The development issues of theories of robustness, roughness and bifurcations of dynamic systems are considered. In the modern theory of dynamic systems and automatic control systems, researches of the properties of roughness and robustness of systems are becoming more and more important. The work considers methods of research and ensuring robust stability of interval dynamic systems of both algebraic and frequency directions of robust stability. The main results of the original algebraic method of robust stability for continuous and discrete time are given. In the frequency direction of robust stability, the issues of a frequency-robust method to the analysis and synthesis of robust multidimensional control systems based on the use of the frequency condition number of the transfer matrix of the “input-output” ratio are considered. The main provisions of the theory and method of topological roughness of dynamic systems based on the concept of roughness according to Andronov-Pontryagin are presented with the introduction of a measure of roughness of systems in the form of a condition number of matrices of reduction to a diagonal (quasi-diagonal) basis at special points of phase space. Criteria for dynamic systems bifurcations are formulated. Applications of the topological roughness method to synergetic systems and chaos have been used to investigate many systems, such as Lorenz and Rössler attractors, Belousov-Jabotinsky, Chua systems, “predator-prey” and “predator-prey-food”, Hopf bifurcation, Schumpeter and Caldor economic systems, Henon mapping, and others. For research of weakly formalized and non-formalized systems, the use of the approach of analogies of theoretical-multiple topology and the abstract method to such systems is proposed. Further research suggests the development of roughness and bifurcation theories for complex nonlinear dynamical systems.