stock market plunge

Worried About The Recent Stock Market Plunge?

Going through a divorce or being divorced can leave you feeling financially insecure for several reasons which include divorce attorney fees, two residences, and ending up with half the assets you shared with your now ex. Additionally, if you aren’t working presently and you’re trying to figure out how to fit a work schedule into … Read more

Jennifer Aniston and Justin Theroux

Marital Advice For Jennifer Aniston and Justin Theroux

Who better than to give marital advice to newlyweds, Jennifer Aniston and Justin Theroux than a bunch of divorced people? Read my Love Essentially column below, (published last Wednesday in Chicago Tribune Pioneer Press.)   Marital Advice for Jennifer Aniston and Justin Theroux  by Jackie Pilossoph My fascination with Jennifer Aniston began in 1995 when … Read more

love letters

Love Letters: The Key To a Happy Romantic Relationship?

Maybe it’s because I’m a romance novelist and relationship writer, but I am a sucker for love letters. So, when one of my readers sent me a love letter he was planning to give his wife of 25 years, I decided I needed to write about it. Choosing a birthday gift for a spouse isn’t … Read more

swinger parties

Swinger Parties: Not The Best Idea for A Divorced Woman

I’ve lived in the suburbs for 15 years. During that time, I’ve heard people talk on numerous occasions about supposed swinger parties that go on. I’m talking about men and women who are either married or in committed relationships getting together with other couples to have consensual sex with multiple partners. I’ve also been in … Read more

Divorced Girl Smiling: Real Life Sex and The City?

There is no bigger fan of Sex and The City than Jackie P. I have seen every episode at least five times, I organized girl’s nights when both movies premiered, my comforter is still Calvin Klein Bamboo Shoots (same one as Carrie in her old apartment,) and at one point, the show’s opening song was … Read more

accountability in relationships

Accountability in Relationships is the Key to Being Happy

Most couples have some kind of conflict. What I mean is, even if you have a wonderfully happy and healthy relationship, you aren’t going to agree on everything. But here’s the difference between being happy with your partner and not: the WAY you handle your disagreements. Do you fight? Argue? Give each other the silent … Read more

women dating over 40

Women Dating Over 40: What’s Up With the Bad Body Image?

This is a TRUE story that I think will help countless single or divorced women dating over 40. It has to do with getting older, body image, self-love, self-esteem, and my girlfriend who needs a good kick in the ass! Last week, she and I got invited to go on our friend’s boat. So she … Read more

casual dating to serious relationship

From Casual Dating to Serious Relationship-Can You Handle It?

Going from casual dating to a serious relationship is a huge transition. It might seem scary or uncomfortable, which is understandable. But I will say, it can also have so many wonderful benefits! I received this email from a reader: Jackie, I recently went from casually seeing someone to officially being her boyfriend. I’m wondering … Read more

chris harrison divorced

Chris Harrison Is Divorced? What? Who Knew?

I’ll never forget how excited I was to watch the final episode of the first season of The Bachelor. Would Alex Michael give the rose and propose to Amanda or Trista? I remember at the time, my now 13 year-old son was a baby, and we rushed to get him to bed so I wouldn’t … Read more

dealing with divorce

A Son Seeks Advice For His Mom in Dealing with Divorce

I received a sweet, endearing email from a 24 year-old worried about his mom and seeking advice in helping her in dealing with divorce and being  happy again. Hi Ms. Pilossoph, My mom is the most amazing person, but she is still having a hard time dealing with divorce over 5 years later. I can’t … Read more

Tamsen Fadal: On Divorce, and “Fixing” Herself

“Self help and positive talk is great, but it doesn’t work if you can’t get out of bed,” according to Tamsen Fadal, the New York City 4 time Emmy winning journalist, entrepreneur and author, whose 2008 marriage was featured in the New York Times and whose divorce four years later landed her front and center … Read more