20 Lies We Tell Ourselves in Dating after Divorce


March 23rd, 2023 . Jackie Pilossoph

Let’s be honest. Dating after divorce isn't easy. It's sort of like a roller coaster. Great dates make us giddy and hopeful and inspired, but a string of bad dates can cause frustration, along with feelings of hopelessness and that awful question, ...

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Advice for Woman Dating a Divorced Man in His Forties


March 9th, 2023 . Jackie Pilossoph

Dating a divorced man in his forties can be really, really tricky. Every divorced guy has his own unique story, and what he is going to be like in a relationship is based on that story, with countless factors that include: who wanted his divorce, his...

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How Do You Get Over an Ex You Still Love?


March 5th, 2023 . Jackie Pilossoph

There's no question that all breakups are painful, and awful and difficult. But after the initial devastation, anger, sadness and grieving, you can hopefully move on. Sadly, though, sometimes people just can't. They get stuck in the sadness and regre...

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Baggage is OK! The Benefits of Dating Someone Who Is Divorced


March 3rd, 2023 . Jackie Pilossoph

Dating someone who is divorced is complicated. Very complicated. You've got an ex in the picture, you've got his ex, you've got the children, you've got his kids, you've got lifestyle changes, you've got financial issues , child support payments and ...

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26 Places And Ways To Meet Single Men and Women


February 28th, 2023 . Jackie Pilossoph

I offer a lot of divorce and dating advice, largely based on questions I receive from readers and listeners. What I have found over the years is, the question I get asked probably the most, almost daily, in fact is: Where (or how) do I meet single me...

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