I think it's all about how you frame your dreams. If you frame your dreams in terms of your passion (eg: "I want to be a doctor and help people") instead of a limiting specific place (eg: "I must go only to XYZ Med School"). You could go to med school anywhere, and you could be a great doctor because of it. If we start out with a rigid idea, we make it harder for ourselves to succeed.
Achieving goals is a series of stepping stones. Each little achievement matters. If you don't get to the exact destination you planned on, it doesn't mean you failed. Maybe you weren't meant to end up exactly in that one school or job, but life is a journey not a destination.
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