I count four question marks (and it appears there should be a fifth), yet you mentioned "a question" and "two questions". What is your concern exactly?
The Gospel of the kingdom and the Gospel of the Circumcision are based on covenants GOd made with the Jews. Both were bound up with ordinances and signs. Circumcision was the sign of the Abrahamic COvenant (Gen. 17:11). And water baptism was the sign of the Davidic Covenant (Ex. 29:4, cf. Ex. 19:5,6, Isa. 61:6, Matt. 3:1-6). But WE are gentiles, STRANGERS FROM THE COVENANTS. (Eph. 2:12). We are in the "But NOW" of GOd's plan. If we are strangers from the covenants, are we supposed to keep them? Whether it be circumcision, water baptism, dietary rules, etc. Water baptism can NOT be the One Baptism Paul writes of for us today. "For BY ONE SPIRIT are we all baptized INTO ONE BODY.,.."1 Cor. 12:13. Not physically, Spiritually. Just like we are circumcised by the Holy Spirit. Not physically, Spiritually. THAT is the One Baptism of the dispensation of the grace of God.
Unless a person still desires to be Israel today. WHereby he would be circumsised in fullfillment of the Davidic Covenant and water baptized in fullfullment of the Abrahamic COvenant. Of course, it would do no good, since Israel is now blinded and set aside and God is dealing with individuals, not nations, on an equal basis.