The present study examines the impact of entrepreneurial motivation on the entrepreneurs' willingness to start the same business again by taking into account the effect of the start-ups' age. The willingness to start the same business again thereby implies the entrepreneur's overall satisfaction with his or her self-employment. Using a large sample of 1,332 start-ups in Germany, the study analyzes entrepreneurial motivation and different kinds of motivation over time in the context of the start-up's early development and investigates their effects upon the entrepreneurs' willingness to re-establish. The findings provide detailed empirical evidence that the impact of entrepreneurial motivation on the entrepreneurs' willingness to redo it varies over time. It can be shown that the influence of intrinsic motivators is the strongest in the starting-up stage, but declines with time during the venture's development. Furthermore, the study finds that intrinsic motivation compared to extrinsic motivation has a less strong impact on the willingness to re-establish once the new venture is launched. After launching extrinsic motives show both a higher and key influence on the entrepreneurs' willingness to start the same business again for the entire early development period of the start-up. Results were calculated using logit models. Complementary probit- and relogit models confirm the robustness of the estimation results. Besides logit coefficients, marginal effects and predicted probabilities over the time of the new venture development are used for a more detailed analysis.