LLMs Becoming Middle Managers

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Kavin Stewart, Partner at Tribe Capital, on Reddit's 10x opportunity

Interview
I think we’re going to see LLMs become middle management.
Analyzed 4 sources

The real shift is that LLMs turn management from a layer of people into a layer of software that watches work happen, records it, and pushes the next step. In practice, that means the first jobs to change are the repetitive coordination jobs, sending reminders, summarizing meetings, assigning follow ups, updating project status, and carrying context from one conversation into the next. Once that system has a full log of what each person actually did, it also becomes a better hiring and reputation database than a static profile page.

  • This fits a broader move from chatbots to agents that take actions across tools. The important step is not better text generation alone, it is connecting the model to calendars, email, task systems, CRMs, and internal docs so it can follow through instead of just suggesting work.
  • Project management is a natural beachhead because much of the work is structured and disliked. Teams already spend time turning meetings into tasks, chasing updates, and reformatting status for different audiences. AI can compress that into a continuous background process inside tools like ClickUp and adjacent collaboration software.
  • If work histories are captured automatically, the hiring stack changes. Recruiters would rely less on self reported resumes and LinkedIn style profiles, and more on machine generated evidence of what someone shipped, who they worked with, and how they operated across teams. That creates a new data moat around workflow products, not social graphs.

The next phase is software that sits one layer deeper in daily work, inside the inbox, meeting transcript, task board, and company knowledge base. As these systems get better at remembering context and taking action, the winning products will look less like standalone copilots and more like operating systems for coordination, hiring, and internal decision making.