Chief of Staff

InsideOut; South Africa; Remote; ZAR 557,000 - 928,000; Full time

Job summary

InsideOut is seeking a relentless Chief of Staff to join the Owner and align leadership with ground-floor execution from a fully remote setting. You will rebuild handoffs, drive critical metrics, manage leadership cadences, and own high-impact projects across the business.

This role sits at the center of the organization, merging strategic planning with hands-on optimization. You’ll develop operating rhythms, build dashboards, and translate priorities into actionable plans while maintaining

Qualifications

• 3 to 5+ years in ops, consulting, PM, or CoS/business ops.
• Proven ability to finish ambiguous, cross-functional problems.
• Fluent English, written and spoken.

Responsibilities

• Act as proxy for Owner in meetings; prepare memos and manage cadence.
• Own operating rhythm, dashboards, and document processes.
• Drive end-to-end ownership of high-priority cross-department initiatives.
• Translate leadership priorities to the team and draft exec comms.

Skills

Ops experience

Program management

CoS/Business ops

Communication

Data analysis

Tools

CRM systems

Project management tools

Automation

Job description

Step into the center of the business as the ultimate force multiplier!

We are looking for a relentless, outcome driven Chief of Staff to work directly with the Owner, bridging the gap between high level leadership and ground floor execution.

The Details

• Job Title: Chief of Staff (Job ID: COSJPC1)
• Compensation: $3,000 to $5,000
• Employment Type: Full Time
• Location: Fully Remote

The Role

This is not an assistant role, nor is it purely strategic. You will sit at the center of the business, rebuilding broken handoffs, pulling critical numbers, running leadership cadences, and owning projects nobody else has bandwidth for. If you want a high impact position where you see the entire business and have a real hand in where the company goes next, this is it.

What You Will Do

• Executive Leverage: Act as a proxy for the Owner in meetings. Prep decision memos so leadership is ready to decide (not just discuss), own the meeting cadence, and fiercely filter what reaches the executive desk.
• Operations & Performance: Own the company operating rhythm, build performance dashboards, find and fix team friction, and systematize undocumented processes.
• Special Projects: Take end to end ownership of high priority, cross departmental initiatives (new product lines, tooling migrations, market expansion) and build the business cases behind them.
• Communication & Alignment: Translate leadership priorities to the team, surface ground level realities, and draft internal executive communications.

Your First 90 Days

• Days 1 to 30: Learn the business end to end. Sit with every function and map how work flows and where it stalls.
• Days 31 to 60: Take over leadership cadences and reporting. Deliver a written assessment of top bottlenecks with actionable recommendations.
• Days 61 to 90: Own at least two cross functional projects outright and show measurable movement.

What We Are Looking For

• Experience: 3 to 5+ years in ops, consulting, program management, or a similar CoS/business ops role.
• Track Record: Proven ability to finish ambiguous, cross functional problems without being managed.
• Communication: Fluent English (written and spoken) with the ability to turn a messy situation into a crisp, one page memo.
• Data Driven: Comfortable building models, reading a P&L, and telling a story with numbers.
• Discretion: Sound judgment with confidential executive information.
• Strongly Preferred: Experience with multiple business models, distributed teams, rapid headcount growth, and hands on skills with modern operations tools (CRMs, project management, automation).

How You Work

• You default to ownership; if it falls between roles, you pick it up.
• You love being told to figure it out and returning with a bulletproof plan.
• You seamlessly jump from a five year strategy to fixing a broken spreadsheet formula in the same hour.
• You prefer fixing the system over fighting the same fire twice.

What We Offer

• A genuine path into senior leadership.
• A high autonomy environment where your work visibly moves the business.