Planning a date takes effort. First you have to decide what you want to do. Eating dinner at a trendy restaurant, catching the new movie everyone’s talking about, seeing a concert, or going to a Bulls game are all great options, but there is a downside. Dates like these require planning in advance, a babysitter … Read more
Several years ago when I was getting divorced, I remember thinking that I didn’t know a single divorced person in my community. It was a terribly lonely and isolating feeling, and at times, I felt like I had no friends after divorce. So, when I met “Julia” in my kickboxing class and found out she … Read more
Opposing political views in a relationship can be challenging. What if you are hoping for Trump to win the election, but he wants Sanders? How do you talk to each other? Is it better not to talk about it? In this week’s Love Essentially, published today in the Chicago Tribune Pioneer Press, I address this … Read more
When The Bachelor premiered in 2002 I was 37 years old, so I wasn’t young, but I was still in touch with the whole dating scene, as I had only been married for a year or so. My ex-husband and I looked forward to every episode, rushed to the TV to catch the beginning (remember, … Read more
Dating, especially dating after divorce can feel like you’re in unfamiliar territory. It’s hard to recall what’s going on in the minds of the men you are now going on dates with. But honestly, dating and men probably haven’t changed much since the last time you were in the dating scene. To help offer you … Read more
It’s easy to look at divorce as a really, really sad, horrible loss, and I agree that it is. But believe it or not, there are some good things that come with getting divorced. There are pros and cons of divorce. What many men and women (especially those who are newly separated) can’t see is … Read more
What is a relationship deal breaker? Relationship deal breakers are things that someone isn’t willing to tolerate in the relationship; something that they can’t live with, something that they don’t want to live with, and/or something that makes it feel like it’s better to be without the person than to stay. Relationship dealbreakers cause breakups … Read more
I can honestly say that for every single flight I go on, the items in my ONE permitted carry-on bag consist of the following: computer, phone charger, wallet, phone, Xanex, jewelry case, lipstick, keys, playing cards (if I’m traveling with the kids), sunglasses, ticket stubs. It’s not complicated. What does this information have to do … Read more
Here is an email I received from a woman who wrote “I slept with my ex:” Had sex with my soon to be ex husband Saturday night. Our divorce is final Thursday. The divorce was his idea. Not mine. WTF?? Why do I hear about so many people going through a divorce sleeping with … Read more
This is an article I wrote when I turned 50. I wanted to share my thoughts to other women over 50. It was originally published in the Chicago Tribune and it was in my top ten articles of most views. Here are 50 things I’m thinking as I turn 50. Enjoy! 1. Why couldn’t … Read more
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
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
Subscribe now to receive our free e-books on navigating divorce and dating-your ultimate guides to a fresh start.
Plus, join our weekly newsletter for empowering articles, expert advice, and heartfelt stories tailored just for you.
