An ear-worn electronic device comprises a housing configured for insertion into an ear canal and comprising a proximal section and a distal section. The distal section comprises a distal end configured to terminate prior to a second bend of the ear canal when the housing is fully inserted into the ear canal. An inner waveguide is disposed in the housing and extends to the distal end. A waveguide extension is coupled to the distal end and dimensioned to extend past the second bend of the ear canal when the housing is fully inserted into the ear canal. The waveguide extension is communicatively coupled to the inner waveguide. An articulation mechanism is situated between the waveguide and the waveguide extension. The articulation mechanism is configured to facilitate articulation of the waveguide extension relative to the inner waveguide during insertion of the housing into the ear canal.
