Glinda, thanks for you detailed replies.
Possibly we are coming from different life philosophies. I was truly ambitious when I was in my 30s. Now that I'm a senior citizen, I suspect that a lot of the career- and material-orientations that I had back then were not What It's All About. It's not a bad thing that I had them: for one thing, they gave me the financial wherewithal to take a modest but very early retirement. And as you said, maybe Dorothy had to tour Oz before she gained some wisdom on her home situation.
Further:
1. You wrote: "If you don't want more, you'll never get more." Well, possibly. How is that working for you?
There is such a thing as a state of grace. There is such a thing as trying too hard, or wanting something too badly. Then we tend to push away the very things we say we want. There's no magic wand in this. Perhaps the love interest or one's supervisor at work senses too much need and aggression and gets reactivated by it.
4. Re: a Scorpio moon's jealousy. Jealousy was probably too strong a word. You stated in your OP:
I look around me and see everybody overtaking me finding fitting jobs, loving partners, having families. I feel empty and even jupiter trine my personal planets brought literally NOTHING
So how do you feel about other people "overtaking" you? There's at least a competitive streak here somewhere. Most boyfriends don't react well (or for very long) to serious jealousy.
I seldom find Jupiter transits to have a big impact in my life. It's kind of a vanilla "have a nice day" transit.
However, I do believe in a choice-centered astrology. If we see a major transit coming up, whether beneficial or challenging, it goes best if we deliberately input empowering manifestations of that transit into our lives.
Rather than seeing Jupiter as the good luck king who tosses good luck into our laps, it is worthwhile considering what Jupiter represents. He's the principle of expansion and optimism. Jupiter also rules higher education, philosophy, and overseas travel: types of knowledge that expand our mental horizons. He's not out of your third house yet, so this would be a good time to activate your third house: sign up for a writing or IT course at your local college, join a neighbourhood association, or engage in some short-distance travel to recharge your batteries. If you have siblings, Jupiter may help the relationship/s if you make some overtures.
Jupiter will trine your 11th house sun. You can plan for this. The 11th is the house of friends and associates, but is also the house of one's hopes and wishes for the future. Is there something about yourself (sun) that would benefit from an expanded life philosophy (Jupiter)? Does a friend (11th house) have a birthday coming up such that you could organize a surprise party (Jupiterian serendipity)? Your sun rules your second house of money. So this would be a good time to develop (or review) your long-range financial plans. It doesn't have to be any of these specifically: you get the concept.
"When" things will happen can be gleaned from looking at your transits, progressions, solar arcs, solar return chart, and so on. But each planet, sign, and house has multiple meanings. If we don't consciously plan for the ones we want, we're apt to get stuck with the ones we don't want.
We also have to realize that a happy-dance transit might coincide with a separate difficult transit. A happy-dance transit might be followed soon by a bigger one that reeks. A beneficent planet hitting your Mercury might only activate its exact square to Jupiter. This is why I don't view "when" answers as a passive spectator experience. Transiting Jupiter can be put to beneficial use in ways consistent with its nature, sign, and house. Or it could just be a time when we over-indulge or the pain lets up slightly.
(to be continued)