That or than

Which word is correct and is the sentence natural?

He's in a totally different category that/than he was in a few years ago.

A few years ago he was a decent bench player but today he's in the brink of becoming a superstar player.

Which word is correct please?

In 2 days I sleep more than half the amount that/than I sleep in 5 day during the week.

I sleep more than half the amount in 2 days than/that I do in 5 days.

Do these both have the same meaning? Are they both correct?

I make more than you in 2 days than you do in 5 days.

I make more money in 2 days than you do in 5 days.

Thanks