This study focused on factors related to life satisfaction of Navy senior enlisted Sailors (E7-E9), n=150, who have attended the Navy Career Development Board (CDB) program and are preparing for post-military careers. Life satisfaction readiness for post-military careers were assessed using Heppner's (1998) Career Transition Inventory (CTI) and Diener, Emmons, Larsen, and Griffin's (1985) Satisfaction With Life Scale (SWLS). Considered CTI factors via a self-reported questionnaire were readiness, confidence, control, perceived support, decision independence, and overall life satisfaction. Considered demographical covariates for relation to CDB were participants' life satisfaction and career transition factors consisting of education level, ethnicity, gender, military paygrade, unit type, and age. The data were collected using face to face solicitation and completion of survey with a total of 150 participants. Participants were overwhelmingly male (82%), white (50.7%), and currently serving on shore duty (49%). Stepwise multiple regression revealed readiness, military paygrade (E7), and decision independence to be statistically significant predictors to explain life satisfaction; whereas the remaining CTI factors confidence, control, and perceived support were excluded from the equation. A bivariate correlational analysis revealed a statistically significant but weak positive correlation with life satisfaction and the variables of confidence and decision independence; and, a statistically significant but weak negative correlation with life satisfaction and the covariate military paygrade (E7). Stepwise multiple regression revealed readiness to be a statistically significant predictor of CDB view of value; whereas the remaining CTI factors (confidence, control, perceived support, and decision independence) and covariates (education, age, ethnicity, military paygrade, unit, and gender) were excluded from the equation. A bivariate correlational analysis revealed a statistically significant but weak positive correlation with life satisfaction. Overall, participants were satisfied with life and considered the CDB a good tool, which may indicate a successful adaptation to post-military transition. Results did not support earlier studies demonstrating CTI factors as being positively linked to successful career transition. Additionally, results yielded significant information about life satisfaction that may be used to influence CDB guidance policies, future plans outlining the tactical path to enhance training and education of post-military career preparedness, and augmentation to other military branch career development processes. The theoretical importance served its purpose in identifying and understanding the level of significant relationships of CTI factors pertaining to the CDB along with the life satisfaction of Navy Sailors preparedness for post-military careers. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]