In my LTR thread, demosnat mentioned how she won't date guys in college without a clear cut plan and desire for what they want to do with their life (ambition). So that got me thinking... It's no secret that women are attracted to ambitious men, but I want to explore this a bit. A woman once told me that she wouldn't date a man who didn't have a job. I asked her "what if he didn't have a job because he retired early and was a multi-millionaire at 30?" She said no, it was attractive to her for a man to have a job. At the time, I thought the situation I described to her was so far outside of her reality that she couldn't fully comprehend it... a "blind spot", you could say. But now I'm not so sure. I always assumed that women liked ambitious guys because they had a greater chance for success in life and therefore a greater chance for survival and a greater chance of being able to protect the woman. But is there something about actually "having a job" that is attractive to women? I'm wondering because my goal in life is to retire ASAP. I HATE having to work and the day I can retire, I will. This isn't to say I might not get the occasional job here or there to help other people (which would be self-fulfilling), but I would not "have a job" in the traditional sense. My plan is to generate enough passive income (income that you don't have to work for) such that I can a) continue to live the lifestyle I want and b) continue to increase my net worth. So let's say, completely hypothetically speaking here, that sometime in my 30s I'm generating $100k a year in passive income. That's enough to live off of comfortably, and it would be coming to me without me having to work. So let's say I stop working because I'm guaranteed $100k per year from passive income. Would that make me unattractive to women? Is it the money, the stability, or the actual act of working itself that is attractive to women? Women: would you be more attracted to a guy with a high net worth who makes $100k a year doing nothing, or an "average" financial guy working a normal job and going to work every day making $50-80k a year?