1. That everyone can transition into new jobs. Whether it be lack of education, intelligence, or just being at an age where the brain isn't as plastic as it used it, it is hard to find a new job if your field ceases to exist.
2. He correctly assesses that this will be a slow transition (if at all). This will actually inhibit people from trying to learn new skills because they won't realize their job sector is dead until its too late.
3. He assumes that it is a bad thing to not require work.