Hey Doc,

I’m a regular reader of your columns and I’ve purchased “The System” and am starting to study it thoroughly. I’m in medical school and recently got out of a long-term relationship, which I now consider a blessing, because while reading your book I realized how many Red Flags I overlooked.

Anyway, I’ve been interested in Karlee for quite a long time. We’ve been friends for six years, but we haven’t seen each other in a year. She called to ask if we could meet up. She’s in a year-long relationship which is falling apart. I didn’t go straight for it, but instead kept cool and said that I was busy and that she should call me next week. She did call, and we arranged a meeting at a local cafe where we sat and talked for three hours. It was a really light and fun conversation, with lots of laughter. After a couple of days we went on a long bicycle ride and had a great time together.

Karlee is really a great woman and certainly a Flexible Giver, but I just can’t seem to figure out whether I have a chance with her or not. That’s really hard for me to discern, because she’s a hard to solve woman. I think that she gives me a lot of buying signals. She always looks me in the eyes when we talk, smiles a lot, listens to me and is genuinely interested in my opinions. On our last walk, she asked me all of a sudden what are my thoughts on marriage and if I would like to have a wedding or not. She’s asked a lot of those questions lately. What bothers me though is that she touched me only once or twice.

After reading your articles I’ve concluded that she has no romantic interest in me whatsoever, until I remembered that she rarely touches anybody.

Doc, should I wait for Karlee to break up with her boyfriend, and how long should I wait to go after her after that?

Vernon - who’s afraid of jumping the gun

Hi Vernon,

It’s amazing how many guys have written or come to me for coaching when they’ve picked up on one or two Red Flags with their girl, not realizing that they’re missing five or six others because they haven’t studied my book. In other words, a guy will have seven problems when he really thinks he only has one or two. This is where “The System” is absolutely invaluable. It helps you to recognize and diagnose problems.

With Karlee you have to realize that you’re messing with a girl who has a boyfriend that she hasn’t dumped yet. HUGE RED FLAG. But you went ahead and hung out with her anyway for three hours, which is much too long. Dude, you’re solidly in the Friendship Zone here. You’re acting as Karlee’s shrink, which is the wrong place for you to be right now. You should have spent only one hour with her and gotten out of there so that she would have wanted to call you again to have another get together.

It’s called CHALLENGE in case you missed it in my book! But here’s the bigger problem: you really shouldn’t be spending any time AT ALL with this babe because she’s not available.

How do you know that Karlee is a Flexible Giver? How do you know what she’s like when she’s involved in a romantic relationship? She’s never been your girlfriend, Vernon. You’ve never been with her as her boyfriend, so the truth is that you know nothing whatsoever about her in an emotional, romantic mode. Like my cousin Fast Eddie Love from East L.A. says, “For all you know, she’s selfish and controlling when she’s dating a guy.”

Sure, Karlee might be interested in your opinions, but in the same way that she’s interested in her... 

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