God gave folks the rules. Doesn't mean they followed them. For instance, many 'slaves' were POWs. Most every war fought by the Jews in the Bible began with a warning from God to the other people to essentially bow down and when they didn't, they got stomped. Other 'slaves' were folks that owed money even though scripture tells folks to either not borrow or to be very careful when they do. They also outlawed 'usury' or loaning with interest. So to your point if God simply outlawed servanthood there would be other ways people would get their money back. Some societies simply maimed owers or threw them in jail. You're essentially asking why didn't God not only create a perfect system but also force people to abide by it which can only happen through the removal of people's free will. The whole 'well why doesn't a loving God do ....' line of questioning always ignores that people have the freedom to do what they want. Either you want that freedom to choose or you don't.
Well (and I don't want to troll...I'm actually here for a reasonable debate) I guess what makes it weird is that there are things that God does not say he is ok with (through the bible, teachings, etc)
Ten Commandments...
To me if "slavery" is wrong...why would there be a point in the bible to say "hey...if you find yourself as a slave...make sure you serve and love your master as if he were God"
One of the commandments is that you should not covet... so basically God is saying don't yearn for possessions etc. but this passage in question not only allows for a system where human beings are treated as (or nearly as) possessions, but also for human beings to forgive the fact that they are slaves and honor their master..
And in many interpretations of this same text, it is always translated as slave/servant and master. I've never seen it interpreted as "debtor and indebted" it always uses the connotation of servant and master which is pretty direct (even in those times).
In regards to the bolded... you are saying two hugely different things from what my question is. You are saying "God gave people the rules, doesn't mean they follow them" which I completely understand the connotation of free will. You then mention "people have the freedom to do what they want" which again reinforces free will. I'm not talking about free will. I'm talking about why the words that forgive negative behavior are written. We all know that men have free will, but why would God put in a clause that allows men who are exercising free will against his teachings, to be worshipped by those that they are "owning"?
So here is where logic comes into play:
The bible "gives people the rules" (whether or not they follow them)
One of the "rules" is that SLAVES are to be obedient to their masters
So in essence, God's "rules" allow for slavery (which you and I can agree is wrong). Which goes back to the original question: (whether or not men follow his rules is irrelevant) Why would God put a contingency FOR slavery and the behavior of slaves IF owning people is an aberration?
It would be like a passage that said "IF you kill someone make sure that you kill them on a Saturday", the implied notion of that statement is that it is ok to kill someone. So the implied notion of "serve your masters" means that it is ok to be a slave/have a slave.