Is it possible to have two or more different characters on different saves? Let's say I wanna re-roll another race with a different specialization. Is that possible without overwriting my old save?

Yes, it is entirely possible. Just be careful with saving over the other character saves, and always manually save when you want to switch characters. Autosave feature is both a blessing and a curse......

So basically I just start a new game and then SAVE it as a new save or w/e? Should I remove any sort of auto-save? Thanks for replying btw!

The first one, the game will assign a new save for the new character. Just make sure you don't save over the previous character save(s). The game will do the rest. And no problem

Cheers mate this was to great help!

Yep. Keep new saves for your different characters. It seems, like OB, that if you save over a previous save it still changes the save number. So if you have 10 saves and you save over "Save 1" it becomes "Save 11".

I keep 10 saves per character. And I know to look at the save description when overwriting a save to make sure it is the right character.

A mod called Saves Manager has been released. Try it
I haven't yet

Just make a folder for each character in the saves folder. And just move the character saves u want to play directly into the saves folder when u want to play him/her.
Works perfectly for me