Windows wins this round as their software simply installs and works without crashing or hunting for documentation. In the long haul, Simon is most likely the best candidate for Linux. But it requires far more time researching how to set it up than I had at this time.
On the surface, access to parental controls and voice dictation/PC control software might not seem like a big deal. Yet the reality is that both examples above are often not considered at all until the end user needs them. And by this point, it might be too late.
Being able to maintain a fairly consistent user experience when migrating from one OS to another isn't critical for everyone. But it’s a big issue for those who come to rely on specific technologies.
On the parental control front, things are fairly easy to work with. However, even in 2015 being able to control your PC with your voice remains hit and miss in Linux. I believe with proper development, LiSpeak is the most promising. It utilizes Google's voice API and its UI is far simpler than with Simon. Going forward, I plan on spending additional time with LiSpeak and perhaps even reaching out to the developer(s). I think it holds the best chance for a bundled transcribing/PC control application in one software title.
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