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(Editor's Note, this letter was written before Doc's death in August, 2020 but still relevant as Doc's principles are timeless).
Why is he so caught up with someone that he really doesn't know all that well???
Hey Doc,
After reading your columns I somewhat understand the concept of Challenge and your other principles. I have absolutely no problems getting girls, but it’s usually when I’m emotionally detached. However, I always get stumped when I end up having a CRUSH on a girl. For example, I am in a predicament right now and would appreciate your coaching before your book arrives.
I just started work at this company in a new city, met Marina, who went to the same college as me and happens to work in the same company, though on different projects so we hardly get to see each other. However, we talk online and have lunch together as often as possible. We always go to happy hours together and leave together. We hang out during the weekends and we have made out on numerous occasions. However, we’ve talked about dating and she says that she’s not looking for a relationship and that she still has feelings for her ex. (They dated for three years and only recently broke up but still ‘see’ each other.) Now, via her friends and from her saying it, I know she really likes me and is somewhat interested but I want it to be more than that.
I have tried being a Challenge to Marina by not talking to her for a few days but we always end up doing something. I figure that to get over her I need to cut her out of my life, but then I think hey, I’m potentially losing a good friend here because I can’t keep my emotions in check. My question is this: what should I do? Should I do things to make her more interested in me? Should I stop making out with her when we go out? Or should I cut her out of my life or even tell her I like her?
This is probably longer than you’re used to but I am in dire need of coaching.
Nicolo - who is confused and becoming heartbroken
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