Transmission asymmetry in reciprocal systems offers an appealing alternative to bulkier non-reciprocal implementations for certain applications. Common reciprocal routes to transmission asymmetry of linearly polarized light involve a rotation of its polarization. Here, we explore a different route with a linear all-dielectric metagrating that preserves polarization, while lacking inversion symmetry along the surface-normal direction. Our all-angle transmission calculations reveal an abrupt transition from a symmetric to an asymmetric transmission response that traces the Bragg critical wavelength of higher-order beam emergence as a function of the incident angle. By adopting an analogy between scattering from a multi-port network and the metagrating paradigm we establish why the only necessary condition for transmission symmetry breaking in this class of systems, is the emergence of any higher-order Bragg diffracted beam. We further show how such a transmission symmetry breaking is consistent with reciprocity and also demonstrate the underpinning symmetry-breaking mechanism with a first-principle numerical experiment. Finally, we elucidate on some previous misconceptions regarding transmission symmetry breaking related to the role of the substrate or need for change of diffraction order number at each interface. Our proposed metagrating can exhibit a strong transmission asymmetry, with contrast that can be as high as ∼ 75%, thus underlining its potential as a blueprint for passive asymmetric or non-linear self-biasing non-reciprocal metasurfaces relevant to integrated and active photonics.