I work as an outsourced IT contractor in the Atlanta area, and a large number of my clients are hospitals, clinics, doctors' offices, and so forth. The main reasons I see for them not wanting to adopt increased IT infrastructure to enhance record-keeping abilities are:
1) Budget. Health care has been one of the most resilient industries in the current recession, but no one can afford to not watch their spending these days.
2) Reliability. It doesn't work 100% of the time. It might, if you added enough redundancy, but then you're running into problem 1) again.
3) Politics. I don't know of a single hospital that doesn't have serious political infighting. This bleeds over into the budget issue again...who gets how much of the budget for what projects, who gets what access levels within the system, and so forth. IT tends to be looked on as an unwelcome but necessary expense, kind of like the power bill. If there isn't an obvious fire or immediate pressing need, getting funds for improving performance or reliability is very difficult. And if there *IS* an obvious fire or immediate pressing need, they're upset that you hadn't already prevented the problem with the budget you've had thus far. It's a catch 22.
I see these as being problems with getting all sorts of industries to incorporate better IT... the medical field is just a big obvious one right now with all the efforts to improve compliance with standards, and the efforts to control the rising costs. The answer I wish I could give to ALL of them is simply: "shit breaks. pay the cost of having it break less, or deal with it breaking. but it will always break. having a plan B is always going to be a good idea."