Could you tell me if this title and paragraph about Michael Jackson makes sense ?
"The unfair Jackson's life
Michael Jackson was born in a family of musicians/ musical family.??
Although he is considered to be one of the greatest singers ever born, his career wasn't easy as it was built from almost nothing. "

Thank you very much

Question

Could you tell me if this title and paragraph about Michael Jackson makes sense ? 
"The unfair Jackson's life
Michael Jackson was born in a family of musicians/ musical family.??
Although he is considered to be one of the greatest singers ever born, his career wasn't easy as it was built from almost nothing. "

Thank you very much

Answer

It would be into a family, not in. And both options make sense :)

Do you mean that out of all the Jacksons, his life was specifically unfair? Then that's right, but it might read a bit more like he was an unfair person rather than his life was unfair. That might just be me. It's not grammatically wrong or anything

Answer

Your title means that Jackson (one) is unfair and your text is about his life. If you want to say that his life was unfair, it should be:

Jackson's unfair life (one person called Jackson)

or

The Jacksons' unfair life (multiple people called Jackson but 'the' indicates a family).

Answer

I think this makes sense.
This title is telling that Jackson's life is unfair because he didn't have an easy career even he was born in a wonderful family of musicians.
This may mean that his family must be rich but he didn't get any financial support.
Or maybe he must have some sense in music but actually he wasn't.