The first USB flash drive was in the 2000s so at least then. It's hard to find when hijacking via USB was first a thing, if only because the more popular route

The first USB flash drive was in the 2000s so at least then. It's hard to find when hijacking via USB was first a thing, if only because the more popular route is either plug in a replacement ECU, which supports tuning out of the box, or via a USB -> OBDII/other non-usb-port on car, which I don't think quite counts.