The study adopted expost-facto design to determine feelings of guilt among Boko Haram repentant and identified their perceived empowerment strategies in Borno State, Nigeria. The population of the study comprised of all the 4000 Boko Haram repentant in the Bulumkuttu rehabilitation center, Maiduguri Metropolis, Borno State, Nigeria as at the time of this research. However, 287 Boko Haram repentant was sampled using stratified random sampling technique. Researchers’ self-designed 3 points rating scale tagged “Repentant Experience of Guilt and Entrepreneurship Questionnaire (REGEQ)†was the instrument used to elicit data for the study. The instrument was divided into 3 sections. Section “A†was on demographic characteristics of the repentant. Sections “B & C†solicited information on repentant’ experience of guilt and perceived entrepreneurships to be engaged in. The response pattern of the rating scale was Agreed = 3, Undecided = 2 and Disagree = 1 with the cut-off score of 2.0. Reliability of the instrument was established through pilot-testing. The test-re-test method adopted using Cronbach alpha yield a reliability coefficient of .84 and a valid index of .76 was obtained which was considered relevant for the study. Four objectives, 3 research questions and 2 null-hypotheses guided the study. Mean and standard deviation were used in analyzing the research questions, independent t-test was used in testing hypothesis 1 while ANOVA was employed in testing hypothesis 2 at the 0.05 alpha level. SPSS Version 23.0 was used for the computation. The findings of the study revealed 13 feelings of guilt, 3 types of guilt and 23 perceived entrepreneurships to be engaged in by the repentant. The 2 null-hypotheses were upheld. Rational-emotive behavior and assertive counselling were some of the proffered interventions for counselling.