To dream of a jockey would mean you have high dreams.
If you dream of a jockey and you bet on him and he always wins that is a good sign that you have luck on your side for a while and that maybe it is time to take chances a little bit more. If you are the one that is the jockey and are always winning it is a sign that you are a winner inside and that you can do whatever you put your mind to. and that you just need to keep focused and do what needs to be done.
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