Hmm! you sure do ask good questions. Here my question to you, do you think that the people who baptized others should have some sort of Holy Spirit so others could receive gifts?
Some people were baptized through John the Baptizer and had to be re-baptized during the growth of Christianity after Acts, because they did not recieve Holy Spirit.
I dont think Jesus physically baptized anyone but commanded the 12 apostles to baptize. Also, in Acts the holy spirit came and that what the apostles waited for was the Holy Spirit Jesus sent. Prior to that they were baptized with John the Baptizer. So in some ways Jesus baptized with Holy Spirit because they waited for Jesus to send the Helper!
Do you think that baptism today is done with Holy Spirit poured out on people? That is a hard one to understand! WE can hope that it is but in bibical days people would get baptized and actually recieve Holy Spirit. Do you see this today?
How about if you get baptized from a religion leader who later on you found out was a lie? Would you baptism need to be re done? So when you go to another church and you get baptized again! Later, you learn through scripture they they were teaching false teachings. Now what! where is the holy spirit that was to go from to another?