Microsoft can go after and capture that market, even at 'premium' prices
The cost difference for these "premium tablets" is such that if a company wanted to buy a serviceable and much cheaper tablet and create a web interface that does what those sales reps need, and that cost of making some of the services people need web based can often be offset in the long run. If you buy 25 tablets at $250 verses 25 tablets at even lets say the $449 you can have a cost savings of 5k to put towards your web interface developments.
but the average person? Doesn't REALLY care
Absolutely they don't, they will ask the person they know who "knows" what is best. Those people the AVERAGE person is asking know that if they recommend something to this person THEY will be answering ALL questions related to this device that AVERAGE person bought on their recommendation. Thus they will try to think of the simplest device that will then create less hassle/questions for them. The question isn't always what is the "best" device but what is the best device for that person.
A bug in the code is worth two in the documentation.