For over a century and a half, excavations in Jerusalem have been uncovering segments of the city’s Early Roman period network of streets, particularly the street that wended its way from the southernmost gate of the city, alongside the Siloam Pool and towards the Temple Mount. The importance of this street is evident from its dimensions as well as from the quality of its construction, which undoubtedly required an expansive workforce that included skilled labourers and craftsmen. Based on archaeological and historical data, the creation of the street has variously been attributed to some time in the Herodian period, to the reign of Herod and to the days of Herod Agrippa II. Here, based on numismatic evidence, we propose a more precise timeframe. We suggest that the street was constructed in the 1st century CE, in the middle of the first period of direct Roman rule, specifically during Pontius Pilate’s tenure as governor of the newly named province of Judea. We bolster this claim with a discussion of Pilate’s mandate and goals as provincial governor.