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
In my Love Essentially column, published yesterday in Chicago Tribune Pioneer Press, I offer dating advice for those bringing home a new love to meet the family at Thanksgiving. My best wishes to all of my readers for a safe, happy holiday!! Guess Who’s Coming To Thanksgiving Dinner? by Jackie Pilossoph A table full … Read more
I have dated and become friends with many divorced men over the years, and I think I have a pretty good idea of some characteristics that a lot of them have. Now, a new play is taking viewers inside the minds of divorced men. “Boys in the Basement” is an Evanston play that was written … 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
While recently taking a walk on a beautiful, tree-lined path in my neighborhood, I ran into a dear friend – a 79-year-old Italian native, Catholic woman, who for years and years has heard the trials and tribulations of my love life. We got to talking about faith and romance. So when she asked about my … 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
“How do I meet someone after divorce?” is a question I get asked almost on a daily basis. It inspires me that even after a bad marriage, men and women still crave happiness in this regard. However, what men and women don’t realize is, meeting someone isn’t dependent on how many dating sites you belong … Read more
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
As I was walking out the door yesterday morning, heading to the gym, I got a text from a girlfriend that read, “Whatcha doing? Meet for coffee?” I loved it. No planning, scheduling, cancelling and rescheduling, all I had to do was shift a few things around and an hour later (straight from the gym) … Read more
Come on…you didn’t expect a divorce site not to post a blog on The Dad Bod, did you?! In this week’s Love Essentially column, published today in Chicago Tribune Pioneer Press, I write about why I like the dad bod, along with some issues I have with it. Conflicted Feelings on The Dad Bod … Read more
Jackie, I am approaching 50, and just over one year separated from my husband. As I look forward and begin to think about the possibility of future relationships, I can see that dating after 50 might be difficult. I notice that lots of people who were married for maybe 10 years or less seem to … Read more
In my Love Essentially column, published two days ago in Chicago Tribune Media Group papers, I give dating, marriage and divorce advice that could lead to a better love life in 2015, if you’re willing to make these New Year’s resolutions. Try These New Year’s Love Resolutions by Jackie Pilossoph Typical New Year’s … Read more
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