Everything God does and says in the scriptures is for a purpose and usually it has more than one purpose to accommodate different levels of understanding according to the reader's ability. Therefore each reader, depending on their given level of spiritual understanding, (received through the Holy Spiirt) would have there own interpretation to this piece of writing. Generally, the meaning simulates the Book of Job who had great faith and love for God, however, satan challenged this, suggesting Job would betray God and lose faith if his wealth was taken from him. Suggesting wealth and easy living make it easy for a person to have faith in God. This of course is untrue! But this was satan's challenge! Job remained faithful even after great suffering! In many cases today (people are more fickle- and easily led by money, status and power ) so that satan's statement may be true. But in Job's case he remained steadfast and loyal even when he lost everything!
The scenario with Jacob similarly, demonstrates a potential human weakness during troubled times and adversary intervention. Jacob who is strong in faith, determined and loyal evidences a point God is making here. The point is that walking with God may not necessarily be easy, there will be battles to overcome, trials to win through and wars to win. Some of these battles may be God himself testing your faithfullness! God allowed Jacob the intimacy of wrestling with him, to understand God and his ways. This is not easy but the overall principle God is trying to demonstrate to his people is that he loves them enough to refine them into pure gold, to bring them to a state of holiness so that they may dwell amongst him. This is only achieved through understanding the person of God, his love for his chosen and elect, and his methods of cleansing them through his son Yeshua!
Wrestling with God is a priviledge, because through perseverance, endurance and determination to stay with God to the very end, you will acquire Wisdom, Knowledge and Understanding to equip you for life's difficulties and overcoming these you will be rewarded with the gift of everlasting life and a relationship with God and Yeshua! After Jacob wrestled with God (and God was the one to stop the wrestling because he was pleased with Jacob's perseverance) he send Jacob on his way with his blessing!
It is a necessary requirement for all of God's chosen to wrestle with God to acquire the above.