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Remote Windows System Administrator Jobs in Madison, WI

Wisconsin (100% Remote within Wisconsin only) Contract Duration: Through 06/30/2027, with the ... system, and technical architectures. * Collaborate with developers, database administrators ...

New

Survey Research Associate

Madison, WI ยท On-site +1

$50K - $60K/yr

Working closely with city administrators, department leaders, and communication experts, Survey ... Recognize and suggest potential system and process enhancements that could be made to increase ...

Cloud Engineer, Senior

Madison, WI ยท On-site +1

$69K - $158K/yr

Remote Work: Yes Job Number: R0245382 Location: Madison,WI,US Share job via: Share Cloud Engineer ... Manage, administer, support and enhance cloud environments, ensuring continuous improvement and ...

DevOps Supervisor

Madison, WI ยท On-site +1

$100K - $121K/yr

... System. Position Summary LOCATION: Madison, WI, certain positions with this Department may allow remote work for a portion of their work schedule, depending on the needs of the position and the work ...

Wealthspire Advisors LLC, Fiducient Advisors LLC, Wealthspire Retirement, LLC, dba Wealthspire ... This position may be fully remote. Key Responsibilities: Lead Full-Cycle Recruiting * Own end-to ...

... clinical administrators. They are team-oriented, customer-focused, and capable of navigating ... software systems and tools * Ability to work collaboratively in a remote and cross-functional ...

Engineer, E&I

Madison, WI ยท On-site +1

$140K - $180K/yr

This is a remote role and can be based anywhere in the United States. Must be able to travel up to ... Monitor, support and administer technical subcontractors * Review engineering deliverables for ...

Showing results 41-58

Remote Windows System Administrator information

See Madison, WI salary details

$54.4K

$96.7K

$131.5K

How much do remote windows system administrator jobs pay per year?

As of Aug 9, 2026, the average yearly pay for remote windows system administrator in Madison, WI is $96,689.00, according to ZipRecruiter salary data. Most workers in this role earn between $79,600.00 and $111,300.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a remote Windows system administrator?

To thrive as a Remote Windows System Administrator, you need expertise in Windows Server administration, Active Directory, network protocols, and typically a degree in IT or related certifications like Microsoft Certified: Windows Server or Azure Administrator. Familiarity with tools such as PowerShell, Remote Desktop Services, VMware, and monitoring platforms is essential for managing and troubleshooting systems remotely. Excellent problem-solving, communication, and time-management skills help you to efficiently address issues and collaborate with distributed teams. These competencies ensure system reliability, security, and fast resolution of technical challenges in a remote environment.

What is a remote Windows system administrator?

A Remote Windows System Administrator is an IT professional responsible for managing, configuring, and maintaining Windows-based servers and systems from a remote location. Their duties include monitoring system performance, applying updates and patches, troubleshooting technical issues, and ensuring the security and reliability of Windows environments across an organization. They often use remote access tools to perform their tasks, helping organizations maintain efficient and secure IT operations without being physically present on-site.

What are some common challenges faced by remote Windows system administrators and how can they be addressed?

Remote Windows System Administrators often face challenges such as ensuring secure remote access, coordinating with geographically dispersed teams, and promptly resolving issues without on-site presence. To address these, effective communication tools, robust security protocols (like VPNs and multi-factor authentication), and proactive monitoring solutions are essential. Building strong documentation practices and maintaining regular updates with team members can also help manage tasks efficiently and ensure smooth operations.

What is the difference between Remote Windows System Administrator vs Remote Network Administrator?

AspectRemote Windows System AdministratorRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, Active Directory, and server infrastructureManaging network hardware, routers, switches, and network security
Employer & Industry UsageIT departments across various industries focusing on Windows environmentsOrganizations needing network infrastructure management across industries

Remote Windows System Administrators primarily focus on managing Windows server environments, Active Directory, and related infrastructure. In contrast, Remote Network Administrators concentrate on network hardware, routing, switching, and network security. While both roles require networking certifications like CompTIA Network+ or Cisco CCNA, their daily tasks and focus areas differ significantly, catering to different aspects of IT infrastructure management.

What job categories do people searching Remote Windows System Administrator jobs in Madison, WI look for? The top searched job categories for Remote Windows System Administrator jobs in Madison, WI are:
What cities near Madison, WI are hiring for Remote Windows System Administrator jobs? Cities near Madison, WI with the most Remote Windows System Administrator job openings:
Infographic showing various Remote Windows System Administrator job openings in Madison, WI as of August 2026, with employment types broken down into 1% As Needed, 83% Full Time, 13% Part Time, and 3% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $96,689 per year, or $46.5 per hour.

Remote Registered Dietitian or CNS - Flexible Hours, Work from Anywhere

Berry Street

Madison, WI โ€ข Remote

$85/hr

Full-time, Part-time

Re-posted 7 days ago


Job description

Location: Fully Remote

Schedule: Flexible

Compensation: Up to $85 per hour

Job Type: Full-time, Part-time

About the Role

We’re looking for entrepreneurial, empathetic Registered Dietitians (RDs) and Certified Nutrition Specialists (CNSs) licensed in any state to help us bring medical nutrition therapy (MNT) to all. This role is a fully flexible 1099 role–work only when you’d like to.

Who We Are

Berry Street is tackling America’s most comprehensive health crisis: food. More than half of Americans are struggling with their relationship with food, are clinically overweight, or experience a chronic condition linked to their diet. Nutrition therapy is clinically proven to make a difference, and most commercial health insurance plans cover it at $0 out-of-pocket.

Berry Street empowers independent dietitians to accept insurance and grow thriving private practices by providing comprehensive credentialing, scheduling, referral, and technical support, as well as access to a vibrant, collaborative clinician community. We eliminate time-consuming admin so dietitians can focus on providing outstanding client care.

We believe everyone should have access to personalized nutrition therapy covered by insurance. Clinicians should be able to serve the communities they care about, not just those who can afford to pay out of pocket.

Dietitians working with Berry Street are committed to these pillars of high-quality care:

  • Evidence-based: We provide quality care based on the latest clinical research. We actively track the quality of care to ensure better health outcomes and behavior change.
  • Approachable: Through client education and nutrition therapy, we utilize a realistic, sustainable approach to create behavior change that lasts.
  • Personalized: Our care plans are customized for each client based on their individual needs and concerns.
  • Compassionate: We approach our work with compassion and empathy, working closely with our clients and their care teams to create meaningful change.
  • Relationship-driven: You believe that successful behavior change comes from building deep, long-term relationships with your clients.

What You’ll Do:

  • Provide life-changing medical nutrition therapy via remote sessions to clients who fit your areas of specialty.
  • Work from anywhere in the U.S. and choose the hours that fit your schedule best. This is a 1099-Contractor position.
  • Create personalized, evidence-based nutrition plans tailored to client needs and preferences.
  • Provide resources and educational materials to clients to support their health journey.
  • Strengthen client relationships to improve retention.
  • Use online telehealth tools to track progress, answer client questions, etc.
  • Stay current with the latest research and trends in nutrition and wellness.
  • Collaborate with other healthcare professionals if applicable to ensure comprehensive care for clients with complex health needs.
  • Maintain timely, accurate records of client sessions and progress.

Requirements

You’ll be a good fit for Berry Street if you're:

  • A self-starter: You know how to take initiative and work independently and tirelessly for your clients and private practice.
  • Adaptable: You’re comfortable in changing environments.
  • Growth-Oriented: You look to broaden your expertise and confidently support clients beyond your specialty.
  • Entrepreneurial: You’re excited to take part in growing your client base and ultimately, a sustainable practice. You’re a pro at marketing yourself (or excited to learn how). You’re willing to invest time to build a relationship (ex. messaging, sharing materials, etc.) because that leads to better outcomes and more money in your pocket.
  • Resourceful: You proactively continue your professional education, ask questions, and seek information to overcome hurdles to your work.
  • Friendly, empathetic and focused on excellence: You approach every client interaction with empathy and a commitment to delivering an exceptional experience. You work to understand your clients’ unique goals and foster trust.

What You’ll Need:

  • Active Registration by the Commission on Dietetic Registration (CDR) OR Board for Certification of Nutrition Specialists (BCNS)
  • For RDs: Licensed and in good standing in Nutrition/Dietetics in any state(s)
  • For CNSs: Must hold at least one state license
  • Licensed and in good standing in Nutrition/Dietetics in any state(s)
  • Experience working with clients remotely via telehealth platforms and comfort working with technology
  • Permanent residence within the United States
  • Ability to build and maintain strong relationships with your clients and Referral partners
  • Ability to quickly learn new methods and systems
  • A minimum of 8 hours per week of ongoing availability

Benefits

  • Ability to define your own schedule
  • Expedited credentialing: See insurance clients in as few as 30 days
  • Intake & scheduling support: Simplified booking, onboarding, and eligibility verification
  • End-to-end, guaranteed billing: Don't worry about denials or unpaid claims
  • Access to EHR for efficient client management
  • Charting Assistant: Time-saving tool that writes notes for you
  • Dashboard for practice insights: View your schedule, clients, payouts, and more
  • Peer community: Access to our private community of RDs and practice owners
  • Dedicated support: Customer service support 7-days a week for you and your clients
  • Workshops and professional development: Expert-led workshops on how to self-market your practice and other topics to uplevel your business
  • Marketing & referrals: Promote your practice to thousands of potential clients