Technical Director (CTO), Healthcare Software (Government) [Remote]

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About the Role American AI & Automation (AAIA) is seeking a Technical Director to lead the technical delivery of healthcare and health-adjacent software systems for government agencies and regulated public-sector environments. This role is responsible for technical authority, system integrity, and delivery quality across healthcare platforms such as eligibility systems, care management tools, public health data systems, claims or benefits platforms, and interoperable health applications. You will not be writing day-to-day production code. Instead, you will serve as the senior technical decision-maker, ensuring that systems are secure, compliant, reliable, and fit for real-world healthcare operations. We are looking for someone who has operated at the intersection of healthcare, technology, and regulation, and understands the risks of getting any of those wrong. Technical Leadership & System Oversight • Own the technical delivery strategy for healthcare software programs. • Review and approve system architectures, data models, and integration designs. • Ensure systems support scalability, availability, and long-term maintainability. • Serve as final technical authority across all subcontracted engineering teams. • Identify and resolve architectural risks before they impact delivery or patient outcomes. Compliance, Privacy & Security • Ensure systems comply with healthcare regulations and data protection standards. • Oversee implementation of access controls, audit trails, and data segregation. • Coordinate security reviews, risk assessments, and remediation efforts. • Ensure platforms support incident response, disaster recovery, and continuity planning. • Maintain audit-ready technical documentation and system controls. Interoperability & Data Integrity • Oversee integrations with legacy health systems, third-party vendors, and data exchanges. • Ensure accuracy and consistency across patient, eligibility, and program data. • Guide data migration, validation, and reconciliation efforts. • Support standards-based interoperability where required. • Balance modernization goals with operational stability. Vendor & Engineering Oversight • Direct and evaluate subcontracted engineering teams and systems integrators. • Set technical standards and enforce quality expectations. • Review testing strategies, deployment practices, and release readiness. • Intervene directly when technical debt or delivery risk threatens outcomes. • Ensure vendors deliver in alignment with contractual and regulatory requirements. Cross-Functional Collaboration • Partner closely with the Program Director to align technical execution with contract commitments. • Translate regulatory and operational requirements into enforceable technical standards. • Support proposal reviews and technical responses during bid phases when needed. • Communicate technical decisions clearly to non-technical government stakeholders. Required Experience • 8+ years of experience in software engineering or systems architecture. • 5+ years in a senior technical leadership role (Technical Director, Lead Architect, or equivalent). • Proven experience delivering healthcare or highly regulated software systems. • Strong understanding of data security, privacy, and compliance-driven environments. • Experience overseeing vendors or external engineering teams. • Ability to assess technical risk and enforce corrective action. Strong Plus • Experience with public health systems, benefits administration, or healthcare data platforms. • Familiarity with healthcare interoperability concepts and legacy system modernization. • Prior experience supporting audits, compliance reviews, or regulatory assessments. • Experience stabilizing or recovering complex production healthcare systems. Compensation & Structure • Equity participation tied to technical delivery success. • Performance-based compensation aligned with system stability and program outcomes. • Option to transition into a salary + equity + performance model as scale increases. Why AAIA • Real technical authority over systems that impact public health outcomes. • Clear ownership without unnecessary bureaucracy. • Opportunity to modernize healthcare systems while protecting reliability and trust. • Work alongside strong program leadership and elite technical partners. If you have been the technical backbone behind healthcare systems that must work every time, this role is designed for you. Applicants should submit examples of healthcare systems delivered, architectures owned, and technical risks successfully managed. Outcomes matter more than titles. Job Types: Full-time, Part-time, Contract Pay: $100.00 - $700.00 per hour Benefits: • Flexible schedule Work Location: Remote Apply tot his job

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