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So you are already feeling the effects of Jupiter's wonderful gifts if it has neared your AS. If you are not already feeling an increased sense of well-being or demonstrating an increased capacity for work or pleasure pursuits (Jupiter is not slow-acting), then it is time to start doubting your AS figure, since Jupiter is now already about 22*Leo.
 
When Jupiter makes a conjunction to your AS, it can mean an especially noticeable sky-is-the-limit attitude if it is also making any aspect to any of your personal planets (Sun, Moon, Merc, Venus, Mars). I have a friend who is now getting Jupiter's conjunction to her AS and Uranus, and her attitude has changed remarkably. When I saw her Sunday she had a big smile on her face and we chatted over lunch for longer than we have in months. She mentioned what a bad mood she'd been in for a while, which was the time in which Jupiter had been over her Mars, an aspect some people, particularly Fire types may not handle well. It can mean increased impatience and stress.
 
Jupiter will make its conjunction to my Virgo AS in late Sept., so maybe we'll have some timely story-swapping to do so we can both learn more about it. Capricorn I will be having a transit jupiter conj. my venus in the 5th house in sept. venus sextiles my natal moon and squares uranus. does this indicates a relationship, financial gain, an increased social life? has anyone had this transit and care to share what happened under its influence?
Elemental brings up a good example of the Freedom principle of Jupiter with mention of divorce during that transit. If someone has been in a binding situation for a while and unable to find their way out, Jupiter can induce an urge for freedom.
 
One of the things to watch out for with Jupiter-Venus conjunctions is a tendency for over-indulgence. You could also frame it in terms of an expanded sense of pleasure, which we all need from time-to-time to make life worthwhile this  one of the reason I need to study and learn more on the Jupiter and Venus. Capricorn
I have also read that Jupiter conjuncting the Ascendant can also manifest in the same way. I have Jupiter exactly conjuncting my ASC on 28 July 03. I also have a bunch of other transits going on and have an idea on what is going to happen........it will relate to my job and getting the funding we need from an outside source so that I can be employed here for the next year. I love my job and want to stay and this would be a dream come true for me.  Time will tell I guess.Capricorn