Yakov’s Strategy
Shavua Tov. We learn that when Yakov confronted Eisav, he called him “אדוני” my master, eight times. He referred to himself as “עבדך” your servant, five times.
Yakov’s strategy in dealing with Eisav, is debated by the Rabbis. Some felt that it is permitted to flatter a רשע in this world. Yakov’s behavior was justified.
Other Rabbis felt that it was wrong of Yakov to humiliate himself before an evil person. A Jew should always have self respect and dignity. And perhaps such cowering before the Gentile might even show a lack of honor for Hashem.
This question is not really resolved. However, the Gemara tells us that Rav Yanai used to read the passage of the meeting of Yakov and Eisav, before meeting with Roman authorities. Perhaps he felt that if what Yakov did was successful, then he, too would be successful.