I'm a Strategic Product Design student at Delft University, and I think it doesn't matter that much if you start in January.
Some courses are however follow-ups, in which you could use the knowledge gained during the autumn semester of you first year of your masters. This will make your first semester a bit harder perhaps, since some of the techniques available are explained during the autumn semester, but the second one easier. In the end, you will have had the same amount of courses, lectures, so there is no difference in that, it's just a matter of order of courses.
In the second year there is basically no difference, since you are working towards your graduation by that time.
Note that the Masters have changed some of the courses since last year, so that there might be a change since I took the Master courses, but overall, I think you should be fine starting in January.