Puzzling Through

So I have this one student who I've been puzzling over. He's a very kind, thoughtful, bright and articulate young man who has a learning disability. In conversations with him, he's got lots to say, and has a lot of knowledge on various things. But when it comes time for him to write, he struggles so much with literacy, that writing is sheer torture for him. I've been letting him copy sentences from the book he's pretending to read for the past week during writing workshop - something he started doing on his own. I figured it couldn't hurt while I figured out what in God's name I was going to do to help him. It's also allowed him to save face in class, something that is all-important to my sixth graders.

So I'm looking today at speech-to-text software as something we might use for him in writing. That counts as writing, right? I think it would be good for him to be able to verbalize something and then see it in front of him in writing, and I think it would free him from the constraints he puts on himself as far as spelling goes. Thoughts?