Jupiter represents our expansive qualities and our abilities to improve ourselves. It is a planet of plenty and seeks insight through knowledge. It is the planet of possibility. A well aspected Jupiter is normally associated with good luck and in more negative associations with blind optimism, excess and overindulgence. In your chart Jupiter reveals how you express your sense of giving and tolerance and how you go about improving your life.
Jupiter Square Midheaven
You have a lot of energy, and you want to accomplish something in life, but you will have to learn how to balance your own interests with the interests of other people in your life. If you do that, you can have good relations with others and achieve what you want as well. Sometimes this aspect indicates a very selfish attitude, a feeling that you are the only one who counts in this world. If you carry this too far, you will find that everyone you meet works against you because you seem so selfish and arrogant or just because you come on too strong. Sometimes this aspect means you have conflicts with authority figures, because they feel that you are trying to get above your proper place or that you are a threat to them. While you are young, you should avoid getting a reputation as a smart-aleck, because such people do not get many breaks from others, especially those above them. You have a very strong belief in right and wrong, but you must learn to have more compassion for those who are on the wrong track. You are strongly tempted to preach to people who are in error, and you may do this at times. But then everyone will watch you to see what kinds of mistakes you make. If you can be more humble and realize that you do not have all the answers, you can convert the negative elements of this aspect to a very positive energy. Others will feel very good about you, knowing they can trust you to do whatever is right and necessary in a situation.
During this time you will be attempting to achieve your goals within your work or career. Your ambition is much more powerful than usual and so are your ego drives. You can overcome your restrictions and this can involve a promotion at work or expansion of your own business life. Be careful not to let your inflated ego cause issues as any arrogance will just backfire on you and cause you problems later in life.