Chief Operating Officer (COO)

Chief Operating Officer (COO)

Cloudbox is looking for a Chief Operating Officer to bring structure, accountability, and process discipline to the business as it scales. This is a newly created, Group-wide role reporting directly to the Group CEO, sitting alongside the regional CEOs and functional Heads of Department as a peer — not above them in the reporting line.

You will not run a single function. Instead, you will own the seams between functions: the handoffs where sales meets delivery, delivery meets projects, support meets commercial, and commercial meets finance. Your job is to make sure work, information, and accountability transfer cleanly at every one of those points, and that the operating model in place today is still the right one when Cloudbox is materially larger.

This is a role built on influence rather than authority. There are no direct reports in this first stage — your effectiveness will come from the strength of your working relationships with every Head of Department, and from being seen as a genuine partner to their function, not an auditor checking up on it.

Our Business

Cloudbox is a managed service provider operating across the US and UK, delivering IT and technical services to a demanding client base. As the business grows, the leadership team is investing in the operating structure that will let it scale cleanly — clear role definitions, documented processes, and reliable handoffs across sales, service delivery, projects, account management, procurement, and finance. This role sits at the centre of that effort.

At a Glance

Location

Cape Town — hybrid working

Working hours

Standard Cloudbox business hours, with flexibility to accommodate US and UK time zones as needed

Reports to

Group CEO

Client-facing?

No — this is an internal, cross-functional leadership role

Direct reports

None initially. Authority comes from an explicit Group CEO mandate to own end-to-end process, not from a position in the line-management chart

Works closely with

CEO North America, CEO UK, CTO, CRO, Head of Projects, Client Operations Manager, Financial Manager, Head of Automation

Role type

Full-time, permanent, Group-wide (US / UK operations)

What You'll Do

Operational Excellence

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  Own and maintain the end-to-end cross-functional process map, resolving ambiguity in ownership rather than leaving it unresolved.
• 
  Oversee the health of core handoffs: sales to delivery, sales to projects, project-to-BAU handover, support to commercial, and commercial to finance.
• 
  Provide process oversight of Procurement's seams with other functions, and review regional-to-Group process consistency between the US and UK.
• 
  Act as the escalation point for unresolved systemic cross-functional issues, once normal functional escalation paths have been exhausted.

Client Experience & Retention

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  Monitor handoff health as a leading indicator of client experience, correlating process friction with sentiment and churn-risk signals.
• 
  Identify structural, non-account-specific drivers of retention risk and partner with the regional CEOs and account teams to fix root causes.
• 
  Confirm that fixes to recurring client-experience issues are durable and structural, not one-off account saves.

Scalability & Growth

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  Design processes and playbooks that scale cleanly as headcount, client base, and regional footprint grow.
• 
  Consolidate cross-functional forecasting — capacity, onboarding pipeline, and growth trajectory — to flag structural scaling risk ahead of demand.
• 
  Own the operating-model implications of entering new regions, service lines, or client segments.
• 
  Standardise onboarding, handover, and QBR processes so growth does not multiply operational complexity.

Leadership Alignment & Reporting

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  Build and maintain a genuine working partnership with every functional Head of Department.
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  Chair a standing cross-functional forum bringing together the leads on each side of the core handoffs.
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  Report on handoff health, client-experience patterns, and growth-readiness to the Group CEO on an agreed cadence.
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  Escalate material structural risk, or any proposed change to the confirmed role structure, to the Group CEO.

Automation & AI Opportunity Identification

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  Work with the Head of Automation to identify where automation or AI could remove friction at the handoffs you own.
• 
  Prioritise candidate areas for the Automation team jointly, based on process health data and handoff friction.
• 
  Review outcomes of automation initiatives against the handoff-health metrics you already track.

What This Role Is Not

We want to be clear about scope so that the right person applies:

Regional leadership

Regional P&L, budget, and business planning sit with the CEO North America and CEO UK.

Client relationships

Individual client relationships and account-level accountability sit with the CAM / TAM.

Service delivery

Ticket queue management and engineer line management sit with the Head of Service, SDM, and TTL / ETL.

Project delivery

Project execution and the client relationship during an active project sit with the Head of Projects and PM.

Procurement execution

Vendor negotiation and purchasing decisions sit with the Procurement team; your role is process oversight of its seams with other functions only.

Financial control

Invoicing execution and statutory reporting sit with the Financial Manager.

Automation build

Tooling selection and technical delivery of automation sit with the Head of Automation.

Line management

This role has no direct reports and does not sit in any function's reporting chain.

What We're Looking For

Essential

• 
  10+ years of senior operations leadership experience, ideally including time as a COO or in an equivalent scaling-executive role.
• 
  A demonstrated track record designing and owning cross-functional operating models spanning sales, delivery, and finance.
• 
  Strong process design capability, with a data-driven approach to forecasting capacity, demand, and growth.
• 
  Comfortable operating through influence rather than direct authority — you build alignment through relationships and evidence, not instruction.
• 
  A track record of building genuine, trusted working relationships with peer department heads and senior stakeholders.
• 
  Excellent structured reporting and communication skills, comfortable presenting to Group CEO and executive-level audiences.
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  Comfortable working across US and UK regions and time zones.

Advantageous

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  Experience in a managed services, IT services, or MSP environment.
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  Experience scaling a business through a material increase in headcount, client base, or regional footprint.
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  Familiarity with PSA tooling (such as AutoTask) or similar operational platforms.
• 
  Experience partnering with automation or AI teams to drive process improvement.
• 
  Formal training or qualifications in operations management or process excellence (e.g. Lean, Six Sigma).

Who You'll Work With

Every relationship below is a peer partnership, not a reporting line. Your effectiveness will depend on being seen by each Head of Department as a genuine collaborator who understands their function:

Group CEO

Your direct line manager, and escalation point for material structural risk or any proposed change to the confirmed role structure.

CEO North America / CEO UK

Peers. Regional P&L and operational execution remain fully with them; your interest is limited to where regional process diverges or a handoff crosses the US / UK boundary.

CTO

Peer. Technical delivery and service reporting lines remain with the CTO; your interest is the seams where engineering and service delivery hand off to projects or commercial functions.

CRO

Peer. New business ownership remains with the CRO; you own the quality of the sales-to-delivery and sales-to-projects handoff.

Head of Projects

Peer. Project execution remains with the Head of Projects; you monitor the project-to-BAU handover gate.

Client Operations Manager

Peer. Procurement continues to report to Client Operations; your interest in Procurement is process oversight of its seams only.

Financial Manager

Peer. Financial control and reporting remain with the Financial Manager; your interest is the accuracy and cycle time of the commercial-to-finance handoff.

Head of Automation

Peer. You identify and prioritise automation opportunities together; the Automation team owns tooling selection, build, and delivery.

Package & Benefits

Working hours

Standard Cloudbox working hours, with flexibility to meet needs in UK and US timezone occasionally - Monday to Friday

Benefits

Full company benefits package provided - details shared at interview stage

About Cloudbox

Cloudbox is a managed service provider with operations in the US and UK, delivering IT and technical services to a demanding client base. We're investing in the structure, accountability, and process discipline that will let the business scale cleanly, without adding complexity for every new client, region, or team member. This role is central to that ambition.