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How to know on what pitch you should sing a song?

Hi, i love a lot of types of music so I try to sing a lot of styles and sometimes i have problems trying to sing some songs. For example, I can sing No one by Alicia Keys pretty comfortably but when I try to sing for example Empty by Ray Lamontagne or Cherry Wine by Hozier i have a lot of problems trying to sound good with those ones, or I try to sing in the singers way and sound really weird or sound flat trying to sing it comfortably, I need help!

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