Top Remote IT Jobs in Madison, WI

Leads the architecture, roadmap, and delivery of AI/ML and LLM solutions for defense and intelligence missions. Develops projects from proof of concept through production, supports customer demonstrations, collaborates on bids and proposals, and guides multidisciplinary teams. The role requires cloud-native and distributed-systems expertise, stakeholder engagement, innovation, and experience with edge AI, autonomous systems, intelligence analysis, logistics, or readiness programs. Remote work is available with up to 25% travel and occasional on-site requirements.

Oversee internal IT infrastructure, cybersecurity operations, incident response, cloud systems, identity and access management, employee IT support, and technology vendors. Administer Microsoft 365, Azure, networking, firewalls, endpoints, backups, and SSO. Lead security assessments, vendor selection and negotiations, insurance compliance, documentation, infrastructure initiatives, and risk communication to leadership.

Own and improve IT automation across onboarding, offboarding, device logistics, identity, and business workflows. Manage Workato recipes, connections, monitoring, alerts, and failure response while building Okta, Jira, and Rovo workflows. Establish IT-as-code practices using Terraform, CI/CD, Python, Bash, and Linux. Partner with Security Operations and Business Applications, maintain at least 99% flow reliability, document runbooks, investigate root causes, and report reliability metrics to leadership.

Designs, develops, and supports scalable Java microservices using Spring Boot and Google Cloud. Responsibilities include SQL and data pipeline development, CI/CD automation with Jenkins, infrastructure as code using Terraform, unit testing, code reviews, production incident resolution, root-cause analysis, agile execution, and mentoring engineering teams.

Administer Federal Okta, Slack, and Google Workspace environments; manage identity lifecycle, permissions, SSO integrations, shared drives, and secure communication channels. Provide remote front-line support, troubleshoot access and software issues, and document procedures. Support commercial IT operations, align Federal and commercial workflows, conduct access audits, and assist with security investigations and compliance audits.

Manages end-user IT operations, service management, endpoint and asset administration, onboarding and offboarding, vendor relationships, security support, SOC 2 governance, risk management, and business continuity activities. The role serves as a technology escalation point, improves service processes and documentation, tracks operational and compliance metrics, coordinates audit evidence, and partners with internal teams and external vendors in a remote-first SaaS environment.

Leads internal IT operations for a distributed workforce, including help desk services, Microsoft 365 administration, identity and access management, endpoint lifecycle, vendors, licensing, business continuity, security operations, compliance controls, and technology projects. Manages a small team and supports secure AI and internal platform adoption. The role owns IT budgets, documentation, infrastructure practices, and controls aligned with ISO 27001, SOC 2, HIPAA, and GDPR.

Supports the Indian Health Service EHR modernization program by mapping legacy reports to new Oracle Health functionality, explaining reporting and analytics capabilities, documenting workflows, supporting data governance, and gathering requirements. Serves as a healthcare IT subject matter expert coordinating with stakeholders, vendors, and implementation teams. Requires extensive healthcare reporting and analytics experience, Oracle Health EHR knowledge, complex project management experience, Public Trust Level 5 eligibility, and travel up to 25%.

Coordinate and govern release cycles for the HIGLAS Product Suite within an IT service management environment. Responsibilities include managing release phases and tasks, maintaining release calendars, conducting quality checks, tracking risks and dependencies, presenting status to review boards, coordinating outage notifications, completing post-release reviews, facilitating cross-functional meetings, and maintaining procedures, reports, dashboards, and KPIs. The role also supports process improvement and AI-enabled governance workflows.

Lead IT Operations and IT Engineering for enterprise identity, endpoint management, network infrastructure, collaboration tooling, and end-user services. Set strategy, SLAs, roadmaps, and metrics; hire and develop a high-performing team; partner closely with Security, Finance, People, and Legal; drive AI-native automation and productivity tooling; own vendor relationships, budget planning, and major incident escalation and migrations.

Leads IT business process analysis, improvement, and automation for a federal risk management and administration office. Designs and maintains SharePoint and Microsoft Power Platform solutions, including Power Apps, Power Automate, and Power BI dashboards. Supports risk, audit, policy, compliance, and records management activities; prepares status reports, meeting minutes, and written communications. Applies Agile and Waterfall methods, evaluates AI productivity tools, and coordinates cross-functional automation initiatives.

Develop and govern federal IT policies, directives, SOPs, and guidance for a CIO organization. The role manages a 40-plus-document policy inventory, coordinates reviews and updates, identifies policy gaps, ensures alignment with federal statutes and NIST standards, translates technical and cyber risk into strategic recommendations, and briefs executives. The planner also manages policy lifecycles, stakeholder collaboration, document dependencies, and five-year review requirements.

Develop and deploy enterprise applications using Microsoft Power Platform. Build Power Apps, automate workflows with Power Automate, create Power BI dashboards, and integrate SharePoint, APIs, and external systems. Gather requirements, produce design documentation, and collaborate with business stakeholders, architects, and IT teams. The role also involves custom development with JavaScript, C#, plugins, PCF controls, and APIs, plus data visualization, statistical analysis, and executive-level consulting.

Leads the architecture, deployment, configuration, and optimization of enterprise Palo Alto Networks firewall environments. Designs security policies, NAT, threat prevention, Panorama management, Zero Trust segmentation, and migration strategies. Performs advanced troubleshooting and packet analysis, creates technical documentation, advises leadership, collaborates across engineering teams, and mentors junior staff. Requires extensive network security engineering and Palo Alto expertise, along with an active Secret clearance.

Supports People Operations and IT logistics for a remote company, including equipment shipping and tracking, onboarding and offboarding coordination, HRIS and ATS data maintenance, documentation, timecard and I-9 support, and general administrative projects.

Supports company IT and security operations in a fully remote environment. Responsibilities include helpdesk and endpoint support, authentication and access management, security and compliance automation, disaster recovery, vendor management, system migrations, security tooling, and cross-functional technical project planning. The role also helps maintain audit-ready processes and supports AWS security, identity providers, compliance platforms, scripting, and remote security tools.

Architects, develops, and configures ServiceNow ITAM, CMDB, SAM, HAM, and HRSD capabilities. Builds integrations, workflows, scripts, portals, and data governance processes; maintains CMDB health and supports platform upgrades. Collaborates with stakeholders to translate requirements into technical solutions, creates estimates and documentation, conducts code reviews, mentors junior developers, and ensures Agile testing, deployment, compliance, and continual improvement.

Designs and delivers complex technical training for ERP and technology solutions. Develops customized training materials, evaluates user outcomes, identifies learning needs and content gaps, and collaborates with cross-functional stakeholders to improve training resources. Reports program effectiveness to business leaders, supports curriculum documentation, guides less experienced team members, and serves as a technical resource during the company’s ERP transformation.

Leads technical training programs supporting ERP and technology transformation. Develops learning strategies, training materials, documentation, best practices, and evaluation methods; analyzes program effectiveness and reports insights to leaders. Collaborates with cross-functional stakeholders to align training with business priorities and serves as a deep technical resource. Requires understanding of ERP systems and business-process integration, strong technical communication, and significant travel.

Supports ERP and technology training initiatives by updating content, creating job aids and course materials, mapping training plans, conducting needs analyses, and documenting programs. Collaborates with trainers and instructional designers, gathers user feedback, evaluates program effectiveness using data, and incorporates findings into future training. The role supports the transition from legacy ERP systems to a standardized enterprise platform and requires significant travel.

Supports IT financial planning, budgeting, forecasting, reporting, and project cost analysis. Tracks technology spending and portfolio activity in ServiceNow SPM, reconciles project finances, develops financial models, analyzes utilization, and supports capital and operating budgets. Partners with Finance, Accounting, project managers, and IT leaders to improve reporting accuracy, financial visibility, and process efficiency.

Build and operate AWS infrastructure for Windows and IIS applications using Terraform, CI/CD pipelines, and automation. Migrate on-premises workloads to AWS, troubleshoot application and infrastructure issues, implement monitoring and security hardening, automate patching and credential or certificate rotation, and support ECS containerization. Collaborate with application, development, and security teams while reviewing infrastructure code and maintaining production services. Occasional after-hours maintenance or outage support is required.

The Information Systems Security Engineer will secure a USPS information system modernization project by implementing federal security controls, conducting vulnerability assessments and penetration testing, integrating security into CI/CD pipelines, maintaining SSP, RMP, and POA&M documentation, monitoring cloud security tools, supporting incident response, and delivering security training. The role requires collaboration with development, operations, and federal security stakeholders while ensuring compliance with FISMA, NIST RMF, and FedRAMP standards.

Leads software engineering strategy, architecture, technical project delivery, and development team management. Designs scalable cloud-native solutions, contributes hands-on to software development and code reviews, and promotes generative AI, DevOps, CI/CD, automated testing, and agile practices. Oversees .NET, C#, SQL Server, API, microservices, and AWS or Azure technologies while aligning technical initiatives with corporate growth objectives and communicating with executives and business stakeholders.

Develop and maintain enterprise Java web applications using Spring Boot, REST, SOAP, SQL, and Flyway. Lead secure software development across the SDLC, including CI/CD automation, testing, vulnerability scanning, production support, troubleshooting, and root-cause analysis. Collaborate on integrations, modernization, Agile delivery, technical documentation, and application architecture. Evaluate and implement AI-enabled capabilities while maintaining security and regulatory compliance. The role is remote and requires eligibility for Public Trust screening.