Why does he think you are not ready? Why do you want to start dating? What can you do to be ready? What if you find someone right away, what are the ramifications? Discuss it with the rebbe and understand what is behind his opinion. Things like this are not just about “who do I listen to.” This is a fairly simple question that you can very well understand what is behind the opinions and make a decision. There are some things that you should ask and accept what you are told, not every question is like that. If you sit with your rebbe and explain to him why you think you are ready, and why it makes sense, and is what you really want to do, I am sure he will say ok go ahead.
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