This article examines the career and college advice that high school counselors and vocational teachers give to the “forgotten half,” students who are unlikely to seek a 4-year college degree. Using interview data from 12 Midwestern high schools, we found that most counselors tend to encourage all students to attend college, regardless of the students’ interests or plans. Vocational teachers, on the other hand, showed evidence of a more nuanced view of the need for college. We found that vocational teachers in our sample fit in to four broad categories in terms of their advice and opinions about college: the college-for-all advocates, who push college regardless of circumstances; the diplomats, who try subtly to tell students that their plans are unrealistic; the straightforward, who try to make sure that students have realistic information; and the hands-off, who disavow any role in helping students make future plans. After an examination of these approaches, we conclude with a discussion of the implications of the various approaches for guiding students’ choices.