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Wow a lot to say in total, but I guess I can begin here. In the Mishna (A book by great rabbi’s dating back 2000 years ago) more specifically Perkai avos, which has great guide to life and how to live, it says, the key to happiness is being content. I have to fully agree with that.
I think that to be a person to learn, and grow you cannot always be happy you have to experience everything in life. But I consider myself overall happy. How can I not I wake up every morning, I am healthy, I can pay my bills, I have my wife (few can find a loving partner and I consider myself lucky, and I have friends. And I mean that, most people do not realize that a true friend is one who is there for you always, who will at a drop of a hat come to your side to help you. If you have 5 true friends in your life you are a rich person in my book!
I think you need to analyze what you desire; what you are not content with; and come to terms with that. I hope this helps, but this is at least my viewpoint in life (admittedly guided by several rabbinical guide points that have really helped expand my understanding on this concept).
Also have to realize that happiness is not a constant emotion, it is more about your general state. But I would not think am I happy am I not, I would overall just live life, after thinking about it (I know easier said then done).
I wish you the best in this.
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