When you dream about a roof, it is generally associated with your need for security.
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If it was leaking, then perhaps you feel a lack of security in your waking life right now. This could be in the form of a difficult financial situation; maybe you think you're not getting enough support at home from a loved one or you don't believe you're safe in your professional life.
Another interpretation is that a roof is symbolic of your hopes and dreams. When there is damage to it in your dreamscape, it could indicate that you're not pursuing your goals and consequently feel sad or regretful. It might be worth thinking about the things you could change in your life in order to help you feel accomplished.
How you reacted to a leaking roof can reflect how you react to situations in real life. If you reacted negatively, this might be how you respond to issues in your waking life, but if you we able to stay level headed, maybe you see challenges in a more positive light. Perhaps the dream was telling you to be less reactive to things and concentrate on a practical solution.
Another thought is that a leaking roof represents distractions; things that are annoying you or you are being influenced by someone you'd rather not be. Perhaps some new information has finally become clear to you. Alternatively, it could mean that someone is drip-feeding you their thoughts and opinions to try and make you think the same.
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Tagged in Dream Interpretation