Jobs at Skyward IT Solutions, LLC

Manage federal IT modernization projects for the Department of Transportation’s Office of the Chief Technology Officer. Responsibilities include aligning IT investments with strategic goals, developing modernization plans, defining implementation strategies and schedules, evaluating existing systems, identifying innovation opportunities, and coordinating matrixed teams and senior IT leadership. The role requires strong technical writing and experience with agile methodologies, cloud applications, Jira, and Confluence.

Support a Department of Transportation technology office by aligning IT investments with strategic goals, developing modernization plans, analyzing existing systems, identifying innovation opportunities, and documenting project scope, budgets, schedules, requirements, execution, and outcomes. The role manages federal IT projects involving web, enterprise, or cloud applications and applies Agile methodologies within a PMO environment.

Lead architecture and technical vision to merge and modernize CMS systems on AWS. Design modular, containerized, IaC-driven platforms with CI/CD, observability, disaster recovery, and LLM/automation capabilities. Guide migrations, apply modern patterns (strangler-fig), translate stakeholder needs, and provide technical leadership and mentorship to engineering teams.

Operate and tune AWS environments to meet SLAs, build observability and alerts, automate infrastructure with IaC and CI/CD, define SLIs/SLOs, support security/compliance within a FISMA Moderate boundary, design resilience and DR plans, and own incident response and post-mortems.

Design, deploy, and operate secure, cost‑efficient AWS environments. Build AI/ML-ready infrastructure, enforce security and compliance (FISMA/RMF), implement HA and disaster recovery, manage multi‑tenant isolation, automate with IaC, monitor and optimize performance and cloud costs.

Support CMS-focused analytical tools by writing and maintaining Python, R, and SQL code; perform system and user acceptance testing; provide Tier 2 web-application support; produce user training and clear documentation; collaborate with IT teams and occasionally present to customers.