Those familiar with the Bible will recognize that Jesus was uncommonly submissive when confronted with the possibility of execution. He chose neither to flee nor fight. He simply submitted to the desire of those in authority.
In general such meekness would be viewed as decidedly unflattering, so we must ask ourselves why the submission of Jesus is so honored while that of others is perhaps seen as weakness and cowardice. Many may respond that Jesus had to submit to death for two vital reasons. One, it was foretold in divine prophecy; and therefore must happen, else the Bible be untrue. Second, the sacrificial death of Jesus was necessary to God's plan of salvation, so Jesus' bypassing execution would have forever doomed all mankind.
The above explanations seem highly plausible and comforting to our general opinion of the meek, so it is not surprising that these opinions prevail. Additionally, traditional eschatology teaches that Jesus, the Lamb, will come back later as Jesus, the Lion, to deal with sinful man the same way mankind always has, violently. That momentary meekness of Jesus on the cross will be forgotten, once He takes on the more culturally acceptable role of judge and warrior.
On further consideration, though, the Bible student must consider the words of Jesus to His listeners in the Sermon on the Mount, where He expounded what amounted to a new ethical code. Those same students must ponder the words of Paul in Romans 12:21 and his list of the fruits of the spirit which believers were admonished to cultivate. Nothing about these examples support the notion that the meekness of Jesus was less than a broad example to be followed.
No one suggests that the practice of meekness does not raise a multitude of questions. However, the fact that it feels uncomfortable in our cultural setting does mean it can be summarily dismissed or explained away as a convenience. Counter intuitiveness was an undeniable part of what Jesus taught. That fact alone, disallows our tendency to consider only those parts of Jesus' message and example which "make sense".