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Remote Open Enrollment Jobs in Brookfield, WI (NOW HIRING)

Workiva

Spring 2027 Intern - Partnerships

Milwaukee, WI · On-site +1

$21/hr

Currently enrolled in a degree-seeking program, preferably in Marketing, Management, Business ... This internship is primarily a remote opportunity. However, if you are located near one of our ...

Workiva

Spring 2027 Intern - Sales Analyst

Milwaukee, WI · On-site +1

$21/hr

Actively enrolled in a degree-seeking program in Business or a related field of study Preferred ... This internship is primarily a remote opportunity. However, if you are located near one of our ...

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All JobsOpen Enrollment JobsRemote Open Enrollment JobsRemote Open Enrollment Jobs in Brookfield, WI

Remote Open Enrollment information

See Brookfield, WI salary details

$25.6K

$73.3K

$111.2K

How much do remote open enrollment jobs pay per year?

As of Sep 4, 2026, the average yearly pay for remote open enrollment in Brookfield, WI is $73,263.00, according to ZipRecruiter salary data. Most workers in this role earn between $38,800.00 and $110,300.00 per year, depending on experience, location, and employer.

What is the difference between Remote Open Enrollment vs Remote Benefits Coordinator?

AspectRemote Open EnrollmentRemote Benefits Coordinator
Required CredentialsKnowledge of benefits plans, HR policiesCertifications like CEBS or CBP often preferred
Work EnvironmentPrimarily administrative, online platformsCustomer service, communication with employees
Employer & Industry UsageUsed during open enrollment periods in HR/benefits departmentsPart of HR teams managing employee benefits year-round
Search & Comparison IntentFocuses on open enrollment processes and schedulingInvolves ongoing benefits administration and support

Remote Open Enrollment roles focus on managing benefits enrollment periods, while Remote Benefits Coordinators handle ongoing benefits administration and employee support. Both roles require knowledge of benefits plans, but their scope and timing differ significantly.

What job categories do people searching Remote Open Enrollment jobs in Brookfield, WI look for?

The top searched job categories for Remote Open Enrollment jobs in Brookfield, WI are:

Remote Open Enrollment jobs near you
Infographic showing various Remote Open Enrollment job openings in Brookfield, WI as of August 2026, with employment types broken down into 83% Full Time, 15% Part Time, and 2% Temporary. Highlights an 100% Remote job distribution, with an average salary of $73,263 per year, or $35.2 per hour.

$24/hr Remote Health Agents + OT + Weekly Commissions

Thrive Health Benefits

Milwaukee, WI • Remote

$768 - $1.3K/wk (+ commission)

Temporary

Re-posted 12 days ago

Job description

$24/hr hour. Overtime during Open Enrollment. Weekly commission on every enrollment. We’re hiring high performing remote ACA agents who want a season of serious income, reliable hours, and a team that actually supports you. This is a seasonal W 2 role — real paycheck, taxes handled, no 1099 headaches.


You can start as early as September 8, and Open Enrollment runs November 1 – January 15. This is a four and a half month earning season, not a short six week gig.


What You’ll Earn

· Start as early as September 8 – $24/hour base, about 32 hours/week during training and ramp up (roughly $768/week)

· Open Enrollment: November 1 – January 15 – 50 hours/week, overtime at $36/hour past 40 (about $1,320/week in base pay alone) + weekly commissions

· Overtime rules follow your state’s laws — we’ll confirm your exact eligibility before your first shift

· Roughly $20,200 in guaranteed base pay from Sept 8 – Jan 15, before a dollar of commission

· Commission paid weekly on every enrollment — the more you write, the more you earn

· Additional income from ancillary products + referrals

· Strong producers routinely clear $27,000+ across the full season (illustrative, based on consistent production)


Earn Before Open Enrollment Even Starts

· $300 for every agent you refer Know a licensed agent? A friend? Former co worker? Bring them to our hiring webinar. If they’re hired and both of you finish the season, you earn $300 per agent. Refer three = $900 extra before OE even begins.


What You’ll Do

· Work 100% remote, from home · Help inbound callers and live transfers enroll in ACA Marketplace plans — no cold calling · Follow proven, compliant scripts with full training, coaching, and support · Focus on helping families find coverage they can actually afford — and get paid properly for doing it.


What You Need

· Active E&O insurance · Resident or non resident licenses in FL, TX, and GA

Don’t have all three yet? Apply anyway. If you pass the interview, you’ll receive a conditional offer with exact steps to get licensed — and we reimburse up to $375 based on the licenses you obtain (paid after you’re licensed).

Already licensed in FL/TX/GA? You can start immediately.

· A reliable computer and a wired Ethernet connection


Heads Up – Open Enrollment Is a Sprint

November 1 – January 15 is 50 hours/week across 6 days, with no vacation during the window. Eleven weeks, all in — and worth it.


Ready to Earn? Apply Now.

The earlier you’re set up, the sooner you start earning. Base pay of $24/hour is guaranteed for hours worked. Overtime is paid at $36/hour where state law provides for it; overtime rules vary by state. Commission, bonus, and total season figures are illustrative and based on individual performance.

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