[X&Y] "Should I Get This Issue Handled Before I Date Again?" (Reader Question)

Published: Tue, 01/12/16

 
 

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IN THIS EDITION:   Maybe you've had some personal challenges
of late.  Should you wait until that's all "water under the
bridge" before even thinking about going out with women again?

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And...  as some of you were already observant enough to catch,
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Yes...this marks the return of Emily and I finally hosting a show
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Appropriately enough, it's called The Wing-It Worldwide Podcast.
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The first four 11-12 minute episodes are already up there, just to
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And yes, there's a dedicated show notes page if you're so
inclined (but be advised that the show is so new that the Stitcher
link isn't even live yet):



http://www.wingitworldwide.com/podcast



I'm going to leave the format and the content a surprise for
you.

Let's just say that people close to us who've heard it already
are unanimously telling us it's the best show we've ever
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Not sure what to think of that...ha!  But hey, I have to
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Plus the music is seriously cool.  It reminds me of the
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And hey...if you've got some ideas for improvement on
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READER QUESTION:  "SHOULD I GET THIS ISSUE HANDLED
BEFORE DATING AGAIN?"



Hi Scot,
 
I'm real interested to hear your take on this.

I am a 50 yr. old man, who has been out of the dating scene for a
while. I am ready to get back in, but I have been suffering from
some thyroid issues that make me extremely tired at times.

I have always been a robust guy, been active and athletic. I am
otherwise in great shape for my age.

What I am concerned about is I want a woman who is active, but
until I get my health challenge handled, I probably wont be able
to keep up with her
 
Should I wait until my health turns around before dating so that I
can deserve what I want?

Or should I go ahead and date now and mention my situation only to
women who I date more than a couple of times?
 
This is a bummer because there are times when even a low-key date
like dinner and walking around a mall can wear me out.
 

All the Best,

Milo (Glendale, California)




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Hello Milo:
 
Often times, you'll find mainstream dating advice that admonishes
you to pretty much wait out all of your excuses before
pronouncing yourself "ready" to date again. 

Well, it's my firm belief that the very last thing you want to do
is wait until conditions are "perfect" before dating again. 

The obvious reason for this is that there will always be some sort
of limiting belief you'll be able to come up with. 

But the more subtle reason is that sometimes what we think are
major issues really aren't so much to women.
 
I clearly remember telling myself shortly after my divorce that I
needed to cut 30 pounds before I could expect to date.  It took a
few months to do that, and I indeed didn't date during that time. 

Women indeed enjoyed my company when I did start dating, so I
initially felt pretty good about having waited. 

But the crazy thing is that I ended up gaining the weight back (no
thanks to focusing on my social life rather than eating right and
going to the gym, which is another newsletter altogether)...and I
didn't see any less interest from women. 

If anything, there was more interest--probably because of what had
been happening in the self-development/"inner game" realm.
 
So yes...get back out there and meet some women!

When you choose to tell them about your situation is dependent upon
each individual scenario, I'd say. 

But I would agree that it's not first-date conversation.  Nothing
medical is.

 
 
 
 

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