I confirm that the standard update did not work for me either, but the zip file provided by Dennis proved successful. I did not install any Torreys beta versions, but upgraded directly from Yale. The 4GB USB stick was freshly formatted FAT with MBR partition table rather than GUID. The following Bridge II update was also successful, and roon can now see my DSJ.
I have already noticed one operational quirk worth mentioning. When I play a DSD file now through roon on the Bridge II input, the DSJ display correctly reports DSD64 1bit. However, when playback is paused, the display switches to PCM 24 bit 176.4 kHz. Upon resuming playback, the display correctly shows DSD again. This doesn’t seem to affect performance, but was a bit confusing since I initially noticed the display when paused, and thought I had misconfigured something in roon that was converting DSD to PCM. When using the USB input (also controlled by roon), the display reports DSD64 regardless of whether the track is playing or paused.
I also like that the DSJ shows the album and track name when a new track begins, but wish there was an option to make this persistent. That is generally more relevant information to me than continuing to display only the bit depth and sample rate.