
Mark 2.13-17, Matthew 9.9-13, Luke 5.27-32.
I don’t expect anyone’s ever liked taxmen—except of course the kings for whom they were collecting. In first-century Israel, the Judeans and Galileans particularly disliked the taxmen, and to understand why, you gotta understand their history.
In 67
Antipater’s son Herod: You might’ve heard of him. He married Hyrcanus’s granddaughter, and despite not being Jewish, used his Roman connections to become king of Jerusalem. After Herod’s death, his sons likewise fought over who’d be the next king—and again the Romans intervened, with Augustus dividing Israel into fourths. Two sons, Antipas and Philip, were made tetrarch/“ruler of a fourth” over the Galilee and Perea (today’s Golan Heights), and a Roman procurator was put over the other half, namely Jerusalem.
The procurators appointed whoever they pleased as head priest. Usually the Levite who bribed them the most. And this was the state of things when Jesus began his ministry: Half-Jewish “kings” over northern Israel, Romans over southern Israel, and a family of corrupt Sadducees—who don’t even believe in miracles!—running the temple. Plus Roman soldiers everywhere, keeping the scum in power, and crucifying anyone who rebelled.
You already don’t like the taxman, but these taxmen were collecting money for the Romans—forcing the people to pay to be oppressed. As a result they were seen as traitors. Most Jews simply hated them. For the most part they refused to let them into their synagogues or temple. Since the taxmen sided with the pagans, they were considered no different from pagans.
Romans didn’t pay their taxmen, but simply let ’em overcharge on taxes, and take their income from the overcharge. So taxmen regularly overcharged. And why shouldn’t they?—the people hated ’em anyway. May as well hate ’em back… and get rich off them.