I need to re-pair my BT headphones every night too. Very frustrating. Worked great recently before this update. I even tried a different pair of BT headphones concerned it was just that pair. But same result. Please fix this issue Dish!!
The problem first surfaced two updates ago, went away with the previous update and is back now with the latest. Because it is intermittent it is impossible to isolate. No changes to any wiring, etc. from when it worked to now.