A scheme (300) for facilitating automated AR-based rendering with respect to expert guidance or assistance provided in a connected work environment based on contextualization is disclosed. In one aspect, a method comprises a worker (102) requiring assistance with respect to a given task generating (302) one or more suitable queries. Responsive thereto, real-time context data is gathered (304), which may comprise data relating to the work environment. A remote expert (118) may generate (306) appropriate guidance relevant to the task and assistance query, which may be rendered as AR content (308) for worker consumption by using an AR rendering module (112). The worker (102) consumes or uses the AR content for performing (310) an action with respect to the task. The performance of the worker (102) may be used as a measure to improve the AR rendering in automated fashion (312, 314) using one or more machine learning modules (114).