I have a stellium in Virgo, squared by Saturn. I've been married twice. I do not have low self esteem, in fact, at an early age when my parents would tell me "you are fat, stupid and ugly, no man will ever love you" (yes, they said that, in an effort to "toughen me up" - that's Saturn for you!) I would look at them and *know* they were crazy. I have, however, loved emotionally unavailable men, but at my age of 50 I sometimes wonder if I hadn't expected too much. I am not lonely, I don't cry in isolation. I have good friends and I feel loved, even though I am not in a personal relationship. Go figure. Plus, the Virgo stellium (Pluto, Merc, Venus, Sun) is in the 5th/6th house, with the sun being the ruler of my 5th. I go out dancing often and have fun. I will say that Saturn has taught me to live a life of INTEGRITY at all costs. There's no fooling Saturn, I can't lie, or cheat, or deceive without paying a huge price, mostly because my Virgo self beats me up. I also have Moon/Nep/Jup in Scorp in the 7th.
I guess if I had to pinpoint where "low self esteem" lives, it may be because I have never had a man in my life who was highly successful. Most of the men were struggling financially, and often were spiritually bankrupt. Again, I had to learn not to take on their financial struggles or expect more from them spiritually then they had showed themselves capable of. Leaving people to themselves is one of the hardest lessons.
I have 2 children. One has Venus trine Saturn. She is a cold person. Aquarian Sun, now 28 years old. I once read somewhere that the low form of Aquarius can behave atrociously and justify it all. My daughter personifies that. She has a grand air trine (moon, saturn, venus) and completely detaches from emotion. No earth in her chart except Chiron in Taurus.
My son, who is 12, is a Cancer. He has a grand square of Venus in 10th opposite Neptune, squaring Chiron in 1st and Saturn in 7th. Yeeee-ouch!!
No earth in his chart either.
Here's what I noticed about my son: He "sets up" Saturn. Example: We are eating dinner. At his age, even though we've had this discussion many times, he will get out of his chair and try to hug me while we're eating. He knows that I have a boundary about that (Cancers need boundaries, otherwise he'd be like a baby kangaroo wanting to be in my pouch all day...). Then he pouts because I won't hug him then and there. When he does things like that I call him on it tell him that he's inviting rejection and that one of the things he'll have to learn is how to better "read" people and when they are available to giving him the love he desires - that it can't be an "on DEMAND" thing. That his chart shows that he will seek out rejection until and unless he realizes that seeks it out in order to teach him to love himself deeply without the need for another person to make him feel loved - which wouldn't work anyway, because......
When I look at him right in the eye during sincere, quiet moments, and tell him that I think he's a really cool kid and that ***I am proud to be his mother***--- he cries. Just wells up and cries. Looking at him directly and expressing love brings up his Saturn stuff like nothing else. I happen to believe that Chiron is wounds from other lifetimes, cellular memory stuff that gets reinacted in this lifetime, and I can really see that when he cries over simply being LOVED. If I am not looking at him and tell him I love him he doesn't react the same way. It's the direct contact that gets him. Also, I have tried to teach him deep breathing techniques because he can be anxiety prone (a Cancer anxious?? Nooooo!!). The first few times I tried to get him to breathe deeply... he cried. The deep breaths brought up something very painful for him, and since he has not had a traumatic childhood by any stretch of the imagination, I can only assume it's past life stuff. But, the depths of Cancer's feelings are unfathomable. He does have Moon/Jupiter in Aquarius in the 5th so it helps him not to succumb entirely to the Watery elements.
Anyway, I just thought it interesting to watch a Saturn/Venus person grow up, knowing what I know about astrology. When I saw his chart 1 day after he was born I nearly cried, because it is not such a great chart, shows suffering. So I have tried to mitigate this as much as possible. He knows a little about his chart but not much because I don't want to set him up to think he is "destined" for misery. Like I said, I have the Virgo planets square Saturn, and I have not been miserable. I have Moon square Chiron too, so I do know about the exquisite sensitivies of Chiron. One day I will teach him more about astrology (he wants so badly to learn!) but I just can't bring myself to do it just yet.
Diane