Labor Day: How About Working On Your Love Life?


September 4th, 2016 . Jackie Pilossoph

        Celebrate Labor Day By Working On Your Love Life  by Jackie Pilossoph for Chicago Tribune Media Group   Labor Day is a day that honors contributions made by hardworking Americans. That includes ...

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10 Signs You’re Ready To Start Dating After Divorce


August 14th, 2016 . Jackie Pilossoph

        Dating after divorce is different for everyone. Some people start dating right when they decide to separate and/or move out, perhaps because their marriage has been over for years and they have felt alone f...

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Dating Someone Who Is Separated: Is It Right For You?


August 2nd, 2016 . Jackie Pilossoph

People often wonder about dating someone who is separated—not officially divorced. Some won’t do it. Some don’t have an issue with it. Read this email I received from a reader who is having problems in online dating because he is separated--not...

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Relationships and Weight: Tips To Staying Happy AND Healthy


July 22nd, 2016 . Jackie Pilossoph

        Here is this week's Love Essentially, my dating and relationships column, published weekly in the Chicago Tribune Pioneer Press:  Are Happy Couples Fatter? by Jackie Pilossoph for Chicago Tribune Pione...

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Dating After Divorce? Tips to a Good Experience


July 8th, 2016 . Jackie Pilossoph

        This is a great guest post about dating after divorce. It will give you some suggestions on getting started. Not easy, I know. My advice is to really enjoy and appreciate the experiences and people you meet...

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The Sex Appeal of The Single Dad


June 19th, 2016 . Jackie Pilossoph

I thought Father’s Day was the perfect day to respond to this e-mail I received from a single dad, who seems like he’s lacking self-confidence when it comes to dating.   I recently read one of your posts, "Single Dad Dating: "Are My Ki...

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Relationships After Divorce Don’t Have To Be So Black and White


June 1st, 2016 . Jackie Pilossoph

      Relationships after divorce are wonderful! Whether it’s a new friendship, a fun summer fling, or a deep love, I think relationships after divorce are richer, more fulfilling and more appreciated than they are in our yo...

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Dating Advice: Call Too Often I’m a Stalker, Don’t Call Enough I’m a Jerk


May 3rd, 2016 . Jackie Pilossoph

        Said to me by a single guy in his early fifties seeking dating advice:   “I have a great topic for you to write about. As a guy, one of my biggest issues in dating is that these women are impos...

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Newly Separated Guy With 4 Kids: Will Women Want To Date Him?


April 27th, 2016 . Jackie Pilossoph

      I am a newly separated man heading to divorce as she has been cheating. I have four children whom I love dearly and spend a significant amount of time with. There isn’t a strong market for divorced 43 year old men ...

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Dating Advice For Men: Why Women Primp So Much


March 28th, 2016 . Jackie Pilossoph

          Dating advice for men, specifically in response to the comment below from a guy who doesn’t understand why women primp so much for dates.   I wouldn’t want to be around someone who...

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