I don't really want to comment on whether or not DL is doomed to fail on the EMR, but coming from an EMR background, I can say he lays out very accurate points. I particularly like how he explains #3 concisely, and it's a point I use to criticize the private healthcare system.

The continual war between hospitals having to opportunistically charge for their services vs. the insurance industry having to take a default stance of deflection creates the massive, meaty layer of coding and billing waste. Thousands upon thousands of jobs exist just for this purpose, and I think any inefficiency in a single-payer system is more than offset by getting rid of that layer and everyone benefits.