In his earlier days, Job experienced a period of divine guidance, prosperity, and security, a time he now looks back upon with deep longing. During those days, God was intimately with him, showering him with goodness and granting him a profound sense of protection and strength [מצודת דוד, ביאור שטיינזלץ].
A central part of this past joy was the presence of those who surrounded him. There are different ways to understand the identity of these individuals. One approach suggests that they were his servants and helpers, who stood by ready to attend to his everyday needs [רש״י, מצודת דוד, ביאור שטיינזלץ]. Alternatively, others understand this as a reference to Job's own sons. In this view, the focus is on his family success and the pure happiness he felt while sitting securely, surrounded by his children [רמב״ן, מלבי״ם].
Beyond these practical explanations, there is also a unique spiritual understanding of who accompanied him. According to this perspective, those surrounding Job were not flesh-and-blood humans at all, but rather angels. Because God was so closely with Job, he reached such an elevated spiritual state that the very angels surrounding him acted as his personal servants [אלשיך].