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This study aims to find out, the learning outcomes of entrepreneurship between learners had taught with the Contextual Teaching and Learning strategy and the expository strategy type, the learning outcomes of entrepreneurship learners with high achievement motivation and learners with low achievement motivation, and the interaction between learning strategies and achievement motivation towards learning outcomes. Type of research method used quasi experimental 2x2 factorial design and followed by Scheffe-Test. The results of this study concluded: The entrepreneurship learning outcomes of the learners who were taught by Contextual Teaching and Learning strategies were higher than the expository learning strategies, the entrepreneurship learning outcomes of learners with high achievement motivation were higher than low achievement motivation and there was an interaction between the learning strategies and achievement motivation towards the learning outcomes. This means that Contextual Teaching and Learning strategies better teach learners with high achievement motivation and the learners with low achievement motivation are better taught by the expository strategies.