The influence of field strength and flexibility on the transient electric birefringence (TEB) of segmentally flexible macromolecules is studied using a trumbbell with induced and permanent dipoles as a model. According to TEB experiments, the birefringence reaches a steady state after the application of an electric field, a situation which is simulated using a Monte Carlo method. Once the field is removed, relaxation is studied by simulating the Brownian dynamics of the system. Special care has been taken in the statistical quality of the data and the procedure for multiexponential fitting of the decay profiles to obtain the amplitudes and relaxation times. The results are compared with different treatments with occasional agreement and disagreement. The range of applicability of the method proposed by Allison and Nambi (Macromolecules 1992, 25, 759) is discussed. We found that for bent molecules relaxation decay depends on the averaged conformation, flexibility, orientation mechanism, and field intensity. In addition, we show that TEB experiments could be sufficient to characterize the averaged angle of a segmentally flexible macromolecule and its dispersion, mainly if the information concerning amplitudes and faster relaxation times is used.