<i>Background</i>: Career decision is important because it determines the future career work among transitional students. Enrolment for technical and vocational career studies in Nigeria Universities are still very discouraging despite efforts made by stakeholders. Factors responsible for choice of technical and Vocational studies most especially among transitional students have not been explored in literature. This study therefore tries to fill this gap by investigating the effects of students’ interest and parents/guardians’ support on the choice of technical and vocational career studies in transitional periods. <i>Methods</i>: Correlation design through quantitative method was used to achieve the objectives. Students’ interest, parents/guardians support and choice of course in technical and vocational careers were measured using standardized scales. Four hundred and fifty two transitional students were recruited through purposive sampling from twenty-seven Joint Admissions and Matriculation Board (JAMB) examination centers across Oyo state, ages ranging from 18 to 27 years old. <i>Results</i>: Significant relationship was observed between students’ interest and choice of technical and vocational career studies (r = .45<sup>**)</sup>. (P = .000). Significant positive relationship between parents/guardians support and choice of technical and vocational career studies (r = .43<sup>**</sup>) was observed. Students’ interest and parents/guardians support jointly and independently accounted for significant variation in choice of technical and vocational career courses [R=0.80; R<sup>2</sup>=.40; F (3, 449)=7.52]. Students’ interest accounted for (β = 0.78<sup>**</sup>) variation, while, Guardian support accounted for (β = -0.73<sup>**</sup>) variation. <i>Conclusion</i>: Students’ interest sensitization on technical and vocational studies. Seminars, workshops and scholarship on vocational and technical studies. Government funding of vocational and technical education is also recommended.
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