A connector assembly is provided for a portable device. The connector assembly includes a U-shaped connector head with a connector extending from a first end of the U-shaped connector head and a stress relief overmold extending from a second end of the U-shaped connector head, said stress relief overmold having a pair of annular grooves disposed along a length of the stress relief overmold transverse to the extension of the overmold and a cradle mechanically coupled to the portable device that engages the pair of grooves to retain the connector head in a relatively fixed relationship with respect to the portable device.