Employment preparation and life skill development are crucial in assisting students identified as having emotional and behavioral disabilities with successfully transitioning to adulthood following high school. This article outlines four initiatives that a school counselor developed with other school personnel to promote work skills, life skills, and social and emotional development, which include (a) a school vegetable garden, (b) a raised worm bed, (c) a sewing group, and (d) community collaboration. The authors also discuss implications for school counselors and recommendations for future research.