In Tikkunim Chadashim of the Ramchal, Tikkun 69, there is an amazing idea put forth. It says that when Moshiach will be revealed, Moshiach himself will cause a Teshuvah in Am Yisrael by the words that he will speak to us (perhaps this is hinted at by Yosef speaking to his brothers at the end of sefer Breishit). Teshuvah is from the side of Imma, which is also the side of Yovel. Therefore it is logical that Moshiach is to be revealed during Yovel. It says that Teshuvah will be aroused until HaKadosh Baruch Hu and the Shechinah are revealed.
Rules for Halachic Decisions
6 years ago