The Gemara discusses Jubilee (Yovel in Hebrew), the fiftieth year, on which we free all slaves, even those who chose to stay on after six years, and return ancestral lands to their original family. This is a reminder that subjugation never lasts forever. The default situation for human beings is freedom and independence.
Remember, slavery was considered normal and essential in the ancient world. In ancient Sparta, they had 70 slaves for each free citizen, while in classical Rome slaves were a third of the population. But being considered acceptable does not make a thing moral.
The Jewish concept of slavery was limited to men who stole or became debtors and could not repay the debt. Jewish civilization had no jail, the punishment was to earn the money and pay back the victim. However, even without working off their debt Jewish slaves were automatically freed on the next Sabbatical year, every seventh year (Exodus 21).
Unlike in other ancient societies, Jewish slaves had to be treated in a dignified and humane manner. Our sages rule that if there is one bed in the house then the “slave” gets to use it. He also receives parting gifts after his term (Deut. 15, Kidushin 17a). The Talmud quips “one who buys a slave in truth buys himself a master” (Kiddushin 22a).
In Jewish theology, every human being is made in the image of God (Genesis 1:27). Therefore, no man should enslave or dominate another. Jewish slavery was humane and temporary, since every Jew is really a servant of God and should be free to do that job.
Please see our comparison of Jewish “slavery” to modern criminal “justice”. The quotes on both are appropriate.
On today’s Daf our sages note that sometimes there were no slaves to free or lands to return, but that we still blow the Shofar to signify the Yovel year. The language used is “שֶׁאֶפְשָׁר לָעוֹלָם בְּלֹא שִׁילּוּחַ עֲבָדִים” it is possible for a world without sending free slaves.

This hints to a greater concept. Some men are “slaves” to an ideology, or a job, or even to another person. Their life is so tied into this one thing that they cannot even imagine their world without it.
It is possible to live in a world like this, but in such a situation a man often loses his most valuable resource – his sense of self. To live a rewarding life, a man needs to be free to work on his own chosen mission. A man enslaved to anything else is working towards his someone else’s mission, not for himself.
The first step in a compromised situation is to realize your condition. Start to rebuild your sense of self, think about who you are now and who you want to become, what you want to accomplish. A man must gradually build himself up, and seek a greater degree of freedom. But what is freedom? The Gemara digs into the verse about the Yovel year:
“And you shall sanctify the fiftieth year, and proclaim liberty throughout all the land to all its inhabitants; it shall be a Jubilee for you” (Leviticus 25:10).
Liberty in Hebrew is “Deror”. Rabbi Yehuda said: What is the meaning of the word Deror? It is a man who dwells [medayer] in any place [dayara] and can sell his merchandise around the entire country.
So freedom is the ability to live wherever you want and do business wherever you want.
If a man is tied down to a specific place, with a certain employer, he is not really free, even if he has money in the bank and can afford to go on vacation. A man who can be successful anywhere he chooses to be is free. Such a man has broken away of whatever form of “slavery” was holding him back, and makes his own choices for his own benefit, wherever that leads him.
The same applies to a man who felt enslaved to an ideology or relationship. Once he realizes that he can live without it, he is free to choose his own destiny. Such a man has broken away of whatever form of “slavery” was holding him back, and now makes his own choices for his own benefit, wherever that leads him.
With this freedom comes the responsibility to carefully consider your goals and ultimate mission in life. Once you are working for yourself, the only one holding you back is yourself.

