I watched this as it aired live on NYE, and it was a wonderful way to wrap up the year and enter the year of Sondheim's 90th.
All in all, I enjoyed the concert. The philharmonic was in full swing, and the musicians seemed to be having much fun with the orchestrations. Almost each section had a moment to shine through the evening. As a previous commenter remarked, I also thoroughly enjoyed the oboe player 
For me, the Assassins suite was the highlight, and Ms. Lenk's performance was the low. Her interpretation of Losing My Mind was simply too unsure of itself to succeed.
My biggest disappointment for the evening was the fact that it veered on the side of populism and didn't touch any of the infrequently explored corners of Sondheim's oeuvre.
Pacific Overtures has one of the most lush, sweeping arrangements of Sondheim's canon, and I'm terribly disappointed that it was overlooked. Imagine a piece covering The Advantages of Floating.../Someone in a Tree/Please Hello/Pretty Lady/Next!
Anyone Could Whistle could also have benefited from a new arrangement to really underscore some of the terrific complexities of that score. Even if the philharmonic had only covered "Simple," there's so much to explore within that one constraint.
Finally, I know it's grown to mythic popularity, but I wish they had let Follies and Sunday take the backseat. Ms. Lenk's voice is suited for a lovely interpretation of the title song from Anyone Could Whistle. Not sure that both sung songs needed to be from Follies.
Also, "Sunday" is a magnificent piece, but it's too overused as the finale song for any Sondheim celebration. It's closed out multiple birthday celebrations. Chicago had a concert with its philharmonic in December ( "Chicago Celebrates Sondheim" ) where Sunday was also the finale piece. Simply wishing that some other songs could shine for once instead of seeing the same setlist Sondheim celebration.
Updated On: 1/2/20 at 11:40 AM