Interference fits are very common shaft–hub connections due to their low manufacturing costs and excellent technical properties. The Plastic Conditioning of this machine element is a new and not very well-known method. During the development of this method, it was discovered that Reverse Yielding occurs in certain applications and has a negative impact on the result. This paper examines the effects of Reverse Yielding on the technology of Plastic Conditioning of interference fits in Power Transmission Engineering. Based on the Shear Stress Hypothesis (SH), the Plane Stress State (PSS), and the ideal plastic behavior of materials, established stress–mechanical relationships are used to find the influencing parameters of Reverse Yielding on the technology of Plastic Conditioning and their limits. As a result, a new computational concept is developed that allows the user to maximize Plastic Conditioning while avoiding Reverse Yielding. Analytical calculation suggestions and diagrams for practical application are provided. Furthermore, the deviations in the obtained results, taking into account other material models such as the Von Mises Yield Criterion (VMYC) and material hardening, as well as the Bauschinger effect, are examined in comparison with our own numerical results from the development of Plastic Conditioning, and the resulting need for further research is defined. In addition, the method of Plastic Conditioning of interference fits is introduced and its basic principles are briefly explained.