I have read that most rabbonim say that you should not try to argue with them.
Missionaries are trained to confuse Jews and put doubts into our minds. The often (mis)quote psukim from Tanach in order to prove their point. Most Jews (sadly) don’t know Tanach that well, so they just end up being blindsided. I was once in a Taxi in Yerushalayim with my husband. The driver asked about our backgrounds and when finding out that I used to be a Christian told me that he’d spoken to a missionary who had made a lot of sense. He told me that the missionary had discussed a pasuk from Yirmehahu which says that the Jewish people will be given a new covenant. I then told him what the rest of the perek says. That the new covenant will put the Torah into our hearts so that we follow it. See how they twist things. Most Jews would not know the rest of that perek. Missionaries have dozens of these memorized, ready to use at the drop of a hat.