Knowing one’s own movements and approaching one’s ideal movements is essential to improving one’s sport. In cycling, movement is pedaling and upper body posture. Pedaling measurement methods are widely available, and riders can easily determine their own posture. On the other hand, there is no easy way for riders to know their upper body posture. Therefore, we measured the load applied to a bicycle by a sensor that can be mounted on a bicycle, and estimated the posture of the upper body. A model was created with the load as the input and the joint angle of the upper body as the output. The estimation accuracy was high when the model was based on personal data, but there was a problem with estimation accuracy when the model was based on other people’s data.