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Remote Assistant 1099 Jobs in Racine, WI (NOW HIRING)

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Remote Assistant 1099 information

See Racine, WI salary details

$10

$63

$117

How much do remote assistant 1099 jobs pay per hour?

As of Aug 5, 2026, the average hourly pay for remote assistant 1099 in Racine, WI is $63.46, according to ZipRecruiter salary data. Most workers in this role earn between $21.88 and $86.54 per hour, depending on experience, location, and employer.

What is a remote assistant 1099?

Remote Assistant 1099 jobs are positions where individuals work as virtual assistants for companies or entrepreneurs from a remote location, usually from their own home. The '1099' refers to the IRS tax form used for independent contractors in the United States, meaning these roles are not traditional employee positions but rather freelance or contract-based. Remote assistants perform a variety of administrative tasks such as scheduling, email management, data entry, and customer support. Since they are independent contractors, they are responsible for their own taxes and typically do not receive benefits like health insurance or paid time off.

What are common challenges remote assistant 1099 contractors face, and how can they overcome them?

Remote Assistant 1099 contractors often face challenges such as managing multiple clients, maintaining clear communication across time zones, and staying organized without direct supervision. To overcome these, it's helpful to use project management and scheduling tools, set clear expectations with clients from the start, and establish regular check-ins for updates. Building strong self-discipline and creating a dedicated workspace can also enhance productivity and job satisfaction.

What is the difference between Remote Assistant 1099 vs Virtual Assistant?

AspectRemote Assistant 1099Virtual Assistant
CredentialsBasic administrative skills, sometimes certificationsBasic administrative skills, often similar certifications
Work EnvironmentRemote, independent contractor setupRemote, independent contractor setup
Employer UsageFreelance or small businessesFreelance or small businesses
Search IntentRemote Assistant 1099 vs Virtual AssistantRemote Assistant 1099 vs Virtual Assistant

Both Remote Assistant 1099 and Virtual Assistant roles are remote, independent contractor positions that support businesses with administrative tasks. The main difference lies in terminology; 'Virtual Assistant' is more commonly used and recognized, while 'Remote Assistant 1099' emphasizes the contractor status under the 1099 tax form. Employers and freelancers often use these terms interchangeably, but understanding the specific context can help clarify job expectations and tax responsibilities.

What skills and qualifications are needed to thrive as a remote assistant 1099?

To thrive as a Remote Assistant 1099, you need excellent organizational, communication, and time management skills, often supported by experience in administrative tasks or a related field. Proficiency with collaboration tools like Google Workspace, Microsoft Office, project management platforms, and virtual communication systems is typically required. Strong self-motivation, adaptability, and proactive problem-solving are standout soft skills for this role. These abilities are vital for delivering efficient support, meeting client expectations, and succeeding in a flexible, independent work environment.
What are popular job titles related to Remote Assistant 1099 jobs in Racine, WI? For Remote Assistant 1099 jobs in Racine, WI, the most frequently searched job titles are:
What job categories do people searching Remote Assistant 1099 jobs in Racine, WI look for? The top searched job categories for Remote Assistant 1099 jobs in Racine, WI are:
What cities near Racine, WI are hiring for Remote Assistant 1099 jobs? Cities near Racine, WI with the most Remote Assistant 1099 job openings:
Remote Assistant 1099 jobs near you
Infographic showing various Remote Assistant 1099 job openings in Racine, WI as of July 2026, with employment types broken down into 62% Full Time, 16% Part Time, and 22% Contract. Highlights an 100% Remote job distribution, with an average salary of $131,993 per year, or $63.5 per hour.

Remote ACA Health Insurance Seasonal Sales Agent

Thrive Health Benefits

Milwaukee, WI • Remote

$768 - $1.3K/wk

Temporary

Posted 12 days ago

Job description

Thrive Health Benefits is hiring Remote ACA Sales Agents to support Open Enrollment. This is a seasonal, W-2 position (standard payroll withholding — not a 1099 contract) for candidates who are licensed, or in the process of becoming licensed, to sell health insurance in Florida, Texas, and Georgia.
Agents handle inbound calls and warm transfers to help individuals and families enroll in ACA Marketplace health plans. No cold calling or lead generation is required. With ten years of specialization in the ACA Marketplace, Thrive Health Benefits provides full training on sales processes, systems, and compliance prior to taking live calls.
What You'll Do
• Work 100% remote, handling inbound calls and live transfers — no cold calling
• Assist individuals and families with ACA Marketplace plan enrollment
• Follow approved, CMS-compliant scripts and sales processes
• Accurately assess client needs and recommend appropriate plan options
• Maintain compliance standards on every call
• Meet weekly production and quality expectations during Open Enrollment
Schedule
This is a fixed, seasonal sprint running through December 15. During Open Enrollment (November 1 – December 15), the schedule requires 50 hours across 6 days per week, including the Thanksgiving holiday week, with no time off during this window. Candidates should confirm availability for this schedule before applying.
Why Thrive Health Benefits
• ACA Marketplace is our sole focus — 10 years of specialization in a fast-growing space
• Full training on sales, systems, and compliance provided before taking live calls
• Top-performing seasonal agents may be considered for permanent roles

Requirements

What You Need
• Active Errors & Omissions (E&O) insurance
• Active health insurance producer license(s) — one of the following applies:
- Fully licensed: active resident or non-resident producer licenses in Florida, Texas, and Georgia (may begin immediately)
- Partially licensed: active resident (home-state) producer license and E&O insurance required to apply. Candidates who advance through the interview process receive a conditional offer with step-by-step guidance to obtain the remaining state licenses independently (typical cost ~$375, 7–14 business days). Thrive Health Benefits reimburses $750 upon completion of licensing (paid after license is obtained, not upfront).
• If currently appointed with another carrier or agency, must be able to release and transfer that appointment prior to start (standard regulatory requirement)
• Reliable computer and hardwired Ethernet internet connection
• Ability to commit to the full Open Enrollment schedule (50 hrs/6 days per week, Nov 1 – Dec 15, including Thanksgiving week)

Benefits

What You'll Earn
• Base pay: $24.00/hour during a 32-hour/week ramp-up period
• Open Enrollment period (Nov 1 – Dec 15): scheduled hours increase to 50/week (including overtime), bringing base earnings to approximately $1,320/week before commission
• Weekly commission, paid per enrollment on a tiered scale:
- 31–50 applications: $8 each
- 51–75 applications: $12 each
- 76–100 applications: $14 each
- 101+ applications: $16 each
• Additional income opportunities from ancillary product sales and referrals
• Illustrative earning potential: consistent, high-performing agents have earned $13,000+ over the six-to-seven-week Open Enrollment period (illustrative only, based on individual performance, not guaranteed)
• Growth opportunity: top-performing seasonal agents may be considered for permanent roles
Note: Earnings figures listed above are illustrative examples based on individual performance and are not guaranteed.

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