Dr. Dan: I can't seem to 
stop sabotaging myself. For example, when I have a big work project, I find 
non-essential tasks to do, like cleaning my desk or organizing my files into 
super-spanky shape. Then I have to rush like mad to make the deadline. I obsess 
endlessly over decisions, yet hours later I'm still undecided. At times I've 
been blind to the inappropriateness of men I've dated, even though my friends 
could see from the start it wasn't going to work. How can I gain self-confidence 
after so many faulty judgments?
- Eileen 
Dear Eileen: The fact that you're aware of your self-defeating behavior is a 
big step. Once you see it, you can heal it. First, you have to understand why 
you self-defeat. Nearly all of us get in our own way from time to time, 
generally because we have conflicting beliefs or desires and don't want to let 
go of any of them. To cope, a part of us "takes a vacation:" we distract 
ourselves by procrastinating or fantasizing; deceive ourselves by rationalizing 
or ignoring key facts; and/or desert ourselves by living half-heartedly or 
feeling unworthy. The allure is the hope that we can have our cake and eat it.
For example, when you procrastinate before a big project, you lessen your 
anxiety by completing familiar, low-risk tasks. Then, when you can delay no 
longer, deadline pressure gives you a burst of energy that overwhelms anxiety 
and focuses attention. 
Obsessing over decisions allows you to sidestep feelings of loss that may 
come with giving up all your options except one. Entering inappropriate 
relationships can lessen feelings of loneliness, even though you have to deceive 
yourself to do so ("He'll leave his wife for me"; "She's got special qualities 
others don't see"). 
The payoff for self-defeating behaviors is that you temporarily avoid 
unpleasant feelings or outcomes. The costs, which tend to surface later, include 
wasted time, missed opportunities, dead-end relationships, and the grief, anger, 
loss, and anxiety that accompany these. 
Ask yourself: on a scale of 1 to 10 (10 being highest), how much do you feel 
that you deserve success, contentment, and a great relationship? If you give 
yourself 7 or less, here are some suggestions: 
Listen to your self-talk. Most self-defeating behavior is not 
deliberate or even conscious but, if you look closely, you'll see that your 
thoughts or feelings just prior to a self-defeating action offer clues to your 
conflicting desires or needs. Once you identify the conflicts, you can choose 
healthier resolutions. 
Watch for the five Ds: self-distraction, self-deception, 
self-deprivation, self-desertion, and self-destruction. When they surface, ask 
yourself: "What were my fears and hopes?" Fears and hopes drive our behavior. 
Seeing the fears and hopes accompanying self-defeating behavior lets you 
consciously choose healthier alternatives to attain hopes and face fears. 
Get support. With trusted friends or family members, share stories of 
self-defeat. There are many great books on this topic; you 
can visit my website Secrets You Keep 
From Yourself to see some of my 
favorites. If you experience abnormal anxiety or depression,
seek professional help. 
Get attached to your life. If you find yourself often zoning out or 
feel that you're living half-heartedly, it may be that you simply need a break. 
But it may be that you're afraid of risk. Studies have found that, as we near 
the end of our lives, we regret the paths not taken - our heart's desires that 
we didn't pursue - much more than we regret the paths taken, even if those paths 
turned out badly. 
As Jackson Browne said, "Don't be afraid to go out on a limb. That's where 
the fruit is."
 
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