Why’s he single?

As a Chicago matchmaker, I often run into objection from my singles looking for love when I describe a person that I think would be a good match. My favorite objection is “Well, if he’s so great, why’s he single?”  Ladies…. come on! While constantly looking for negative you’ll be missing out on all the positive. 

Why he’s single (Perspective from some of my single ladies)

  • He’s not single. He’s married with 6 kids and a wife who has no idea what kind of scum bag she’s married to.
  • He’s a liar.
  • He’s a cheater and a liar.
  • He lives at home with his mom.
  • He lives in his ex wifes basement.
  • He doesn’t have a job. Or he does have a job and he’s a con artist.
  • He is unattractive.

Why he’s single (The truth)

  • His wife passed away 2 years ago and he’s just now getting back into the dating world.
  • He spent his 20’s and 30’s building a business and spent little to no time finding a date.
  • He just got dumped. But his ex swears up and down that he’s a great guy.
  • He hasn’t found the one.
  • His last girlfriend didn’t want kids.
  • He chooses to be.
  • He broke up with his last girlfriend because she cheated on him.

The truth can be boring. The truth for why great guys are single fall under the same categories as why great girls are single. Not all the good ones are taken (or gay)… next time someone wants to set you up, say yes. A good single man isn’t hard to find if you open up your eyes!

Ready for a good match? Come to a singles event in Chicago. Visit www.MingleAround.com and find a party near you!



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  • Tom Rubin  On March 7, 2011 at 3:49 am

    Great post!! As a divorced guy, I can attest to what you are saying. It’s to the point that I don’t even bother any more.

    • Jill Jackson  On March 7, 2011 at 4:03 am

      Don’t stop “bothering” Tom! We need great guys like you out there on the field!

      • Tom Rubin  On March 7, 2011 at 6:13 am

        There are plenty of great guys out there! They just need to be given a chance 🙂

        Which, I might add, you said in your blog post!

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