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Pinotage Health Corporation is seeking a COO / Chief of Staff to build the operating model for an AI-native healthcare platform. Based in Stellenbosch (Hybrid), you will partner with the CEO to translate strategy into action, create alignment across the business, and establish operating rhythms for scaling.
You will operate at the intersection of strategy, execution, technology, people, and organizational design to deliver high-impact initiatives and drive growth in a fast-paced environment.
Building the Operating Model for an AI-Native Healthcare Company
Location: Stellenbosch – Cape Town (Hybrid)
Reports To: CEO
Pinotage Health Corporation is building a next-generation, AI-native healthcare platform that transforms doctor and patient interactions.
Our mission is to reduce the administrative burden on physicians through safe, reliable, and clinically accurate AI systems, allowing doctors to spend more time with patients and less time on paperwork.
Based in Stellenbosch, we are a high-calibre team of experienced operators, technologists, and entrepreneurs building a global healthcare platform with the ambition to redefine how healthcare is delivered.
As we enter an exciting phase of growth, execution, alignment, and operational excellence have become critical to our success.
We are looking for a COO / Chief of Staff to help build the operational foundation of the business and partner closely with the CEO as we scale.
This is not a traditional COO role focused on managing large teams and established functions.
Nor is it a conventional Chief of Staff role centred on executive administration.
Instead, you will operate at the intersection of strategy, execution, technology, people, and organisational design, helping shape how a modern AI-enabled company operates.
You will work directly with the CEO and leadership team to translate strategy into action, create alignment across the business, establish operating rhythms, and ensure key initiatives are delivered.
As AI fundamentally changes how work gets done, we believe the organisations that thrive will be those that thoughtfully design how people, technology, processes, and data work together.
The successful candidate will not simply manage an existing operating model.
You will help build it.
We're less concerned with job titles and more interested in capability.
You may have experience in:
Ideal candidates will typically have:
Why This Role Matters As Pinotage scales, complexity increases rapidly.
This is a rare opportunity to help build a global AI healthcare company from the inside.
You will work directly with the CEO and leadership team, influence how the organisation scales, and play a central role in designing the way the business operates in an AI‑first world.
The opportunity is not simply to manage operations. The opportunity is to help define what operations look like in the next generation of healthcare technology companies.