When I used a JB3 (have three of them), one would transfer every time, one was finicky - may have to transfer 2 or 3 times to get the entire file off without it timing out, and the third was usually very troublesome. Sometimes it would be recognized and transfer with no problems, other times it would time out, and yet on other occassions I had to have it connected and powered on before booting the comp for it to be seen. All the above scenarios happened with both W98 and W2K boxes. Sveta was the best software and worked on both OSes, but with the caveat I mentioned above. Sveta used to be free. Have no idea of it's current situation since I moved away from MS operating systems* and retired the JB3s.
* I still use W2K on a new comp to do some advanced editing work cause I haven't found a Linux alternative that I like as well as Samplitude.