4 Reasons to Date a Failure


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Love

Dating a relationship failure has its advantages - if they meet these 4 criteria.

Fourteen years ago when I met my husband, we were both failures. Relationship failures, that is. He was divorced twice and so was I. We were in our early forties, fearful of making another mistake, yet still hopeful that maybe this relationship would be the right one. We both had a healthy dose of skepticism, but we forged ahead. Good thing we did because meeting him has definitely turned out to be the best thing that has ever happened to me!

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.

“When was his last serious relationship, and how did it end?” I query. She looks at me blankly. “Well, I know he was married a long time ago, and he’s been single a long time,” she trails off, frowning. She then takes up the narrative of how wonderful he is. I know now that she is in deep trouble as she rushes into this new relationship.

The person who has failed and learned from it is smart enough to have a healthy dose of skepticism about relationships. It’s easy and tempting to fall for the first attractive person who gives you attention. It’s much harder to hold back a little until you really understand the person sitting across from you.

Maybe you are skeptical, but do you look for that in others? It might pay to do so. Studies show that the longer you date before becoming engaged, the better your odds are of making a good match, especially if you are focused on making sure your values align.

A little bit of worry about making another mistake helps you pay attention to the warning signs of a relationship that isn’t going to be good for you. If the person you’re dating is also a bit worried about making a mistake, together you are more likely to ask good questions, discuss your values and life goals in depth, and look for real compatibility.

Two: Ego Correction

Have you ever asked someone about their past relationships and gotten a rant about how crazy and/or evil their Ex was? It’s a huge turn off, for a good reason. Bitterness and finger-pointing are signs that learning has not taken place. Some people never make the crucial step post breakup of recognizing that they were party to the mistakes that were made.

People who have failed in relationships and recognize their role in it are more humble. Rather than putting on an egotistic façade they tend to be authentic, preferring to disclose their baggage instead of hiding it. When you meet someone new, listen for the telltale signs of learning and growth. I had a role in my marriage not working out. I was just as much to blame as he was. I learned a lot about myself and I think I will be a better mate to someone new as a result.

Life and love are challenging journeys. Do you want to go on that journey with someone who can’t acknowledge failure, who is always right and never wrong, and who is never introspective? Or with someone who can, and does, learn from past mistakes?

Three: Curiosity

Before I met my husband, I often had dates with men who weren’t the least bit curious about my past history. Instead of asking questions, they talked about themselves, work or personal interests. Conversations stayed on the surface. This exposed a huge gap.

With two divorces in my past, I knew I had a LOT to learn, even though I was an educator in the field of personal relationships. It’s one thing to write about love and to counsel others, it’s another thing to be suddenly divorced for the second time and have to figure out what went wrong. It’s grueling inside-out work, but one thing I eventually learned was that curiosity pays huge dividends.

The more questions I asked, the more I saw what I was getting into before I put my heart on the line. I learned to be fearless in my quest to learn more. I consciously looked for a man who was also curious about the “inside job” of becoming a better mate. When my husband, on our third date, asked me about my role in the failure of my two marriages I knew I had met someone who could learn and grow with me.

If you tend to ask few questions on your dates, you are probably making costly mistakes. Fear of offending someone may keep you silent, but assumptions pile up and the gap in information leads to poor decision making. Learn to push the boundary of what you think is socially acceptable. Question fearlessly, and be ready to answer with your own story of learning. Drop your ego, open up, be authentic, and watch the quality of your relationships zoom up.

Four: Pessimism

People who fail and learn understand the power of looking ahead and planning, with a bit of pessimism. If you assume that finding someone new to love solves all of your life problems, you may be setting yourself up for another failure.

I was sitting in one of my favorite restaurants when the owner (whom I’d chatted with many times) stopped at the table to share about his upcoming marriage. He’d met his soon-to-be wife just three months earlier, and was madly in love. They were both in their forties with children from previous marriages, so theirs would be a complicated union. But he was 100% positive that this was the most amazing relationship ever! Whoa, I thought. This is not going to be pretty.

Six months later, same restaurant, same guy, but now he looked absolutely beaten down. Within one month of their five star wedding, trouble blossomed. I won’t get into all the gory details, but the net of the story is that their marriage turned out to be incredibly short, and the battle through divorce court long and costly.

If you want a real chance at happiness the second (or third, or fourth) time around, inject a little pessimism in your plans. Talk about what would happen if . . . (you didn’t agree about money, your step kids didn’t get along with each other or with you, you felt insecure, one of you lost your job, your sex life began to wane). Talk about the built-in issues and emotional baggage you each bring to the relationship.

These forward looking, slightly pessimistic, conversations enable you to emotionally prepare for the inevitable road bumps. You also get the opportunity to preview one another’s style of conflict resolution.

Failures That Are Worth It

The old saying is that what doesn’t kill you makes you stronger. Relationship failures really understand that. My husband and I are better partners for the mistakes we’ve made in the past. We are deeply grateful that we gave one another the chance. With healthy paranoia, ego correction, curiosity, and a small dose of pessimism, we’ve made it almost fourteen years and love each other more than ever. Cultivate these qualities in your self, look for them in your dates, and the failures you’ve had in the past may just turn out to be your best assets.

About the author: Nina Atwood, M.Ed., LPC, is a nationally known psychotherapist, author of five self-help books, and frequent expert media guest. Read the transformational book that will change your life and your relationships with men: Temptations of the Single Girl: The Ten Dating Traps You Must Avoid. To successfully date online, get Nina’s $0.99 cent eBook Internet Dating for the Savvy Single. Get loads of free advice and Love Strategies at www.singlescoach.com.

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