A tool bit for use with a blade assembly of a grading machine , the tool bit comprising: a shank portion defining a longitudinal axis (L), a free end and a perimeter , at least one anti-rotation feature on the perimeter extending to the free end and a cross-hole defining a cross-hole axis (A5014, A6014, A7014) along which the cross-hole extends through the shank portion ; and a working portion extending downwardly axially from the shank portion ; wherein the working portion includes a rear region , a front working region defining a width (W5005, W6005, W7005) with a midpoint (MW5005, MW6005, MW7005), a first side region and a second side region , and the first side region and the second side region define an angle of extension (y) measured in a plane perpendicular to the longitudinal axis (L), and the cross-hole axis (A5014, A6014, A7014) passes through the width (W5005, W6005, W7005) of the front working region when projected onto a plane perpendicular to the longitudinal axis (L) ; characterised in that the angle of extension (γ) forms a wider front working region than the rear region in a plane perpendicular to the longitudinal axis (L); the front working region includes a first angled surface and a second angled surface forming a first included angle with the first angled surface projected along the longitudinal axis (L) onto a plane perpendicular to the longitudinal axis (L) ranging from 130 degrees to 180 degrees; and the first side region or the second side region include a first surface extending along a direction parallel to the longitudinal axis of the shank portion and disposed longitudinally adjacent the shank portion . a shank portion defining a longitudinal axis (L), a free end and a perimeter , at least one anti-rotation feature on the perimeter extending to the free end and a cross-hole defining a cross-hole axis (A5014, A6014, A7014) along which the cross-hole extends through the shank portion ; and a working portion extending downwardly axially from the shank portion ; wherein the working portion includes a rear region , a front working region defining a width (W5005, W6005, W7005) with a midpoint (MW5005, MW6005, MW7005), a first side region and a second side region , and the first side region and the second side region define an angle of extension (y) measured in a plane perpendicular to the longitudinal axis (L), and the cross-hole axis (A5014, A6014, A7014) passes through the width (W5005, W6005, W7005) of the front working region when projected onto a plane perpendicular to the longitudinal axis (L) ; characterised in that the angle of extension (γ) forms a wider front working region than the rear region in a plane perpendicular to the longitudinal axis (L); the front working region includes a first angled surface and a second angled surface forming a first included angle with the first angled surface projected along the longitudinal axis (L) onto a plane perpendicular to the longitudinal axis (L) ranging from 130 degrees to 180 degrees; and the first side region or the second side region include a first surface extending along a direction parallel to the longitudinal axis of the shank portion and disposed longitudinally adjacent the shank portion . <EOS>