This study examined experienced military members (N = 136, average age 51 years) transitioning to a 2nd occupation, specifically K-12 teaching, and revealed correlations between the length of their transition to both perceived support and income. Perceived support from family and friends had a small, positive correlation with transition time (r = 0.31), while income had a small, negative correlation with transition time (r = -0.28). The Career Transitions Inventory (Heppner, 1991), the Satisfaction with Life Scale (Diener, Emmons, Larsen, & Griffin, 1985), demographic questions, and open-ended questions were used. Implications for career counselors working with transitioning military members are discussed, along with future implications for research and practice. (Contains 3 tables.)