I recently upgraded to Di2 from SRAM Red, and LOVE it!
Yes it's a luxury, yes some have problems, yes it's expensive. However it is slick, effortless and takes the effort away on long rides. I too suffer hand pain and numbness on long rides. I have a Dfly hooked up to the garmin which indicates the gear you're in and displays battery charge. Great addition.
Some will always yearn for the old tech, some will be open to anything new. Why do you need fuel injection on a car, carburettors work perfectly fine. Why do you need a jet plane, propellers are awesome. If you're interested, go try and decide for yourself.
Me, I ain't going back.