The purpose of this qualitative exploratory case study was to explore why some IT specialists, after experiencing unemployment because of corporate offshoring, acquired gainful re-employment, whereas other similarly unemployed IT specialists had not. To effectively address this case study, two cases were studied: (a) displaced IT specialists who successfully gained re-employment and (b) displaced IT specialists who had not gained re-employment. Data collection included face-to-face interviews and telephone interviews. The data yielded categories and themes that were analyzed across data sources. The data analysis resulted in the emergence of three categories: (a) reaction to displacement, (b) preparation for unemployment, and (c) issues securing employment. Nine themes emerged from the keywords, phrases, and notes generated from observations. The emerged themes were (a) feelings of anger, (b) feelings of helplessness, (c) increased stress, (d) capability to rebound, (e) preparation for displacement, (f) lack of sufficient notification, (g) ability to network, (h) programs to assist with re-employment, and (i) qualifications for re-employment. Information technology specialists from both cases experienced similar perceived obstacles and enablers. All of the participants experienced increased stress post displacement. Perceived obstacles for securing employment included increased stress, lack of preparation, and absence of a professional network. Perceived enablers for securing re-employment included the presence of a professional network, capacity to rebound, and preparation for displacement because of outsourcing. The findings reduced the literature gaps on the perceived obstacles and enablers for securing re-employment post offshoring displacement and demonstrate the need to implement life-long preparedness strategies. [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://www.proquest.com.bibliotheek.ehb.be/en-US/products/dissertations/individuals.shtml.]