What you said about a Mac being more out of pocket is true, when talking about the actual computer. When saying that about the upgrade for the os, even if you don't get the $29 upgrade from 10.5 to 10.6, it's still cheaper (totaling $129.00 american).
Here is where your arguement dies off though. Let's say you need a screen reader from scratch, and a freebee isn't good enough, or isnt' available. Take (since I have a Macbook from about a year ago) a Macbook, 13.3", dual core 2.2 GHz processors, 1 GB RAM, and 120 GB HDD, with the super dvd burner, wireless N networking and a 6 hour (yes, it actually lasts that long) battery. You get the screen reader built in with the system, and you are totaling out at $1300 pre ship.
Now, you take a PC. Same specs, 13.3", display, C2D 2.2 GHz, 1 GB ram, 120 GB HDD, wireless N, 8xdvd DL burner and so on. We'll say (using that timeframe as the standard) that you can get it for, if you're lucky, $800ish (wireless N, and the "extended batterIES to get to 6 actual hours of usage was additional on almost all PCs). Now throw in a screen reader. Not some "Eh, it should be good enough to get by for a couple days" but a real workhorse screen reader. What's the cheapest one out there? $475? So, not including any taxes, or shipping, you are now totaling out at $1275.
Score: Mac - $1300 PC - $1275
Ahhhhh, now it's time for updates in the OS... Not even from like Win XP to Vista, but jus tupdate after update after update. Java updates, flash updates, security packages, Office packages, and... It's time for a new screen reader update. So... Now you have to dish out another $120+. Macintosh, and OSX... well, I don't dish out any cash because it comes out with the OS updates.
Running Score: Mac - $1300 PC - $1400
I can keep going. Scripts being sold for screen readers, this being nickled and dimed, and so on. So all in all, you really aren't paying that much more for a Mac. If you are lucky and don't need to pay for screen readers, then yes, it is chepaer to get a PC over a Mac.
And now with Snow Leopard coming out, and all the accessibility features being added and worked on. Windows 7 is being rushed (a.k.a. bugs throughout for another year and change, just like Vista), and none of teh screen readers are stable yet. Sorry to say, but looks like Mac is the winner right now.
And to answer one of your questions. Yes there are OCR programs for OSX. ABBY (or whatever the letters are), Omnipage, adn one other big named OCR program has them for Leopard (and don't bring up "well, that isn't the same as open book though" because if you look, Open book just so happens to use ABBY and Omnipage for their scanning engines).
BTW, did I mention that I am sooooooo ordering that as soon as it's available? :-D
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