Lead the architecture and implementation of highly available, fault-tolerant Azure infrastructure for a healthcare and pharmacy-finance platform. Design Kubernetes and Terraform environments, cell-based failure isolation, disaster recovery, observability, secure deployments, and performance controls. Coordinate backend, data, and ML engineering decisions; lead technical reviews, resolve blockers, manage client delivery requirements, and remain hands-on in production engineering.
About Chiri
Chiri collapses fragmented software into one governed operating layer for mid-sized businesses: companies with valuable workflows and real urgency, but no internal AI organization to take a use case to production.We combine our platform with forward-deployed expertise to connect customers' existing systems, build what they need, and operate it in production.Increasingly, buyers are asking ChatGPT, Perplexity, Gemini, Claude, and other AI systems what they should use. Chiri must be one of their top answers.
Role Overview
Key Responsibilities
Required Skills and Experience
What We Offer
Our SCOUT Values
Our values are not wall art. They describe how we expect people to operate.
Seek to Understand
Call It Out
Ownership Mentality
Use Human Judgment
Talk with Precision
Role Overview
We're looking for an experienced Lead System Architect to design and help implement highly available, resilient infrastructure for a new healthcare and pharmacy-finance platform.
This is a hands-on architecture role requiring engineering leadership across a small dedicated team, deep expertise in Kubernetes, Terraform, cell-based architecture, and real-time observability. The systems you design must maintain reliability and performance as transaction volumes grow.
- Resilient Architecture: Design highly available, fault-tolerant systems with redundancy, failure isolation, automated recovery, and disaster recovery capabilities.
- Cloud Infrastructure: Architect and implement Kubernetes-based environments using Terraform and infrastructure as code.
- Cell-Based Design: Establish independent deployment and failure boundaries that limit the impact of outages and support scalable operations.
- Observability: Build comprehensive, real-time monitoring across infrastructure, applications, transactions, data pipelines, latency, errors, and system health.
- Engineering Delivery: Work with backend and data engineers to establish deployment standards, performance targets, operational controls, and secure production environments.
- Architectural decisions: across infrastructure, backend services, data engineering, and ML.
- Team coordination: Conduct technical reviews, resolve blockers, and remain hands-on with engineering work.
- Proven experience architecting and operating highly available production systems.
- Advanced hands-on experience with Kubernetes and Terraform.
- Experience implementing cell-based, fault-isolated, or similarly resilient distributed architectures.
- Strong understanding of cloud networking, load balancing, autoscaling, service reliability, and disaster recovery.
- Experience building observability platforms with metrics, logs, distributed tracing, dashboards, and alerting.
- Experience with CI/CD, container security, infrastructure automation, and production incident management.
- Experience leading small, cross-functional engineering teams, coordinating architecture, technical decisions, and end-to-end delivery across infrastructure, backend, and data engineering.
- Customer-Facing Delivery Leadership: Proven ability to serve as the primary technical lead for client engagements, managing requirements, milestones, technical communications, and delivery accountability with minimal oversight.
- Experience with Microsoft Azure.
We care more about demonstrated results than credentials, agency pedigree, or an arbitrary number of years.
Preferred Qualifications- Experience building low-latency, transaction-intensive platforms.
- Experience in healthcare, financial services, or other regulated environments.
- Familiarity with HIPAA-related security and data isolation requirements.
Infrastructure standard: Terraform is required. Azure Bicep is not part of the intended infrastructure approach.
What We Offer
A high-ownership opportunity to establish the architecture and reliability foundations of a new production platform, working directly with Chiri's technical leadership.
Our SCOUT Values
Assume you might be wrong. Clarity before action.
See something, say something. Say the hard thing.
"That's not my job" does not exist.
Judgment, context, and care come from us. AI is a tool.
Concise. Intentional.
Similar Jobs
Cloud • Information Technology • Productivity • Security • Software • App development • Automation
Own readiness and enablement programs for SDR teams, including onboarding, sales training, prospecting, qualification, product knowledge, tool adoption, AI workflows, and manager coaching. Facilitate workshops and role-plays, develop learning content and playbooks, partner with sales, marketing, operations, and systems teams, and measure impact through ramp time, conversion, pipeline, proficiency, and adoption metrics.
Top Skills:
Artificial IntelligenceConversation Intelligence ToolsCRMGongLinkedin Sales NavigatorOutreachSales Engagement ToolsSalesforceSalesloftZoominfo
Artificial Intelligence • Consumer Web • Digital Media • Information Technology • Social Impact • Software
Lead a small, hands-on engineering team responsible for analytics infrastructure and member growth. Own technical strategy for ClickHouse-powered analytics, data visualizations, and LLM-enabled data experiences, while guiding onboarding and activation roadmaps. Write and review code, design experiments, partner with product and design, make architectural decisions, and hire, mentor, and develop engineers. The role requires strong web application experience, product judgment, communication skills, and expertise across Ruby on Rails, databases, ReactJS, and TypeScript.
Top Skills:
A/B TestingClickhouseLlmsMySQLPostgresReactRuby On RailsStripeTypescript
eCommerce • Fashion • Retail • Sales • Wearables • Design
Provides personalized styling advice and product recommendations, builds customer relationships, supports purchase decisions, and drives sales results. Maintains product knowledge, stockroom organization, POS transactions, and operational standards while collaborating with the retail team. Requires a flexible schedule, customer-focused communication, retail experience, and ability to perform physical store and stockroom duties, including lifting up to 50 pounds occasionally.
Top Skills:
Omni-Channel/Virtual Selling PlatformsPoint-Of-Sale (Pos) Systems
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
