Why IT and Information Security is rotting at most companies?

Seeing the rise of the Cyber Security incidents around the world a non-IT person asked me about the problems with the security domain and the challenges that make it difficult, or sometimes impossible to protect systems and data. My explanation starts with a hypothetical startup company that grows up during the decades and becomes successful. After the first data leaks they decide to take care of security, and we pick up the story at this point.

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