Some gifted students with disabilities need additional preparation for college. To achieve better personal adjustment and academic success in college, some twice-exceptional youth need to enhance their self-understanding, self-esteem, and scholastic planning, both as high school seniors and as college freshmen. Drawing on three decades of gifted education and counseling literatures and of direct clinical experience in instruction and counseling with college bound, twice-exceptional youth, the presenter explains traits of three college-bound gifted youth with dyslexia/ADHD, Asperger’s Syndrome, and obsessive-compulsive disorder. The session describes approaches that successfully enhanced each youth’s self-esteem, self-understanding, and scholastic planning in grades 12 and year one in college.