A dropper seatpost head assembly is disclosed. The assembly includes a lower post for insertion into a seat tube of a vehicle and an upper post having a housing coupled at one end thereof, the upper post to telescopically slide with respect to the lower post to form a dropper seatpost. The assembly also includes a saddle rail clamp assembly having a lower saddle rail clamping portion rotatably coupled with the housing and an upper saddle rail clamping portion to couple with the lower saddle rail clamping portion to form a clamping structure. The lower saddle rail clamping portion having a drooped shape such that the lower saddle rail clamping portion and the clamping structure hang down in a plane that intersects at least a portion of the housing.