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Remote Supervisor Jobs in Madison, WI (NOW HIRING)

State of Wisconsin

IT Supervisor

Madison, WI · On-site +1

$104K - $119K/yr

Remote work flexibility will be discussed in more detail during the interview process. DHS does not ... Experience working as a supervisor in an IT field or setting (e.g., hiring, training/orientating ...

Demco

Interior Design Supervisor

Madison, WI · On-site +1

Hybrid Preferred | Dane County, WI (Madison) | Remote candidates considered As Interior Design Supervisor, you will: Lead & Inspire * Supervise, mentor, and develop a team of Interior Designers ...

Imedica

Supervisor, Clinical Quality Review

Madison, WI · Remote

The Supervisor, Quality Reviewers is responsible for leading day-to-day clinical review and medical ... Oversee & assist with medical record retrieval work including remote electronic health record (EHR ...

Wisconsin

Financial Manager

Madison, WI · On-site +1

$90K/yr

... supervising staff to ensure coordinated, compliant, and effective financial and research ... Remote work requires an approved remote work agreement (RWA) agreement. An RWA requires successful ...

Rock County

Network Engineer I

Janesville, WI · Remote

$37.38 - $40.67/hr

... e Supervisor and in collaboration with senior engineering staff. Assist in the evaluation ... Travel to remote sites may be required to support infrastructure and operations. Work closely with ...

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Remote Supervisor information

See Madison, WI salary details

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How much do remote supervisor jobs pay per hour?

As of Jul 27, 2026, the average hourly pay for remote supervisor in Madison, WI is $30.88, according to ZipRecruiter salary data. Most workers in this role earn between $21.78 and $36.83 per hour, depending on experience, location, and employer.

How to make $80,000 a year working from home?

A remote supervisor can earn $80,000 or more annually by gaining relevant management experience, strong communication skills, and proficiency with remote collaboration tools. Advancing to higher-level supervisory roles, obtaining relevant certifications, and demonstrating leadership can help increase earning potential in remote management positions.

How to make $1000 a week remotely?

A remote supervisor can earn $1000 or more weekly by managing multiple teams, optimizing workflows, and leveraging leadership skills. Achieving this income often requires a full-time schedule, experience in team management, and strong communication tools. Increasing responsibilities or working for companies with higher pay scales can also help reach this goal.

What is a Remote Supervisor job?

A Remote Supervisor is responsible for overseeing a team or department while working from a remote location. Their duties often include managing workflow, monitoring performance, providing support, and ensuring that team objectives are met. They use digital communication and collaboration tools to stay connected with their team. Strong leadership, time management, and adaptability are essential skills for success in this role.

What is the easiest remote job to get hired for?

Remote supervisor roles can be relatively accessible for candidates with strong leadership and communication skills, often requiring minimal technical experience. Entry-level positions in customer service, data entry, or administrative support are also considered easier to obtain remotely, especially with basic computer skills and a reliable internet connection.

How can I make 2000 a week working from home?

A remote supervisor can earn $2,000 or more weekly by managing multiple teams, overseeing projects, and utilizing strong leadership and communication skills. Achieving this income often requires experience, a high-level position, or working for companies that pay competitive salaries, sometimes supplemented with bonuses or overtime. Building expertise in management tools and certifications can also enhance earning potential.

What are some common challenges faced by Remote Supervisors and how can they be addressed?

Remote Supervisors often face challenges such as maintaining team engagement, ensuring clear communication across different time zones, and tracking productivity without direct oversight. To overcome these hurdles, many organizations rely on structured check-ins, transparent performance metrics, and regular virtual meetings to foster trust and accountability. As a Remote Supervisor, being proactive in addressing concerns and providing support promptly is vital, as is leveraging digital tools to keep the team connected. Building strong relationships remotely and encouraging open communication can greatly enhance morale and team cohesion.

What are the key skills and qualifications needed to thrive in the Remote Supervisor position, and why are they important?

To thrive as a Remote Supervisor, you need strong leadership, organization, time management skills, and prior experience in team management or a relevant supervisory role. Familiarity with project management software, remote collaboration tools (such as Slack, Zoom, or Microsoft Teams), and performance tracking systems is often essential. Exceptional communication, problem-solving, and conflict resolution abilities set successful candidates apart. These competencies are crucial for ensuring effective oversight, consistent productivity, and cohesive team performance in a distributed work environment.

What are the most commonly searched types of Supervisor jobs in Madison, WI? The most popular types of Supervisor jobs in Madison, WI are:
What are popular job titles related to Remote Supervisor jobs in Madison, WI? For Remote Supervisor jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Remote Supervisor jobs in Madison, WI look for? The top searched job categories for Remote Supervisor jobs in Madison, WI are:
What cities near Madison, WI are hiring for Remote Supervisor jobs? Cities near Madison, WI with the most Remote Supervisor job openings:
Remote Supervisor jobs near you
Infographic showing various Remote Supervisor job openings in Madison, WI as of July 2026, with employment types broken down into 85% Full Time, 12% Part Time, and 3% Contract. Highlights an 40% Physical, 2% Hybrid, and 58% Remote job distribution, with an average salary of $64,234 per year, or $30.9 per hour.
Workers Compensation Claims Supervisor - Remote (10219)

Workers Compensation Claims Supervisor - Remote (10219)

Capstone Search Group

Madison, WI • Remote

$95K - $105K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 10 days ago

Job description

About the Role

100% remote, work-from-home job opening. The Claims Supervisor, Workers Compensation requires extensive experience with Wisconsin work comp claims. Your role ensures team success and involves a variety of operations duties that includes:


  • Recruiting, hiring, training, and performance management
  • Workload management to balance case loads and ensure claims are assigned to the appropriate adjuster
  • Leverage technology to speed up processing, create more efficiencies, ensure best practices, monitor KPIs, conduct audits, and ensure compliance
  • Support your team with complex claims; provide knowledge and insight as well as communicate with clients and third-parties on status and resolution


Skills & Experience

  • At least 10 years of claims handling experience with significant Wisconsin workers’ compensation knowledge + minimum 1-2 years of supervisory/management experience
  • Active adjuster license

Company Description

Capstone Search Group is an insurance recruiting firm that offers creative, unique staffing solutions for the insurance industry! Our clients include insurance companies, agencies, brokers and intermediaries. Our goal as insurance recruiters is to help insurance organizations identify, attract and retain experienced talent that impacts immediate openings and promotes future growth. We offer Direct Hire (Contingency Search, Engaged/Retained and Recruitment Process Outsourcing [RPO]) and Contract Solutions (long-term contract, 1099 and temp-to-perm). We work nationally with expertise that spans top executives, middle management and technical level positions. We are committed to providing recruiting services of the highest degree of confidentiality, professionalism and integrity.