Top Remote IT Jobs in Madison, WI

Manages core business systems including NetSuite, HubSpot, Microsoft 365, and related SaaS tools. Oversees user access, permissions, integrations, data quality, reporting, security, and vendor relationships. Builds workflow automations using low-code tools, evaluates practical AI applications, supports staff technology adoption, maintains IT policies and continuity plans, and troubleshoots system issues across a remote organization.

Serves as a liaison between business stakeholders and technology teams by gathering requirements, documenting functional specifications, modeling processes, and conducting gap and impact analyses. Partners with architects, developers, and QA teams to deliver ERP, CRM, PSA, and portal solutions. Supports Agile delivery, workshops, UAT, defect resolution, documentation, and post-implementation system support, with particular emphasis on Dynamics 365 F&O or Certinia financial and project processes.

Provides administrative, logistical, and operational support for multiple government client contracts. Responsibilities include monitoring project databases, tracking meeting and consultant paperwork, coordinating travel and registrations, assisting clients and stakeholders, reviewing documents, producing deliverables, and preparing meeting materials. The role supports virtual and in-person meetings, requires strong organization and business writing, and helps improve repeatable project-support processes.

The Senior Test Engineer designs and executes manual and automated testing for front-end applications, back-end data, reporting, ETL processes, APIs, and workflows. Responsibilities include creating test plans and cases, performing functional, regression, performance, and non-functional testing, automating tests, documenting defects, conducting root-cause analysis, supporting UAT, and collaborating with Agile/SAFe teams and stakeholders. The role also provides requirements analysis, test estimates, defect reporting, and customer support for a CMS case management system.

Design, develop, and maintain secure integrations across NetSuite, Coupa, Leapfin, and other enterprise systems. Build iPaaS workflows, custom connectors, webhook and event-driven automations, bulk synchronization processes, monitoring, error handling, and retry mechanisms. Translate finance requirements into technical specifications and data mappings, support implementation projects, document architectures, and maintain audit readiness. Apply AI-powered tooling to automate finance operations while ensuring compliance, security, and reliable handling of sensitive financial data.

Lead cross-functional IT systems and tools integration across the M&A lifecycle, including pre-close planning, Day 1 readiness, post-close migration, application rationalization, identity and access, infrastructure, security, data, and collaboration technology. Manage milestones, dependencies, risks, decisions, cutover plans, dashboards, and executive reporting while coordinating IT and business stakeholders. Improve repeatable integration practices and use Microsoft 365 and AI-enabled tools to strengthen program visibility, automation, and execution.

Administer and secure enterprise IT and OT environments across sites, supporting Windows Server, virtualization, networking, cloud (Azure/M365), PLC/SCADA integrations, backups, DR, segmentation and Zero Trust initiatives. Provide Tier 2/3 escalation, network/OT troubleshooting, monitoring, documentation, compliance support, and collaborate with infrastructure, security, and manufacturing teams to maintain production uptime.

Supports IT security and compliance programs, including HITRUST, HIPAA, and SOC 2 activities; policy documentation; risk assessments; audit evidence gathering; incident monitoring; and mitigation. Manages employee onboarding and offboarding, access controls, devices, SaaS tools, vendor reviews, GCP compliance documentation, incident response, and change management. Works independently with the CTO in a remote healthcare SaaS startup.

Engineer and operate enterprise EDR/XDR protections across hundreds of thousands of Windows, macOS, Linux, server, container, and multi-cloud workloads. Responsibilities include behavioral defense, allowlisting, phased deployments, threat investigation, host forensics, live remediation, SOC escalation support, attack simulation, and continuous measurement of endpoint coverage and control efficacy. The role also partners with application owners and IT operations to minimize business disruption while automating security policies and fleet-wide remediation.

Lead and mentor engineering and QA teams to design, build, test, and deploy scalable, secure enterprise web applications and workflow solutions. Drive Agile delivery, CI/CD and DevSecOps improvements, production stability, incident remediation, API and backend integrations, and cross-team coordination with Infrastructure, Security, Operations, and PMO. Ensure development quality standards, code reviews, release management, and federal compliance for a high-volume, mission-critical platform.

Designs and delivers AI/ML-powered cybersecurity and fraud-detection solutions using large, disparate datasets. Develops analytics in Azure Databricks with Python, SQL, and R; integrates large language models, computer vision, and advanced analytics into secure environments. Analyzes system and process gaps, recommends remediation, investigates stakeholder requests, and communicates insights. Directs data science, data engineering, and business intelligence teams while managing multiple technology, cyber, risk, and analytics engagements.

Manage day-to-day IT for a remote-first startup, including onboarding and offboarding, device and account administration, employee troubleshooting, IT documentation, vendor coordination, endpoint security, DNS, MDM, patching, and compliance support. The role also contributes to IT projects such as MDM migration, tooling rollouts, vendor evaluation, and security improvements. This is a part-time engagement of approximately 8–10 hours weekly with occasional onsite support preferred in the San Francisco Bay Area.

Leads major IT service delivery and ServiceNow implementation projects, including architecture, technical design, development oversight, quality assurance, testing, security, scalability, and maintainability. Translates business requirements into technical solutions, advises clients, coordinates government and contractor stakeholders, supervises project teams, facilitates UAT and training, and recommends improvements. Requires ServiceNow expertise across multiple modules, IT consulting experience, Agile and SDLC knowledge, strong communication, and analytical skills.

Lead a remote analytics team to deliver dashboards, data products, and decision-support tools. Oversee project plans, stakeholder engagement, data platform modernization, ETL/automation, Tableau/Power BI deployments, statistical modeling, QA, metadata, and staff mentoring to support federal social service programs.

Serve as Product Owner for CMS programs, managing the Salesforce product roadmap, eliciting and documenting requirements, translating needs into user stories, leading backlog grooming and sprint planning, coordinating cross-functional teams, overseeing UAT and helpdesk cases, and supporting demos, documentation, and governance to deliver scalable, compliant platform solutions.

Designs, implements, and supports secure, scalable AWS and Azure infrastructure. Develops reusable Terraform and Ansible automation, CI/CD capabilities, and cloud infrastructure services. Configures cloud compute, storage, networking, databases, identity, security, monitoring, and backup solutions. Troubleshoots infrastructure and hosting issues, maintains technical and compliance documentation, and collaborates with customers and engineering teams using Agile and DevOps practices.

Process payroll accurately and confidentially, including timekeeping, wages, overtime, bonuses, taxes, deductions, payments, records, and reporting. Resolve payroll discrepancies and respond to employee and management questions. Maintain updated payroll records, calculate unemployment and severance payments, and ensure compliance with relevant legislation and regulations.

Leads complex CMS IT programs supporting ACA and NSA capabilities. Manages contract performance, distributed technical teams, concurrent projects, schedules, risks, resources, governance, Agile delivery, cloud platforms, data governance, KPIs, executive communications, and modernization initiatives. Serves as the primary technical liaison for CMS stakeholders, oversees personnel and subcontractors, drives operational improvements, and applies AI/ML-enabled optimization.

Leads business analysis and product ownership for CMS’s Unified Case Management system. Gathers requirements, defines scope, analyzes technical and business processes, supports data and reporting solutions, and participates in a SAFe scrum team. Drives process improvement, estimates deliverables, resolves complex issues, coordinates stakeholders, documents projects, manages customer expectations, and coaches less experienced professionals. The role is fully remote and supports investigative capabilities addressing healthcare fraud, waste, and abuse.

Administer AWS-hosted PostgreSQL databases, managing monitoring, backups, restores, snapshots, security, maintenance, and performance tuning. Support database migrations, releases, troubleshooting, and data quality remediation. Build Python and SQL data pipelines, automation, CDC and streaming workflows using AWS services and Kafka technologies. Enable near-real-time data movement to reporting platforms, data lakes, Snowflake, and Databricks while collaborating with application, DevOps, QA, analytics, and business teams.

Build and deploy AI/ML solutions from prototype through production for CMS, including generative AI, LLMs, RAG, intelligent classification, knowledge management, agentic frameworks, and enterprise integrations. Evaluate AI coding tools, establish AI/ML roadmaps, scale adoption, mentor data scientists, and translate technical concepts for stakeholders and leadership.

Designs, implements, maintains, and evaluates environmental databases for CMS Unified Case Management. Builds and maintains ETL pipelines using AWS, Snowflake, and PostgreSQL; implements automated data validation; automates reporting pipelines; creates dashboards, tables, plots, maps, and documentation. Performs data analysis, develops recommendations, follows project specifications, and presents findings to stakeholders while applying Agile practices.

Develops cloud-based business intelligence and reporting solutions using AWS, Spark, Power BI, and SAP BusinessObjects. Builds data pipelines and workflows integrating multiple sources, retrieves data from S3 and PostgreSQL, and supports enterprise analytics. Responsibilities include ETL, data warehousing, performance tuning, big data processing, AWS IAM, BI optimization, data visualization, and stakeholder presentations. The role also requires strong problem-solving, communication, Agile experience, and collaboration supporting CMS systems.

Provide global IT support across hardware, software, identity, networking, cloud applications, onboarding, device provisioning, access management, endpoint administration, and asset tracking. Administer workplace systems including Okta, Google Workspace, and Kandji or Jamf. Troubleshoot macOS and Windows environments, maintain documentation and inventories, support security and compliance activities, and build automations to improve IT workflows and employee experience.

Provide technical support to a globally distributed workforce across hardware, software, identity, networking, cloud applications, and endpoint systems. Support onboarding, offboarding, device provisioning, access management, asset tracking, documentation, compliance activities, and security best practices. Troubleshoot macOS and Windows environments, escalate complex issues, and improve IT processes through automation. Collaborate with People, Security, Legal, Finance, and Engineering while exploring AI productivity tools and emerging workplace technologies.