This is slightly misleading. There is wave drag, which is caused by the formation of shocks. This happens when the plane/body is nearing the speed of the pressure wave it creates ahead of itself. The air no longer has sufficient time to flow around the body in a smooth (or even turbulent) way. Instead it piles up into sharp discontinuities called shocks, with very low pressure regions behind the shocks. This produces a lot of drag, several times more than that due to viscous drag alone. That's where the concept of a 'sound barrier' came from. People weren't sure what the maximum drag would be, or if we could build engines powerful enough to overcome it. Obviously we can and did.

But in the case of free fall from space or near space, the air is so thin that these effects are minimal. Also his starting velocity moving through the thin air is much lower than say a reentering space craft, so the whole thing is much more mild and manageable. By the time the air gets thick enough to worry about, he'll have shed enough speed to even the slight early drag to be at a reasonable terminal velocity. (This is the same concept used by SpaceShipOne's 'shuttlecock' re-entry).