According to Osho, true transcendence in learning happens when inquiry shifts from curiosity to total, life-staking sincerity: asking 'What is truth?' with your whole being. Questioning lifts you from animality to humanity; when the question dissolves into lived realization, silence, you go beyond humanity. Inner learning succeeds where worldly success fails; it is existential transformation, not information, culminating in being rather than answers.
To transcend in learning is to care so deeply about truth that you live the question fully until it quiets and you simply become the answer.