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Remote Christmas Jobs in Wisconsin (NOW HIRING)

Virtual Teacher

Milwaukee, WI · On-site +1

$44K/yr

As a remote-friendly company, Imagine Learning offers flexible work arrangements across the U.S ... a winter shutdown from Christmas Eve through New Year's Day * Paid Time Off * Comprehensive ...

As a remote-friendly company, Imagine Learning offers flexible work arrangements across the U.S ... a winter shutdown from Christmas Eve through New Year's Day * Paid Time Off * Comprehensive ...

Remote Christmas information

See Wisconsin salary details

$17

$21

$24

How much do remote christmas jobs pay per hour?

As of Aug 11, 2026, the average hourly pay for remote christmas in Wisconsin is $21.70, according to ZipRecruiter salary data. Most workers in this role earn between $18.17 and $23.03 per hour, depending on experience, location, and employer.

What is a remote Christmas job?

A Remote Christmas job is a seasonal position that allows individuals to work from home during the holiday season. These jobs can include customer service, virtual gift shopping assistance, seasonal sales, remote administrative support, and content creation related to holiday promotions. They are ideal for those looking to earn extra income while maintaining flexibility during the festive period. Many companies hire temporary remote workers to handle increased demand during Christmas.

What are the key skills and qualifications needed to thrive as a remote Christmas customer service representative, and why are they important?

To thrive as a Remote Customer Service Representative, you need strong communication abilities, problem-solving skills, and typically a high school diploma or equivalent. Familiarity with customer relationship management (CRM) software, live chat platforms, and ticketing systems is often required. Excellent time management, patience, and adaptability are crucial soft skills for providing consistent support from a remote environment. These competencies ensure efficient customer resolution, positive client experiences, and productivity in a virtual workspace.

What are some common challenges faced by remote Christmas customer service representatives, and how can they overcome them?

Remote Christmas customer service representatives often experience high call volumes, tight deadlines for holiday orders, and the need to address emotionally charged inquiries. To overcome these challenges, it's important to stay organized, practice empathy, and use clear communication. Leveraging team chat tools and regularly checking in with supervisors can also help maintain a sense of connection and support, even when working from home.

What is the difference between Remote Christmas vs Remote Customer Service Representative?

AspectRemote ChristmasRemote Customer Service Representative
Required CredentialsNone specific, seasonal experience helpfulHigh school diploma or equivalent, customer service skills
Work EnvironmentRemote, seasonal, often flexible hoursRemote, full-time or part-time, consistent hours
Industry UsageRetail, logistics, seasonal staffingVarious industries including retail, tech, finance
Common Search IntentSeasonal, holiday work opportunitiesYear-round customer support roles

Remote Christmas roles are seasonal, focusing on holiday-related tasks with flexible hours, while Remote Customer Service Representatives work year-round providing ongoing support across industries. Both roles are remote but differ mainly in duration, credentials, and industry focus.

What are the most commonly searched types of Christmas jobs in Wisconsin? The most popular types of Christmas jobs in Wisconsin are:
What are popular job titles related to Remote Christmas jobs in Wisconsin? For Remote Christmas jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Remote Christmas jobs in Wisconsin look for? The top searched job categories for Remote Christmas jobs in Wisconsin are:
What cities in Wisconsin are hiring for Remote Christmas jobs? Cities in Wisconsin with the most Remote Christmas job openings:
Infographic showing various Remote Christmas job openings in Wisconsin as of August 2026, with employment types broken down into 100% Part Time. Highlights an 100% Remote job distribution, with an average salary of $45,142 per year, or $21.7 per hour.

Virtual Teacher

Imagine Learning

Milwaukee, WI • On-site, Remote

$44K/yr

Full-time, Part-time

Medical, Dental, Vision, Life, Retirement, PTO

This job post has expired today. Applications are no longer accepted.


Imagine Learning rating

8.4

Company rating: 8.4 out of 10

Based on 9 frontline employees who took The Breakroom Quiz

78th of 242 rated software companies


Job description


Imagine Learning has a high need for state certified teachers in the following subjects:

  • ID - Electives, World Languages, Core
  • ME: Health, electives
  • FL - Computer Science and Business
  • TN - CTE
  • TX - CTE and Healthcare/Health Sciences
  • MN - World Language
  • CA - Healthcare/Healthcare Science
  • Health Science, Engineering, Criminal Justice, Chinese

***Imagine Learning is accepting applications for year-round Virtual Teachers.  Apply today for consideration!***

Great Purpose. Great People. Great Opportunities.

At Imagine Learning, we Empower Potential - in students, educators, and each other. As the leading provider of digital-first K–12 curriculum solutions, we’re committed to igniting learning breakthroughs that spark curiosity, creativity, and confidence. Every day, our team designs innovative tools that help educators personalize instruction and engage students in meaningful ways. We’re shaping the future of learning through our Curriculum-Informed AI™ approach - technology that understands instructional context, respects educator judgment, and transforms how teachers personalize learning at scale to unlock each student’s potential. Together, we’re reimagining what’s possible and transforming education.

That same spirit of innovation and purpose drives our team culture. At Imagine Learning, you’ll find opportunities for meaningful work, continuous growth, and connection with passionate colleagues who care deeply about making a difference. We celebrate collaboration, embrace change, and believe in lifelong learning - for our students and ourselves.

As a remote-friendly company, Imagine Learning offers flexible work arrangements across the U.S. and internationally. Most of our U.S.-based employees work from home or on a hybrid schedule at one of our office locations in Tempe, AZ (HQ), Austin, TX, Petaluma, CA, Rock Rapids, IA, or Bloomington, MN.

Imagine Your Impact.

As a Virtual Teacher, you will deliver exceptional academic support through our student support model that provides student-centered monitoring, coaching, mentoring, and teaching. Your teaching experience in your specific subject area, along with your proficiency in technology will support your success in this dynamic role. As a Virtual Teacher you are responsible for assisting students academically with concept comprehension synchronously and/or asynchronously via live chat, phone, email, and virtual conferencing technology. You will be grading student assignments and communicating with parents, school administration and clients to ensure student success. 

For more information on what it’s like to work at Imagine Learning, including our culture, benefits, and products, visit us HERE.

To learn more about a typical applicant journey at Imagine Learning, click HERE.

Position Type: We hire regularly both full-time and part-time Virtual Teachers.

Schedule: Our Virtual Teachers work between the hours of 7 a.m. and 7 p.m. local time Monday through Friday, with the opportunity to work year-round.

Compensation: Base pay is anticipated to be between $20.50 and $22.00 per hour, or $44,948 and 45,760 annually. Eligible employees may also receive incentive/commission/annual bonus pay based on individual and/or company performance. Compensation may vary based on factors such as, but not limited to, individual skills, experience, training, education/certifications, geographic location, internal equity, and local market conditions.

Location: In this US-based position your location will be remote.

Benefits: Imagine Learning provides a comprehensive benefits program to eligible employees, including:

Imagine Learning provides a comprehensive benefits program to eligible employees, including

  • 401k plan with a company match
  • Paid holidays
  • Paid sick leave
  • Access to on-demand mental health resources
  • Employee and social media referral bonuses
  • A wide variety of professional development programs
  • Work from home opportunities that foster work/life balance

Full-time and partial full-time employees may also be eligible for:

  • Multiple health, dental, and vision plans, including medical plans with zero employee premiums
  • 16 paid holidays, which include 2 floating holidays and a winter shutdown from Christmas Eve through New Year’s Day
  • Paid Time Off
  • Comprehensive maternity and fertility/family building benefits
  • Paid bonding leave when a new child joins your family
  • Life and short and long-term disability insurance
  • Pre-tax savings plans
  • Paid volunteer time off
  • Tuition reimbursement

Envision Your Experience.

In this role you’ll have the opportunity to:

  • Provide academic guidance and support for students enrolled in online courses.
  • Orient students to their coursework, clearly communicating virtual course participation requirements and enforcing academic integrity guidelines.
  • Augment course content in the form of remediation, modification, and enrichment by choosing and implementing appropriate learning strategies.
  • Prepare for and facilitate synchronous instructional sessions delivered in an online learning platform.
  • Conduct 1 to1 tutoring sessions through web conferencing and virtual white board technologies.
  • Successfully implement accommodations and modifications as required by individual education plans.
  • Successfully complete required department onboarding training.
  • Contribute professional expertise to curriculum support and professional learning communities.
  • Communicate with parents, school administrators, and associated partnering clients as needed.
  • Maintain active educator licenses, clearances, and required credentials.
  • Respond to instructional leadership in a timely manner.
  • Maintain a high degree of professionalism in all interactions.
  • Other duties, as assigned.

Share Your Expertise.

Experience, education, and qualifications essential for success in this role, include:

  • You must have access to a computer, high-speed internet, and phone connection.
  • Teacher certification is a firm requirement.
  • At least 3 years of experience as a teacher.
  • Willingness and ability to obtain additional certifications, upon request
  • Willingness and ability to obtain a fingerprint clearance card within the first two weeks of employment.
  • Technically proficient in Microsoft Outlook, 

What Imagine Learning employees say

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About Imagine Learning

Sourced by ZipRecruiter

At Imagine Learning we ignite learning breakthroughs. It drives everything we do. We innovate together to support educators in creating those special moments when students experience the joy of learning at its best.

Industry

E-learning

Company size

1,001 - 5,000 Employees

Headquarters location

Scottsdale, AZ, US

Year founded

2004