What you are trying to do is physically impossible. If you have 3 signals joined together, they are electrically the same. Therefore, you cannot have separate measurement points.
Since they are electrically the same, KiCad picks one name at random, but does not flag an error. To avoid confusing yourself, use one net name throughout. In the above, you have 5 different labels on the same net, that is 4 too many
The same applies to BOOT/LDOIN.
If you place a jumper for each signal, then you could isolate them for testing.