We’re a health insurance company that acts like a technology company. We’re using software, data science and telemedicine to make health insurance more affordable, easier to access and more of a delightful experience
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We’re looking for a hands-on Service Operations Director to lead our DevOps and IT Operations functions. You will be responsible for the reliability, scalability, and cost-effectiveness of our infrastructure — across both development and production environments. Working closely with our Product and Engineering teams, you’ll drive strategic platform initiatives, ensure smooth internal tooling, and foster a strong culture of operational excellence.
This is a leadership role that also requires rolling up your sleeves. You’ll mentor a small, bright, but relatively inexperienced team of 5, and lead by example as you scale our platform to new markets.
DevOps
Own and manage the full lifecycle of infrastructure and operations — from development environments to live production systems
Lead the ongoing migration from Kubernetes to Nomad, ensuring minimal disruption and clear documentation
Oversee the CI/CD process using Octopus Deploy, driving improvements in deployment frequency and reliability
Monitor system performance using New Relic and other observability tools; proactively resolve bottlenecks and incidents
Collaborate with Product and Engineering on platform upgrades, internal tooling, and systems scalability
Set up and maintain VOIP infrastructure (FreePBX) as we expand into new regions
Define and refine incident response processes (business hours only), ensuring fast and transparent resolution
Take ownership of infrastructure security practices, coordinating with the broader security approach of the company
Educate and mentor your team, fostering growth in DevOps principles and operational excellence
Track and manage cloud infrastructure costs, making data-informed decisions to optimize spend
Define and monitor key KPIs: system availability, incident frequency/severity, and cost performance
IT Management
Manage IT operations, including support for internal tools and systems
Good Office365 knowledge and use of MS-Entra is essential
Own (via local staff) relationships with suppliers of hardware
Own and manage the connectivity of multiple office locations in 6 African countries
Requirements
Proven experience leading DevOps or Service Operations in a scaling technology company
Strong hands-on skills in cloud infrastructure (AWS), CI/CD, infrastructure-as-code, and monitoring (preferably with New Relic)
Experience with Nomad, Octopus Deploy, Office365, and FreePBX is a strong plus
A pragmatic problem-solver who can lead strategically while diving into technical details
Excellent communicator who can explain infrastructure to technical and non-technical audiences
Experience managing small teams and mentoring junior engineers
Familiar with incident management processes and driving continuous improvement
Comfortable working remotely, with 4–6 hours of overlap with UTC+1
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