is Jackie Pilossoph's dating and relationships column, published weekly in Chicago Tribune Pioneer Press

Column: 'A Star Is Born' brings attention to a hideous, heartbreaking disease

By Jackie Pilossoph, Oct. 10, 2018

When it comes to Lady Gaga, I’d say I’ve been lukewarm in the past. Although she’s extremely talented, there was something about her unconventional demeanor that just didn’t connect with me. Until last weekend. I went to see “A Star Is Born.” Now, I adore her. Read The Entire Article

Column: Should this woman go out for a beer with her ex-boyfriend?

By Jackie Pilossoph, Sept. 19, 2018

There’s nothing easy about a breakup. In the weeks and months that follow the end of a long-term, serious relationship, feelings of anger, pain, sadness, loneliness, disappointment, regret, and fear of being alone are all normal. Plus, even if you knew the relationship wasn’t working, you miss the person. Read The Entire Article


Column: From a new car to paying for nursing school — what 34 divorced women did after selling the ring

By Jackie Pilossoph, Aug. 29, 2018

It was almost 20 years ago, but I can still vividly remember the moment my boyfriend asked me to marry him, and then pulled out a diamond engagement ring. Read The Entire Article

Collaborative Law Institute of Illinois

Column: All I'm askin' is for a little respect

By Jackie Pilossoph, Aug. 22, 2018

There are certain elements I think most couples deem necessary for sustaining a happy, healthy romantic relationship. These include trust, loyalty, thoughtfulness, likability and laughter, to name a few. Read The Entire Article