Director of Enterprise Systems

Company Description Osseus (YC F26) is focused on using artificial intelligence to meaningfully improve human health on a global scale. The company is building a frontier medical AI lab, starting with high-quality clinical datasets, robust evaluation frameworks, and reinforcement learning environments. These tools help leading AI labs train models that are more capable, aligned with clinical needs, and safer for real-world use. Osseus operates at the intersection of healthcare, data, and advanced AI, offering team members the opportunity to contribute to transformative technology with tangible impact.
Role Description The Director of Enterprise Systems is a full-time remote role responsible for owning and optimizing Osseus’s core business and technology systems. This role leads the design, integration, and governance of enterprise platforms across data, operations, finance, and workflows to support a fast-scaling medical AI organization. Day-to-day responsibilities include evaluating and implementing new enterprise tools, overseeing system integrations, and collaborating with cross-functional teams to improve business processes and ensure data integrity. The Director will manage enterprise systems roadmaps, coordinate complex projects, develop standards and documentation, and monitor performance and security across all systems. This role also involves mentoring team members, partnering with leadership on strategic technology decisions, and ensuring that systems are resilient, scalable, and aligned with organizational objectives.
Qualifications

• Strong analytical skills to assess system performance, optimize workflows, and support data-informed decision-making.
• Deep experience in information technology, including enterprise architectures, cloud-based platforms, and system administration.
• Proven background in integration, such as connecting SaaS tools, data pipelines, and APIs across multiple business systems.
• Expertise in business process design and improvement, with the ability to translate operational needs into scalable system solutions.
• Demonstrated project management skills for planning, prioritizing, and delivering complex, multi-stakeholder initiatives on time.
• Experience leading or overseeing enterprise systems in a technology-driven or data-intensive organization; healthcare or AI experience is a plus.
• Ability to work effectively in a remote, distributed team environment with clear communication and documentation practices.
• Bachelor’s degree in Information Systems, Computer Science, Engineering, or a related field; advanced degree or relevant certifications (e.g., PMP, ITIL, cloud certifications) are beneficial.