Only the ones that are willing to fail repeatedly are the ones who deserve to win. What I'm trying to imply here that taking risks while maximizing your odds is also a skill.
A super hot woman (or GS executive) both appreciate confidence and candor. They don't want to be treated as "different" - to return to that hot woman - she doesn't want to be treated as special. Looking into mirror is enough to get her depressed. She wants to feel ordinary, to be appreciated for being a woman or at least not a freak.
This relationship gets me zero, zilch, practical benefits.
It's fluke that I know him. Would I expend a lot of effort to get ten relationships with similarly well-connected people? No, because it would rather insincere and would get me ten times as much practical benefits (ten time zeros). The people who I happen to meet and are cool people, I'll be friends with. The stunningly beautiful ballerinas I've chatted with are nice also but not the best material for personal relationships...
In other words, the glory of knowing COOs and dating models also over-rated. And if the models are feeling truly neglected, I'm sure they won't have a problem introducing themselves to cute guys at bars if they want "glory".
More seriously, you might not have realized any huge benefits from this relationship with your founder friend, but that doesn't mean there aren't some significant potential benefits to your relationship.
Say you just happened to have a wonderful new product that your friend's company could use. A short chat with your founder friend about this product could be worth quite a lot.
Likewise, if you needed or wanted some advice from him, the advice of a founder could be worth a lot, as could any introductions to his peers that he might be willing to make.
Just think about it a bit, and I'm sure you could come up with dozens of other potential benefits.
Of course, such a relationship shouldn't be one-sided. There's a great book called "One Phone Call Away" by Jeffrey Meshel, who's main point is that the best way to network is to help people without expecting anything in return. Highly recommended.
As far as the poor pretty girl that needs to hit on guys. Unfortunately it doesn't work this way. Its got a lot to do with guy's and girl's insecurities.
1. Hot woman hitting on a guy - The natural reaction of the said guy is "It's a trap!". 2. Having to hit on guys is awful for this woman - since less pretty girls don't need to do it. Which starts spinning up in a persons mind that you must be some sort of freak since a) mend don't hit on you and b) when you try to hit on men they run away ("It's a trap!").
Oh and the glory thing is just a parable for success.
As for hot women, it depends on what you want. For a real life example, let's say I am married and have no intentions of cheating on my wife. So I will certainly chat with a hot woman, maybe even flirt with her, but I'll certainly not put a lot of effort into pursuing her as I have no interest in sexual relations with her.
