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If you are single and over forty, odds are you have at least one big relationship failure in your life. Singles often ask me about the people they are dating and whether or not they are worth the risk. He’s been divorced and single for ten years. Is he ready? She’s never been married but lived with a guy for fifteen years. Does she have a problem with commitment?

The twice divorced person may look like a long shot, but it turns out that there are some real advantages to dating relationship failures – IF they meet these four criteria.

One: Healthy Paranoia

Anna is 41, in medical sales, and recently divorced. Her green eyes sparkle as she relates to me the enchanting story of meeting Doug through an online dating service. After one coffee date and one dinner date, she is wowed. “He’s the guy I’ve been looking for,” she gushes. She can hardly wait to introduce him to her family and friends. In her mind, she’s practically engaged to the guy, yet she knows almost nothing about him.

Reasons to Date a Failure  was originally published on wzakcleveland.com