Earlier quoted context omitted.
Speaking only on my own behalf and not as part of Lexity, for whom I no longer work, I'd have to say that I'm fine with the risk of losing business from people who are unwilling or unable to update from a seven-year-old browser, "assistive" or not. Sorry to sound short about this, but it's the same sort of thing that happens when a road turns into a freeway. For everyone's safety, you don't get to ride your bicycle.
Bob sells software. To run that software Ann needs X, Y, and Z. When Bob tells Ann that she must have X, Y, and Z to run the software he is giving her important information. When Bob tells Ann (who is blind, or deaf, or has a motor-control disability (or just likes the software she uses), but who also buys the software her engineers use) that she cannot get information about the product that he sells because she uses…
Yes, it sucks that some screen reading software depends on outdated browsers, but the fault lies at the manufacturers of that software, not every single website designer in the world. IE7 doesn't work, even for simple layouts, it doesn't work. Furthermore, it's insecure. Maybe they didn't want their customers accounts being compromised because they use an insecure browser, and then have to hire more people to take care of that person who lost their account becuase they're using software a decade old. I don't go into a store expecting to be able to still buy heroin as my cough medicine of choice, either.
Why should everyone have to pay money to make stuff work in outdated software because the screen reader company refuses to pay money to make their software work with anything but outdated software? Why make compromises and waste time when implementing a new feature because it might screw up the viewing experience in your decade old browser? Why support that browser at all, giving people the impression the site is broken, and not their browser?