Chief of Staff

AI overview

Drive the operationalization of AI-first strategies and automation processes to enhance efficiency in executive functions and align departmental efforts with the CEO's vision.

The Mission

To operationalize the CEO’s vision of an "AI-Native" MSPbots. This is not a traditional administrative or purely strategic role. You are the Integrator-Lite and Lead Architect of Internal Automation. Your goal is to replace manual executive functions with AI agents, data pipelines, and automated decision frameworks, ensuring the company "walks the talk" of its own product vision.

Key Responsibilities (The "What")

1. AI-First Business Operations (The "Automator")

  • Dogfooding & Transformation: Actively replace internal manual processes (Marketing, CS, Ops) with MSPbots’ own AI agents and RPA tools.
  • Office of the CEO Automation: Build and maintain AI workflows to filter CEO emails, summarize L10 meetings, and pre-draft responses. Goal: Reduce CEO operational load by 40% within 6 months.
  • Governance & Safety: Enforce the AI governance framework. Ensure all internal AI agents have correct permissioning, audit logs, and "human-in-the-loop" fail-safes before scaling.

2. Strategy Execution & EOS Management (The "Integrator Proxy")

  • L10 & Rhythm: Owner of the CEO’s L10 meeting. You do not just take notes; you audit the Scorecard data for accuracy before the meeting and force resolution on "Issues."
  • Rocks Management: Track progress on quarterly Rocks across departments. Use BI dashboards to validate "Done" status (no verbal updates without data).
  • Cross-Department Alignment: act as the "API" between the Visionary (CEO) and the department heads. Translate high-level vision into execution tickets with clear owners and deadlines.

3. Special Projects & GTM Experiments

  • Launchpad: Lead rapid-fire GTM experiments for new AI features. Define success metrics (CAC, Adoption %, Churn impact) and kill projects fast if data fails.
  • Feedback Loops: Institutionalize the feedback loop between Product and Customer Success. Ensure ticket data is structured and fed back into Product R&D for agent training.

Scorecard (Key Metrics)

  • CEO Time Reclamation: Hours/week returned to CEO via automation/delegation (Target: >15 hrs/week).
  • Internal AI Adoption: % of internal workflows successfully migrated to AI agents.
  • Project Velocity: Time-to-market for CEO-initiated special projects.
  • L10 Efficiency: Rating of meeting effectiveness (avg >9.0).

Requirements (The "Who")

Must-Haves:

  • AI Pragmatist: Expert level proficiency with LLMs (Claude/GPT-4) for complex workflow construction. You don't just "chat"; you build structured prompts, chain-of-thought workflows, and agentic systems.
  • Technical Literacy: Ability to read API documentation, understand webhooks, and ideally write basic Python/scripts to glue systems together (or effectively manage devs who do).
  • Data-Native: Fluent in BI concepts. You don't ask "how are sales?"; you query the dashboard for "MRR growth vs. last month" and identify the variance.
  • EOS Familiarity: Experience working in (or running) an EOS environment (Level 10s, V/TO, Accountability Chart).
Ace your job interview

Understand the required skills and qualifications, anticipate the questions you may be asked, and study well-prepared answers using our sample responses.

Chief of Staff Q&A's
Report this job
Apply for this job