James Taylor is one of the most successful singer/songwriters who still tours. I've seen him now a couple times, and for both, I've been able to shoot. Both times have been at the Santa Barbara Bowl, and both have been from the soundboard. Shooting from up there obviously creates other limitations. This time, I brought a newer 400/2.8 lens (L IS II) and coupled it with a 2X teleconverter (II). This creates a pretty darn clean 800mm f/5.6 reach, so I was able to get right up to him. For being constrained to right behind the soundboard, shooting with that lens combo isn't so bad. Of course, there was the problem of not being able to move to minimize the presence of the mic stand or water bottle.
These photos are restricted by the artist management, so I can't place one on this website, but you can see what I got by visiting the Bowl's website here at gallery.sbbowl.com.