I'm going to provide a different angle here. I am 20, in my second year of college. I grew up similarly to your son. Didn't see my stutter as much of a problem and didn't really see a need to change it. Had my parents order for me at restaurants as well. My first year of college was hell. I realized I had grown up in a bit of a bubble and had very little confidence in social situations, and just sort of lacked social skills in general. None of my friends from high school were going to the same college so I really struggled to find friends. Over the summer I went to a speech therapy program that resulted in me having near perfect speech for about 6 months. The effects have since wore off (I think this unfortunately may be due to simply lack of usage when I went back to college and still wasn't talking to people) but I learned a lot about myself in this time. I had gotten a taste of the thing every person who stutters dreams of, and really my life didn't change all that much. The stutter was the surface level problem but my lack of confidence and social skills continued to hold me back. And really, after learning this, my stutter has become less of a worry for me. I'm now putting much more effort into simply getting myself out there and getting experience speaking with people than I am trying to fix my stutter. If I knew back in high school what I know now. The first thing I would have changed was I would have stopped having people speak on my behalf. I know everybody meant well ordering my meals for me and the like, but in the long run I think it sort of ended up screwing me over. If I wasn't comfortable ordering a cheeseburger, how could I have expected myself to be comfortable striking up a conversation to try and become friends with a complete stranger sitting next to me in class? I guess where I'm getting at with this is, it's very possible your son will not be able to become fluent. And if he does, he still may not be out of the woods, and this is something you should be planning for. I hope everything goes well for your son.