Innovative press concepts with multiple degrees of freedom such as the 3D Servo Press (3DSP) allow the implementation of incremental forming processes, thus the production of previously unfeasible workpiece geometries. This publication demonstrates that elliptical double-sided collars can be formed out of sheet metal through closed-loop control of the ram pose and controlled ram tilting. For this purpose, a new tool has been developed that enables the process of flexible hole rolling on a 3DSP. We show that the geometry of produced parts can be influenced by adapting the tool path trajectories and present a compensation approach that ensures the highly accurate insertion of the collars into the sheet metal. The geometries as well as the resulting courses of the collar height over the circumference of the hole, are analysed using experimental and FEM-based simulation results.