Chief Of Staff - Strategic Operations

Schedule:

• 40 hours per week
• Working hours: 8:00 am to 6:00 pm, Central time
• Must be available for real-time coordination with CEO, leadership team, and occasional client escalations.
• Workforce: Global Distributed Team
• Customer-Facing Level: Medium (internal leadership + occasional escalation with clients)

Role Overview:

This is a high-ownership execution role designed to function as the CEO’s operational right hand and strategic extension. The Chief of Staff is responsible for removing the CEO from day-to-day operations within 30 days, running the leadership operating rhythm, building scalable systems, and ensuring flawless cross-department coordination.

Youll protect CEO time, ensure strategic initiatives move forward, manage the hiring pipeline, and operate as the primary point of escalation across the business. This role is central to organizational growth and is expected to bring structure, accountability, and operational excellence to a rapidly scaling service organization in the technology/IT sector.

Responsibilities:

• Act as the CEO’s operational shield — no internal issue should reach the CEO unless strategic
• Run weekly leadership meetings, track commitments, enforce deadlines and accountability
• Lead the entire hiring pipeline: candidate sourcing, screening, interview coordination, decision flow
• Oversee the Executive Assistant and micro-roles to ensure operational alignment
• Build, document, and evolve standard operating procedures (SOPs) for scalable growth
• Manage internal communication flow across all departments
• Prepare CEO for strategic meetings, presentations, partnerships, and events
• Represent leadership in internal and external meetings when needed
• Resolve operational escalations before they reach CEO level
• Maintain org chart, role clarity, and reporting structure across teams
• Track strategic initiatives, KPIs and transformation milestones
• Create, manage, and improve operating rhythms (daily/weekly/monthly/quarterly)
• Support hiring + onboarding to ensure every new hire succeeds from day one

Requirements

• 5+ years in operations / project management / executive support
• 2+ years in a Chief of Staff, Operations Manager, or similar leadership role
• Experience in IT, MSP, or tech services is strongly preferred
• Proven ability to manage multiple stakeholders & priorities under pressure
• Experience building remote teams and scaling operations
• Impeccable communication & executive presence — written + verbal
• Experience supporting founder/entrepreneur-led companies is highly valued
• Ability to move fast, make decisions, and execute independently
• Natural systems builder — sees chaos and creates structure

Technical Skill Expectations:

Project Management (Asana, ClickUp, Monday, etc.) - Advanced

Google Workspace - Advanced

Communication Tools (Slack, Zoom, Meet) - Advanced

Microsoft 365 - Proficient

CRM (HubSpot, Salesforce, GoHighLevel) - Working Knowledge

PSA/RMM tools (HaloPSA, NinjaOne) - Bonus

Reporting tools (Data Studio, Power BI) - Bonus

Benefits

Independent Contractor Perks:

• HMO coverage for eligible locations
• Permanent work from home
• Immediate hiring
• Steady freelance job

Please note that since this is a permanent work-from-home position and an “Independent Contractor” arrangement, the candidates must have their own computer and internet connection. They will handle their benefits and taxes. The professional fees are at hourly rates, and the rate depends on your performance in the application process.

Reminder

Apply directly to the link provided; you will be redirected to BruntWork’s Career Site. You must apply using the said link to complete the initial requirements, which include pre-screening assessment questions, a technical check of your computer, and a voice recording. APPLICATIONS WITH COMPLETE REQUIREMENTS WILL BE PRIORITIZED.

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