Originally Posted by 22B
So for DS8 (or anyone extremely mathy, not so read-y, not so writey, and somewhat socially challenged)
1. What are the most suitable careers?
2. How do we prepare him to have these options?
You could look at the Careers section of the Mathematical Association of America site http://www.maa.org/careers , which mentions a book which can be previewed:

http://www.maa.org/publications/books/101-careers-in-mathematics
101 Careers in Mathematics - Third Edition (2014)
by Andrew Sterrett