We introduce an extended class of cross-Toeplitz operators which act between Fock-Segal-Bargmann spaces with different weights. It is natural to consider these operators in the framework of representation theory of the Heisenberg group. Our main technique is representation of cross-Toeplitz by two-sided relative convolutions from the Heisenberg group. In turn, two-sided convolutions are reduced to usual (one-sided) convolutions on the Heisenberg group of the doubled dimensionality. This allows us to utilise the powerful grouprepresentation technique of coherent states, co-and contra-variant transforms, twisted convolutions, symplectic Fourier transform, etc.We discuss connections of (cross-)Toeplitz operators with pseudo-differential operators, localisation operators in time-frequency analysis, and characterisation of kernels in terms of ladder operators. The paper is written in detailed and reasonably self-contained manner to be suitable as an introduction into group-theoretical methods in phase space and time-frequency operator theory.