Drill assemblies and methods for drilling into bone are provided. In general, a drill assembly can have a flexible distal portion configured to move between a substantially straight configuration, in which a longitudinal axis of the distal portion is aligned with a longitudinal axis of a proximal shaft portion of the drill assembly, and a curved configuration, in which the longitudinal axis of the distal portion is angularly offset from the longitudinal axis of the plurality of segments located between the proximal shaft and the drill tip. The drill assembly can include a connecting element extending from the proximal shaft, through the segments, and to the drill tip at a distal end of the drill assembly. The drill assembly can include a conformal covering on the distal portion thereof that is configured to curve.
