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Senior Remote Jobs in Wisconsin (NOW HIRING)

Senior Underwriter

Madison, WI · On-site +1

$99K - $117K/yr

Collaborating closely with sales, customer service, and senior management teams to manage, retain ... Exceptional remote candidates may be considered. Compensation includes: * Competitive base salary ...

$105K - $124K/yr

This is a remote role open to any location in continental US Manulife is a leading international ... The Senior Underwriting Consultant is responsible for evaluating applications of the highest ...

$95K - $113K/yr

This is a remote role open to any location in continental US Manulife is a leading international ... The Senior Underwriting Consultant is responsible for evaluating applications of the highest ...

$98K - $115K/yr

This is a remote role open to any location in continental US Manulife is a leading international ... The Senior Underwriting Consultant is responsible for evaluating applications of the highest ...

Senior IT Security Analyst

Madison, WI · On-site +1

$90K - $115K/yr

Our Senior Security Policy Analyst is responsible for developing, implementing, and maintaining ... S econdary consideration will be given to remote candidates in Wisconsin, Illinois, Michigan ...

Showing results 41-60

Senior Remote information

See Wisconsin salary details

$25.2K

$81K

$165K

How much do senior remote jobs pay per year?

As of Aug 20, 2026, the average yearly pay for senior remote in Wisconsin is $81,038.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,900.00 and $104,000.00 per year, depending on experience, location, and employer.

What does a senior remote professional do?

A Senior Remote professional is an experienced employee who works primarily outside of a traditional office environment, often from home or another remote location. Their responsibilities vary depending on the industry and specific job role but typically involve leading projects, mentoring team members, and making high-level decisions. Senior Remote professionals are expected to be self-motivated, communicate effectively across digital platforms, and manage their workload independently. They often have several years of experience in their field and possess strong problem-solving and leadership skills.

What are the key skills and qualifications needed to thrive as a senior remote professional?

To thrive as a Senior Remote Software Engineer, you need advanced programming skills, a strong understanding of software architecture, and significant industry experience, often supported by a bachelor’s or master’s degree in computer science or a related field. Proficiency with development frameworks, cloud platforms, version control systems like Git, and possibly certifications such as AWS Certified Solutions Architect are typically expected. Exceptional communication, self-motivation, and problem-solving skills are critical for effective remote collaboration and leadership. These skills ensure successful project delivery, seamless teamwork across distances, and adaptability in dynamic tech environments.

What are some common challenges faced by senior remote professionals in maintaining effective communication with distributed teams?

Senior Remote professionals often manage or collaborate with colleagues across different time zones and cultures, making clear communication essential. Challenges can include coordinating virtual meetings, ensuring everyone has access to the same information, and preventing misunderstandings that may arise without face-to-face cues. To address these issues, successful Senior Remotes typically leverage collaboration tools, set clear expectations for availability, and proactively check in with team members. Regular status updates and transparent documentation also play a key role in maintaining alignment and productivity.

What is the difference between Senior Remote vs Remote Software Developer?

AspectSenior RemoteRemote Software Developer
Required CredentialsBachelor's degree, 5+ years experience, leadership skillsBachelor's degree, 2+ years experience, coding skills
Work EnvironmentIndependent, leadership roles, project oversightCollaborative coding, team projects, development tasks
Employer & Industry UsageTech companies, startups, remote teamsTech firms, software companies, remote development teams
Search & Comparison IntentUnderstanding senior-level remote roles, career growthEntry to mid-level remote development positions

Senior Remote roles typically require more experience, leadership skills, and oversight responsibilities compared to Remote Software Developers. While both work remotely in tech environments, seniors focus on guiding projects and teams, whereas developers focus on coding and technical tasks. The choice depends on your experience level and career goals in remote tech roles.

What are the most commonly searched types of Senior jobs in Wisconsin?

The most popular types of Senior jobs in Wisconsin are:

Infographic showing various Senior Remote job openings in Wisconsin as of July 2026, with employment types broken down into 85% Full Time, 11% Part Time, and 4% Contract. Highlights an 60% Physical, 3% Hybrid, and 37% Remote job distribution, with an average salary of $81,038 per year, or $39 per hour.

Senior Account Manager - Health Insurance

WPS Health Solutions

Madison, WI • On-site, Remote

$85K - $105K/yr

Full-time

Medical, Dental, Life, Retirement, PTO

Posted 27 days ago


WPS Health Solutions rating

8.3

Company rating: 8.3 out of 10

Based on 5 frontline employees who took The Breakroom Quiz

129th of 310 rated insurance


Job description

Role Snapshot
Our Senior Account Manager manages a book of mid-market and large employer groups (typically 250 – 1,000 lives), providing strategic guidance on benefit planning, renewal strategy, cost management, and member engagement. The Sr Account Manager will partner with the sales team to implement new employer groups and serve as the primary point of contact for ongoing support. They are accountable for developing and maintaining relationships with assigned employer group clients and identifying ways to drive growth and retention within our Health Plan.

Salary Range
$85,000 ~ $105,000
The base pay offered for this position may vary within the posted range based on your job-related knowledge, skills, and experience.
Remote work
Wisconsin - this position will have travel in the State of Wisconsin.
*As a secondary consideration, we could offer remote work in the following approved states:
Illinois, Iowa, Michigan, Minnesota.

How do I know this opportunity is right for me?  If you:

  • Enjoy building and maintaining relationships with employer group leaders and broker partners to ensure retention year-to-year for assigned employer groups.
  • Have consulted with employer group accounts on plan benefits, performance data, and trends to identify opportunities for improvement, growth, and cross-selling.
  • Can lead complex renewals and present plan design recommendations.
  • Want to serve as a trusted advisor to employer group leaders and benefit decision-makers.
  • Would like to coordinate multi-product offerings (medical, dental, stop-loss, etc.) in support of a comprehensive benefit strategy.
  • Thrive when Partnering with Account Executives and underwriting on pricing strategies and negotiate renewals with employer group leaders and brokers.
  • Can proactively engage with clients through regular check-ins and provide benefit education to group leaders and members.
  • Want to serve as primary contact for client inquiries and service needs and ensure effective and timely resolution.
  • Can contribute to mentorship and knowledge-sharing across the sales and account management teams.
  • Would enjoy representing WPS at benefit fairs, board-level presentations, and broker strategy sessions.
  • Can maintain accurate CRM records and support sales growth opportunities.

Minimum Qualifications

  • Bachelor’s degree in Business, Marketing, Healthcare Administration or related field or equivalent combination of education/experience.
  • Valid Wisconsin Accident & Health producer license.
  • 5 or more years of progressive responsibility as an Account Manager or related experience.
  • Strong knowledge and understanding of health insurance benefit design.
  • Demonstrated experience in Health and Life Insurance Administration.
  • Excellent organizational, interpersonal, verbal and written communication skills this includes:
    • Strong problem-solving and workload prioritization skills.
    • Strong public speaking and presentation skills which include comfort in the presence of large audiences.
  • Ability to travel within the state of Wisconsin – up to 50%.
  • Valid driver’s license with no moving violations or accidents in the last three years.

Preferred

  • Self-Funded experience.
  • Experience using CRMs (i.e.: MS Dynamics, Salesforce).

Remote Work Requirements

  • Wired (ethernet cable) internet connection from your router to your computer
  • High speed cable or fiber internet
  • Minimum of 10 Mbps downstream and at least 1 Mbps upstream internet connection (can be checked at https://speedtest.net)
  • Please review Remote Worker FAQs for additional information

Benefits

  • Remote and hybrid work options available
  • Performance bonus and/or merit increase opportunities
  • 401(k) with a 100% match for the first 3% of your salary and a 50% match for the next 2% of your salary (100% vested immediately)
  • Competitive paid time off
  • Health insurance, dental insurance, and telehealth services start DAY 1
  • Professional and Leadership Development Programs
  •  Review additional benefits: (https://www.wpshealthsolutions.com/careers/)

Who We Are

WPS, a health solutions company, is a leading not-for-profit health insurer and federal government contractor headquartered in Madison, Wisconsin. WPS offers health insurance plans for individuals, families, seniors and group health plans for small to large businesses. We process claims and provide customer support for beneficiaries of the Medicare program and manage benefits for millions of active-duty and retired military personnel across the U.S. and abroad. WPS has been making healthcare easier for the people we serve for nearly 80 years. Proud to be military and veteran ready.

Culture Drives Our Success

WPS’ culture is where the great work and innovations of our people are seen, fueled and rewarded. We accomplish this by creating an open and empowering employee experience. We recognize the benefits of employee engagement as an investment in our workforce—both current and future—to effectively seek, leverage, and include differing and unique perspectives that fuel agility and innovation on high-performing teams. This results in people bringing their authentic selves to work every day in an organization that successfully adapts to business changes and new opportunities.

We are proud of the recognition we have received from local and national organization regarding our culture and workplace:  WPS Newsroom - Awards and Recognition.

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