Claude Cowork 201: Turn Chat into a Chief of Staff

Build a Claude Cowork chief of staff that gathers context, reviews priorities, and turns scattered work signals into a clear plan for the week ahead.

  • Intermediate
  • 7 lessons
  • 43 min
  • Taught by Dave Kline
Watch with Pro

What you'll learn

  • AI Chief of Staff Turn recurring management work into a context-aware AI system that uses your real goals, people, meetings, and open loops.
  • Delegation Framework Define outcomes, context, access, oversight, and cadence so delegated AI work produces clear next actions.
  • Weekly Prep Briefs Gather signals from email, meetings, deadlines, and goals into prioritized follow-ups and attention areas.
  • Safe Tool Access Use connectors and browser access safely by separating read-only retrieval from actions that send, edit, create, or delete.
  • Repeatable Skills Improve recurring workflows with feedback loops, guardrails, approval settings, reusable skills, and schedules.
  • Operating Dashboards Create interactive working surfaces for triaging commitments, reviewing goals, delegating tasks, and blocking calendar time.

Lessons 7 lessons · 43 min

Every lesson comes with Pro, $29 a month.

Your teacher

Dave Kline

Leadership Coach & Founder

For 20+ years, Dave Kline led high-performing divisions at Bridgewater and Moody's, and has trained thousands of leaders on how high-performance teams actually run. Today he's an executive coach for eight- and nine-figure CEOs at rapidly scaling companies.

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