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Virtual Independent Contractor Jobs in Milwaukee, WI

Integrityfex

Sales Account Executive

Wauwatosa, WI · Remote

This is a remote, performance-based independent contractor opportunity that offers schedule ... Conduct phone and virtual consultations to understand client needs. * Recommend coverage options ...

New

Allstate

Roadside Assistance Side Gig

WI

$17.50 - $23.75/hr

The Allstate Good Hands Rescue Network (GHRN) is a crowdsourced network of independent contractors ... Virtual skills validations are now available for eligible candidates who have all the required ...

AMBA

Benefits Representative

Milwaukee, 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

Wauwatosa, 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

  • 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

$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

  • 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

$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

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

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

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

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

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 ...

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Virtual Independent Contractor information

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How much do virtual independent contractor jobs pay per week?

As of Aug 20, 2026, the average weekly pay for virtual independent contractor in Milwaukee, WI is $1,073.25, according to ZipRecruiter salary data. Most workers in this role earn between $709.62 and $1,194.23 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 Milwaukee, WI?

The most popular types of Virtual jobs in Milwaukee, WI are:

What are popular job titles related to Virtual Independent Contractor jobs in Milwaukee, WI?

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

What job categories do people searching Virtual Independent Contractor jobs in Milwaukee, WI look for?

The top searched job categories for Virtual Independent Contractor jobs in Milwaukee, WI are:

What cities near Milwaukee, WI are hiring for Virtual Independent Contractor jobs?

Cities near Milwaukee, WI with the most Virtual Independent Contractor job openings:

Virtual Independent Contractor jobs near you
Infographic showing various Virtual Independent Contractor job openings in Milwaukee, WI as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 19% Part Time, and 7% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $55,809 per year, or $26.8 per hour.

Sales Account Executive

Integrityfex

Wauwatosa, WI • Remote

Contractor

Posted yesterday

New

Job description

Position Summary

As a Sales Account Executive, you will connect with prospective clients who have expressed interest in learning about life insurance solutions. Your role is to educate clients, understand their needs, present appropriate coverage options, and guide them through the application process.

This is a remote, performance-based independent contractor opportunity that offers schedule flexibility and professional development in a growing industry.

Responsibilities
  • Contact prospective clients who have requested information about life insurance.
  • Conduct phone and virtual consultations to understand client needs.
  • Recommend coverage options based on each client's goals and budget.
  • Guide clients through the insurance application process.
  • Maintain accurate records using the company's CRM platform.
  • Follow all carrier guidelines, licensing requirements, and compliance standards.
  • Participate in ongoing training, coaching, and team meetings.
  • Build strong relationships by providing excellent customer service.
Qualifications
  • Excellent communication and interpersonal skills.
  • Strong work ethic with the ability to work independently.
  • Comfortable speaking with clients by phone and video.
  • Organized with effective time-management skills.
  • Sales or customer service experience is helpful but not required.
  • Active Life & Health Insurance License preferred, or willingness to obtain one before selling insurance.
What We Offer
  • Remote work opportunity.
  • Flexible schedule.
  • Comprehensive onboarding and training.
  • Ongoing mentorship from experienced leaders.
  • Access to multiple nationally recognized insurance carriers.
  • CRM, sales tools, and marketing resources.
  • Professional growth and advancement opportunities based on performance.
  • Supportive, team-oriented culture.
Compensation

This position is offered as a 1099 independent contractor opportunity. 

Equal Opportunity Employer

Integrity FEX is committed to providing equal opportunity to all qualified applicants and fostering an inclusive, professional workplace.