@sky-runner A couple of days ago I successfully used the Live Segments S+ guide on a trail running segment I have never run before (and got a KOM). Watch is Race 2 with the recent Q2 update - 2.56.18 and everything worked as expected.
Last month, on the previous SW version, I had 2 unsuccessful attempts for different segments.
For the first one the watch did not detect the start of the segment.
For the second one it (wrongly) determined that I had went off course and stopped tracking the segment halfway through.