Director, Cloud Engineering DevSecOps

About AAIS

Since 1936, American Association of Insurance Services (“AAIS”) has served the property and casualty insurance industry as the only national not-for-profit advisory organization governed by its member companies. We are committed to evolving with changes in the insurance industry, adding value to our members, regulators, and the industry with responsive products and insights.

Purpose

The Director - Cloud Engineering DevSecOps leads the DevSecOps department and is responsible for the delivery and engineering practices supporting AAIS's cross-functional cloud engineering teams across data, applications, identity, security, infrastructure, and workplace technology. This role is accountable for delivery health, engineering standards, prioritization, operational readiness, and team development.

The ideal candidate is an experienced, hands-on technology leader with broad cloud engineering knowledge and the ability to guide complex work across multiple disciplines. They balance technical leadership with practical delivery management, develop engineers, and ensure solutions are secure, reliable, maintainable, and aligned with business priorities.

Responsibilities

Team Delivery & Prioritization

• Lead work intake, technical planning, prioritization, estimation, sequencing, and delivery tracking.
• Translate technology and business priorities into clear engineering outcomes, release plans, and accountable execution.
• Identify delivery risks and resource constraints, resolve blockers, and escalate decisions as needed.

Technical & Operational Leadership

• Set the vision and strategic direction for the DevSecOps department and contribute to the overall technology strategy as a member of the IT Leadership Team.
• Guide architecture and engineering decisions across data, applications, cloud infrastructure, DevSecOps, security, identity, endpoints, and SaaS platforms.
• Establish and reinforce standards for source control, testing, CI/CD, security, observability, documentation, and change management.
• Lead production readiness, incident escalation, root cause analysis, and continuous improvement of reliability.

Engineering Operations & Governance

• Coordinate engineers, technology partners, vendors, and leadership around priorities, tradeoffs, risks, and outcomes.
• Ensure work is tracked in Azure DevOps, code is maintained in GitHub, and peer review practices are applied consistently.
• Leverage AWS-native, Microsoft 365 Security, and Okta Identity capabilities to deliver defined capabilities.
• Communicate delivery status, risks, and recommendations clearly to technical and non-technical stakeholders and leadership.
• Perform additional duties as assigned or requested.

Manage a Team

• Coach and mentor Team Leads and Engineers, provide timely feedback, and create opportunities that build technical depth and breadth.
• Build a collaborative engineering culture with clear accountability, knowledge sharing, and cross-coverage.
• Lead, coach, and develop a team to deliver high performance and support individual growth.
• Set clear goals and expectations, monitor progress, and provide regular feedback.
• Foster a positive, inclusive, and accountable team culture.
• Manage day-to-day operations, ensure alignment with department objectives, and remove barriers to performance.
• Support resource planning, workload distribution, and prioritization of tasks.
• Facilitate regular team meetings, one-on-one check-ins, and performance conversations.
• Identify and address performance issues in a timely and constructive manner.
• Partner with Human Resources on talent-related matters such as hiring, onboarding, development, employee relations, and performance management. Encourage collaboration, knowledge sharing, and continuous improvement within the team.
• Represent the team’s needs and perspectives in cross-functional discussions.
• Ensure compliance with company policies, procedures, and quality standards.

Knowledge, Skills, and Abilities

• Broad technical knowledge of AWS cloud data platforms, application engineering, DevSecOps, cloud security, identity management, infrastructure, and production operations.
• Experience supporting teams that utilize AWS cloud-native capabilities, MongoDB, Databricks, Power BI, and other enterprise platforms.
• Experience leading desktop and enterprise security initiatives utilizing Okta, Microsoft 365, Cisco, and CrowdStrike platforms.
• Hands-on experience developing and supporting AWS-native security and operational capabilities, as well as GitHub, GitHub Actions, GitHub Advanced Security, CloudFormation, and Azure DevOps.
• Strong delivery leadership skills, including prioritization, estimation, risk management, and incident leadership.
• Ability to guide architecture decisions and technical tradeoffs while remaining close enough to the work to coach engineers and challenge designs.
• Strong written and verbal communication skills, including the ability to explain technical concepts to non-technical audiences.
• Strong critical-thinking and problem-solving skills, with the ability to manage multiple priorities and meet deadlines.
• Must demonstrate a high degree of integrity, ethics, discretion, and dedication to the mission of the organization.
• Ability to work effectively both independently and in a team environment.

Requirements

• Bachelor's degree in Computer Science, Information Systems, Engineering, Data Management, Cybersecurity, or a related discipline, or equivalent practical experience.
• 10+ years of technology experience, including senior engineering or technical leadership responsibilities.
• Demonstrated experience leading cross-functional engineering delivery and production operations.
• Demonstrated breadth across multiple cloud engineering disciplines and depth in at least one discipline.
• Formal people-management experience is a plus.
• Experience in property and casualty insurance or other regulated industries is a plus.
• The successful candidate will be required to complete an in-person leadership interview.
• Minimum travel is required for annual all-company gatherings or team design sessions (up to 5% of the time)

Minimum starting base of $185,000, with upward flexibility based on skills and experience + 10% annual bonus.

Notice of AI Use in Job Application Review

As part of our commitment in creating a fair, efficient, and consistent hiring process we may use artificial intelligence (AI) to help our recruiting teams organize, summarize, and analyze information provided by candidates, including resumes, application responses, and other materials submitted during the application process.AI may be used to identify patterns, highlight relevant skills, and experience, and assist in comparing a candidate’s qualifications with the requirement of a specific role. These tools are to improve efficiency and consistency while supporting more informed hiring decisions, which will ultimately be made by the hiring team.