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Virtual Independent Contractor Jobs in Wisconsin

AMBA

Benefits Representative

Milwaukee, WI

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Eau Claire, WI

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Wauwatosa, WI · On-site

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Eau Claire, WI

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Waukesha, WI

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Madison, WI · On-site

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Racine, WI · On-site

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Green Bay, WI

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Milwaukee, WI · On-site

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

La Crosse, WI · On-site

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Waukesha, WI · On-site

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Oshkosh, WI

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Green Bay, WI

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Madison, WI · On-site

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Eau Claire, WI · On-site

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Racine, WI · On-site

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

La Crosse, WI

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Green Bay, WI

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

AMBA

Benefits Representative

Madison, WI

$90K/yr

  • Retirement

Insurance Benefits Representative (1099 Independent Contractor) Location: Wisconsin (statewide, any ... Comfort with phone-based outreach, follow-up, and virtual appointments * Strong communication and ...

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Showing results 21-40

All JobsIndependent Contractor JobsVirtual Independent Contractor JobsVirtual Independent Contractor Jobs in Wisconsin

Virtual Independent Contractor information

See Wisconsin salary details

$397

$1.1K

$2.1K

How much do virtual independent contractor jobs pay per week?

As of Aug 20, 2026, the average weekly pay for virtual independent contractor in Wisconsin is $1,099.52, according to ZipRecruiter salary data. Most workers in this role earn between $726.92 and $1,223.08 per week, depending on experience, location, and employer.

What is a virtual independent contractor?

A Virtual Independent Contractor is a self-employed individual who provides services to clients remotely, usually from their own home or office. Unlike traditional employees, they are not on the company payroll and instead work on a contract basis, managing their own schedule and taxes. Virtual Independent Contractors can offer a wide range of services, such as administrative support, writing, design, IT, and more. They are responsible for delivering work according to contractual agreements and typically use digital tools to communicate and complete tasks. This role offers flexibility, but also requires self-motivation and strong time-management skills.

What are the qualifications to get a virtual independent contractor job?

The qualifications you need to work as a remote independent contractor vary depending on the requirements of the position. There are variations even within industries; a virtual job in education may or may not require licensure or a degree, depending on the subject, school, and much more. In general, you must possess the skills, experience, and education required for the non-virtual versions of any job if you wish to perform that job remotely.

What are the key skills and qualifications needed to thrive as a virtual independent contractor, and why are they important?

To thrive as a Virtual Independent Contractor, you generally need strong self-management, time management, and specialized expertise in your service area, along with a relevant educational or professional background. Proficiency with remote collaboration tools such as video conferencing platforms, project management software, and secure file-sharing systems is typically required. Excellent communication, adaptability, and self-motivation are standout soft skills for building client relationships and managing projects independently. These skills and qualities are crucial for delivering high-quality work, meeting deadlines, and maintaining client satisfaction in a remote and often autonomous work environment.

What are some common challenges faced by virtual independent contractors, and how can they be managed effectively?

Virtual Independent Contractors often encounter challenges such as maintaining consistent communication with clients, managing multiple projects simultaneously, and setting clear boundaries between work and personal life. To address these, it's important to leverage digital tools for task management, schedule regular check-ins with clients, and create a dedicated workspace at home. Proactively setting expectations and maintaining transparency can help build trust and ensure smooth collaboration in a remote environment.

What is the difference between Virtual Independent Contractor vs Virtual Assistant?

AspectVirtual Independent ContractorVirtual Assistant
CredentialsVaries by project; often specialized skillsTypically administrative or basic skills; may require specific software knowledge
Work EnvironmentRemote, project-based, flexible hoursRemote, often ongoing support, flexible hours
Employer & Industry UsageUsed across industries for specialized tasksCommon in administrative, business support roles

Virtual Independent Contractors and Virtual Assistants both work remotely and offer flexible schedules. However, independent contractors usually handle specialized, project-based work requiring specific skills, while virtual assistants focus on administrative tasks and ongoing support. Understanding these differences helps employers and freelancers choose the right role for their needs.

More about Virtual Independent Contractor jobs

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

The most popular types of Virtual jobs in Wisconsin are:

What are popular job titles related to Virtual Independent Contractor jobs in Wisconsin?

For Virtual Independent Contractor jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Virtual Independent Contractor jobs in Wisconsin look for?

The top searched job categories for Virtual Independent Contractor jobs in Wisconsin are:

What cities in Wisconsin are hiring for Virtual Independent Contractor jobs?

Cities in Wisconsin with the most Virtual Independent Contractor job openings:

Virtual Independent Contractor jobs near you
Infographic showing various Virtual Independent Contractor job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 76% Full Time, 17% Part Time, and 6% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $57,175 per year, or $27.5 per hour.

Benefits Representative

AMBA

Milwaukee, WI

$90K/yr

Full-time, Contractor

Retirement

Re-posted 12 days ago

Job description

Insurance Benefits Representative (1099 Independent Contractor)
Location: Wisconsin (statewide, any city)
Compensation: Commission plus bonuses
Schedule: Self-managed with full-time effort required for success
 
About AMBA
For more than 65 years, AMBA has served retired public servants by providing access to supplemental insurance benefits not typically included in traditional retirement plans. We partner with more than 450 associations across all 50 states and Canada, representing over 44 million members, including educators, first responders, veterans, healthcare workers, and trade professionals.
 
In Wisconsin, AMBA is the exclusive endorsed provider for the Wisconsin Retired Educators Association, giving direct access to their members and communities. 
 
Why Partner with AMBA
  • Proven Systems: Build your business using established sales processes, strong carrier relationships, and a trusted national brand.
  • Leads You Can Count On: Receive no-cost leads through exclusive association endorsements. Success in this role requires consistent outbound calling, follow-up, and persistence.
  • Purpose-Driven Work: Help protect the financial security and peace of mind of retirees who spent their careers serving others.
  • Entrepreneurial Independence: You manage your own schedule and daily activities. A consistent full-time effort is essential to generate income and long-term success.
  • Comprehensive Support: Access to licensing guidance, structured onboarding resources, self-branded marketing materials, product education, sales coaching, and business planning tools to support independent agents at every stage of growth.
What You Will Do
  • Meet virtually or in person with association members to assess needs and recommend appropriate supplemental insurance solutions.
  • Educate clients through one-on-one consultations, seminars, webinars, and/or group presentations.
  • Utilize a consultative sales approach to assist retirees in protecting their health, income, and legacy, including retirement-focused solutions like Fixed Indexed Annuities.
  • Participate in ongoing training, mentorship, and business planning to continuously improve performance and results.
Who Thrives in This Role
This opportunity may be a strong fit if you have:
  • An entrepreneurial mindset and a self-starter approach
  • Comfort with phone-based outreach, follow-up, and virtual appointments
  • Strong communication and relationship-building skills
  • A commitment to providing ethical, high-quality service
  • A Life and Health insurance license or willingness to obtain one prior to onboarding
  • Motivation to grow income through a performance-based compensation model
Compensation and Support
  • Performance-based commissions with advanced payouts and lifetime vesting
  • No income cap. Typical first-year earnings range from $65,000 to $80,000 for agents who maintain consistent activity, with top agents earning $90,000 or more in year one
  • Monthly performance bonuses and travel incentives
  • Ongoing onboarding, sales training, and mentorship
  • Access to experienced local leadership, a dedicated Sales Support team, and onboarding specialists focused on your success
Ready to Take the Next Step
Apply today to explore a partnership with AMBA and build a purpose-driven insurance business serving retirees who rely on trusted guidance.

Apply