divorced and you have kids, this is a great episode for you! My guest is Colleen Breems, divorce attorney and partner for Beermann, LLP. Colleen explains child support in detail and offers a guide to everything you might want and need to know. Learn more: https://www.divorcedgirlsmiling.com/child-support-definition-and-your-guide-to-illinois-child-support/

Listen · 29:12
4 Words You Should Never Say Again: I Can'T Afford It &Raquo; Money And Divorce
4 Words You Should Never Say Again: I Can't Afford It

Money can be such a source of Stress during and after divorce. I get it. I have been there. My guest in this episode is financial advisor, Amanda Campbell. Amanda and I talk about where the Anxiety is…

Money can be such a …

Money can be such a source of stress during and after divorce. I get it. I have been there. My guest in this episode is financial advisor, Amanda Campbell. Amanda and I talk about where the anxiety is really coming from, and how to live comfortably and literally stress-free when it comes to money-no matter how much or how little a person has. 

Listen · 36:34
A Divorce Strategy Where Everyone Wins &Raquo; Divorce Strategy
A Divorce Strategy Where Everyone Wins

What's your divorce strategy? Do you want to hire a "shark" and battle things out in court? Do you want a good divorce outcome that leads to a wonderful post-divorce life? If you chose the latter, thi…

What's your divorce …

What's your divorce strategy? Do you want to hire a "shark" and battle things out in court? Do you want a good divorce outcome that leads to a wonderful post-divorce life? If you chose the latter, this is a great episode for you. My guest is divorce mediator, Erik Feig. Erik offers some great advice on what to think about when you're first starting the divorce process, or even if you're in the thick of it. 

Listen · 26:49
A Divorce Strategy Where Everyone Wins &Raquo; Divorce Strategy
A Divorce Strategy Where Everyone Wins

What's your divorce strategy? Do you want to hire a "shark" and battle things out in court? Do you want a good divorce outcome that leads to a wonderful post-divorce life? If you chose the latter, thi…

What's your divorce …

What's your divorce strategy? Do you want to hire a "shark" and battle things out in court? Do you want a good divorce outcome that leads to a wonderful post-divorce life? If you chose the latter, this is a great episode for you. My guest is divorce mediator, Erik Feig. Erik offers some great advice on what to think about when you're first starting the divorce process, or even if you're in the thick of it. 

Listen · 26:49
Financial Tips For Divorced Women &Raquo; Budgeting And Investing
Financial Tips for Divorced Women

During and after divorce, finances can feel intimidating. There are countless women who have never invested their own money, never had a financial plan done, and never had a budget. There is no shame …

During and after div…

During and after divorce, finances can feel intimidating. There are countless women who have never invested their own money, never had a financial plan done, and never had a budget. There is no shame in that and it's never too late to learn! My guest in this episode is Financial Advisor, Craig Richman, who offers financial tips for divorced women. Learn more: https://www.divorcedgirlsmiling.com/budgeting-and-Investing-for-divorced-women/  Disclosure: Securities and advisory services offered through Commonwealth Financial Network®. Member FINRA, SIPC, a Registered Investment Adviser.

Listen · 22:50
Difficult, Disrespectful And Toxic: How Do You Co-Parent With Someone Like This?! &Raquo; Screenshot 2024 08 21 At 75837 Am Prjv9Q
Difficult, Disrespectful and Toxic: How Do You Co-parent With Someone Like This?!

If your ex is difficult, disrespectful and/or toxic, that makes it pretty hard to co-parent with him or her. But Divorce Coach and co-parenting coach, Cherie Morris says there IS a way and in this epi…

If your ex is diffic…

If your ex is difficult, disrespectful and/or toxic, that makes it pretty hard to co-parent with him or her. But Divorce Coach and co-parenting coach, Cherie Morris says there IS a way and in this episode, she shares her advice and tips. Learn more: https://www.divorcedgirlsmiling.com/difficult-disrespectful-and-toxic-how-to-coparent-with-this-person/

Listen · 27:32
The Emotional Aspect Of Selling Your Home After Divorce &Raquo; Selling The House After Divorce
The Emotional Aspect of Selling Your Home after Divorce

If you are selling your home after divorce, you might be feeling all kinds of emotions you didn't expect: sadness, fear, resentment, and at the same time a tinge of excitement. My guest in this episod…

If you are selling y…

If you are selling your home after divorce, you might be feeling all kinds of emotions you didn't expect: sadness, fear, resentment, and at the same time a tinge of excitement. My guest in this episode is Maci Chance, Real Estate agent for Live. Laugh. Denver, and certified divorce professional. Maci experienced firsthand the emotions of selling her marital home. This episode is inspiring and touching, and will give you so many wonderful tips if you are selling your home during or after divorce. Learn more: https://www.divorcedgirlsmiling.com/selling-the-house-after-divorce-letting-go-and-movi…

Listen · 27:21
What Is Possible? Healing After Divorce And Getting &Quot;Date Ready&Quot; &Raquo; Julie Danielson
What is Possible? Healing after Divorce and Getting "Date Ready"

What is possible after divorce? A happy, healthy life! That's what I talk about in this episode with my guest, divorce coach, Julie Danielson. Julie and I, who both went through a divorce, discuss way…

What is possible aft…

What is possible after divorce? A happy, healthy life! That's what I talk about in this episode with my guest, divorce coach, Julie Danielson. Julie and I, who both went through a divorce, discuss ways to heal through divorce. We also talk about getting yourself in a good place to start dating, figuring out if you would actually date yourself, and debunking that myth: I'm too old, no one's going to want me. 

Listen · 30:36
10 Tips For Negotiating Successfully In Mediation &Raquo; Mediation And Negotiation
10 Tips for Negotiating Successfully in Mediation

If you have mediation coming up, or if you are in the process of mediation, this is a great episode for you! My guest is divorce mediator and negotiation coach, Melissa Wheeler Farag. Melissa offers 1…

If you have mediatio…

If you have mediation coming up, or if you are in the process of mediation, this is a great episode for you! My guest is divorce mediator and negotiation coach, Melissa Wheeler Farag. Melissa offers 10 tips to help you negotiate successfully and walk away with a settlement you feel really good about. Learn more here: https://www.divorcedgirlsmiling.com/mediation-and-negotiation-10-tips-for-success/

Listen · 34:01
How Healthy Co-Parenting Can Truly Change Your Life For The Better &Raquo; Healthy Co Parenting
How Healthy Co-parenting Can Truly Change Your Life for the Better

Co-parenting isn't always easy, especially if there's a lot of anger and resentment between parents. But we have some tips that could change your life! GREAT episode with my guest, divorce mediator, M…

Co-parenting isn't a…

Co-parenting isn't always easy, especially if there's a lot of anger and resentment between parents. But we have some tips that could change your life! GREAT episode with my guest, divorce mediator, Michael Cohen, who went through a divorce and because of the litigious nature of it, dedicated his career to helping people co-parent in a healthier way. Learn more: https://www.divorcedgirlsmiling.com/the-benefits-of-healthy-co-parenting/

Listen · 31:09
2 Things That Will Change Your Life: Feeling Worthy And Focusing On Healing &Raquo; 5Q7A0406 Scaled 1
2 Things That Will Change Your Life: Feeling Worthy and Focusing on Healing

Michèle Heffron has some life lessons in this episode--Wisdom she obtained from her divorce experience that she wants to share with you! The first is: the importance of feeling worthy and the second …

Michèle Heffron has…

Michèle Heffron has some life lessons in this episode--wisdom she obtained from her divorce experience that she wants to share with you! The first is: the importance of feeling worthy and the second is helping you find your healing journey. Learn more: https://micheleheffron.com/?p=2296

Listen · 32:44
What To Expect When You'Re Expecting...mediation &Raquo; Headshot Sitting 684X1024 1
What to Expect When You're Expecting…Mediation

If you're newly separated (like I was several years ago) you probably don't know what divorce mediation is, or what goes on in the sessions. My guest in this episode is divorce mediator and parenting …

If you're newly sepa…

If you're newly separated (like I was several years ago) you probably don't know what divorce mediation is, or what goes on in the sessions. My guest in this episode is divorce mediator and parenting coordinator, Brian James. Brian and I offer insight on what to expect when you enter divorce mediation, and why we both think it's such a productive way to get divorced. Learn more: https://celandassociates.com/

Listen · 27:51
When Your Spouse Doesn'T Want (And Won'T Acknowledge) The Divorce &Raquo; Spouse Doesnt Want A Divorce
When Your Spouse Doesn't Want (and Won't Acknowledge) the Divorce

What do you do if your spouse doesn't want a divorce? Even worse, what if he/she won't even acknowledge that the divorce is happening? Can you get divorced without the other person participating? My g…

What do you do if yo…

What do you do if your spouse doesn't want a divorce? Even worse, what if he/she won't even acknowledge that the divorce is happening? Can you get divorced without the other person participating? My guest in this episode is divorce coach, Karen Covy, J.D. Karen offers advice for you if you are in this situation. Learn more here: https://www.divorcedgirlsmiling.com/when-your-spouse-doesnt-want-a-divorce/

Listen · 30:38

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