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Remote Insurance Instructor Jobs in Chicago, IL (NOW HIRING)

COURSE DESIGN SUPPORT SPECIALIST

Chicago, IL · On-site +1

$27.88 - $28.85/hr

... instructor led training to computer-based training with an emphasis on remote learners preferred ... Benefits 401(k) and Employer Match Medical insurance HSA/FSA Dental insurance Vision insurance Life ...

Regional Maintenance Manager

Chicago, IL · On-site +1

$95K - $100K/yr

EPA proctor or Certified Pool Instructor preferred Qualifications Physical Requirements: * May be ... This is a remote role, requiring significant travel across Illinois and other surrounding states

Remote Insurance Instructor information

What does a Remote Insurance Instructor do?

A Remote Insurance Instructor is a professional who teaches insurance-related courses and training sessions online. They develop lesson plans, deliver virtual lectures, and assess student progress in topics like insurance policies, regulations, and industry best practices. Remote Insurance Instructors may work for educational institutions, insurance companies, or training organizations, offering flexibility for both instructors and learners. Their role is essential in helping individuals gain the knowledge required for insurance certifications or career advancement in the industry.

What are the key skills and qualifications needed to thrive as a Remote Insurance Instructor, and why are they important?

To thrive as a Remote Insurance Instructor, you need in-depth knowledge of insurance concepts, teaching experience, and relevant industry certifications such as a state insurance license. Familiarity with virtual learning platforms, webinar software, and digital course management systems is essential. Strong communication, adaptability, and the ability to engage and motivate remote learners are key soft skills. These competencies ensure effective instruction, regulatory compliance, and a positive learning experience for students in a remote environment.

How much do remote insurance jobs pay?

Remote insurance instructor jobs typically pay between $50,000 and $80,000 annually, depending on experience, certifications, and the employer. Salaries can vary based on the level of expertise, geographic location of the company, and whether the role involves training or curriculum development.

Are remote insurance jobs legit?

Remote insurance instructor jobs are legitimate positions that involve teaching insurance concepts online, often requiring industry certifications and strong communication skills. As with any remote role, it is important to verify the employer's credibility and avoid scams by researching the company and avoiding upfront payment requests.

How can I make 2000 a week working from home?

A remote insurance instructor can potentially earn $2,000 or more weekly by delivering multiple training sessions, creating online courses, or offering private coaching, especially with specialized knowledge and certifications. Building a reputation, leveraging online platforms, and expanding your client base can increase earning potential in this field.

What are some common challenges faced by remote insurance instructors, and how can they be addressed?

Remote insurance instructors often encounter challenges such as engaging students in a virtual setting, managing diverse learning styles, and staying updated with evolving insurance regulations. To address these, instructors can leverage interactive teaching tools, provide regular feedback, and participate in ongoing professional development. Building a strong virtual classroom community and collaborating with colleagues for best practices also helps ensure effective learning outcomes and professional growth.

What insurance companies allow remote work?

Many insurance companies, including large firms like State Farm, Allstate, and Progressive, offer remote work opportunities for roles such as insurance instructors. These positions often require strong communication skills, industry knowledge, and sometimes specific certifications, with remote options available for training, customer support, and administrative tasks.

What is the difference between Remote Insurance Instructor vs Remote Insurance Agent?

AspectRemote Insurance InstructorRemote Insurance Agent
Required CredentialsInsurance instructor certification, industry knowledgeInsurance license, sales certification
Work EnvironmentOnline teaching, training sessionsCustomer service, sales calls, client meetings
Employer & Industry UsageEducational institutions, training companiesInsurance companies, brokerages
Common Search & ComparisonTraining, education, certificationSales, policy selling, client support

Remote Insurance Instructors focus on educating and training insurance professionals online, requiring teaching credentials and industry expertise. In contrast, Remote Insurance Agents primarily sell insurance policies remotely, needing sales licenses and client interaction skills. Both roles operate within the insurance industry but serve different functions—training versus sales.

What are the most commonly searched types of Insurance Instructor jobs in Chicago, IL? The most popular types of Insurance Instructor jobs in Chicago, IL are:
Infographic showing various Remote Insurance Instructor job openings in Chicago, IL as of July 2026, with employment types broken down into 67% Full Time, and 33% Part Time. Highlights an 100% Remote job distribution.
Specialist, Learning And Development - Training Operations - National Office (remote)

Specialist, Learning And Development - Training Operations - National Office (remote)

YMCA

Chicago, IL • On-site, Remote

$61K - $73K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 6 days ago


YMCA rating

6.1

Company rating: 6.1 out of 10

Based on 1,981 frontline employees who took The Breakroom Quiz

503rd of 707 rated non-profit organizations


Job description

YMCA of the USA (Y-USA) is the national resource office for YMCAs throughout the United States.
Job Description
The Specialist, Learning & Development - Training Operations is responsible for coordinating and executing the administrative, logistical, and operational processes that support YUSA's training and learning delivery system. This role ensures accurate scheduling support, registration processing, refunds, reimbursements, and event related administration in partnership with Learning Centers and internal YUSA teams. The Specialist plays a key role in maintaining reliable back office operations, supporting trainer and faculty coordination, and ensuring training activities are implemented consistently and efficiently. Operating within established processes and governance, this role helps enable high quality learning experiences across the YMCA network. This role ensures accurate scheduling support, registration processing, refunds, reimbursements, and event-related administration in partnership with Learning Centers and internal Y-USA teams. The Specialist plays a key role in maintaining reliable back-office operations, supporting trainer and faculty coordination, and ensuring training activities are implemented consistently and efficiently. Operating within established processes and governance, this role helps enable high-quality learning experiences across the YMCA network.
The Learning & Development (L&D) team drives organizational capability by designing and delivering learning experiences that build skills, strengthen leadership, and support career growth. We partner closely with business leaders to understand talent needs and develop programs that improve performance, engagement, and readiness for the future. Our work spans training strategy, instructional design, program management, facilitation, technology-enabled learning, and continuous improvement of our talent development ecosystem.
YMCA of the USA (Y-USA) embraces a remote-first working environment which means most employees work remotely from a home office within the continental United States.
We offer a full benefits package including medical, dental, vision, defined benefit plan (retirement savings), defined contribution plan (403(b) plan, life and disability insurances, technology stipend, and generous paid time off, all in a work from anywhere within the continental U.S. workplace.
Qualifications
A successful candidate will possess a majority of the following professional attributes and competencies:
  • Bachelor's degree required in a relevant field such as Business, or related disciplines required.
  • 2-4 years of experience required.
  • Intermediate functional skills.
  • Some industry knowledge and experience.
  • Routine and advanced functional tasks.
  • Internal and external communication.

Essential Functions
  • Support training coordination and operational execution by managing administrative workflows related to course scheduling support, trainer and faculty communications, and training logistics in alignment with approved plans and defined governance standards.
  • Process registrations, payments, refunds, and reimbursements accurately and on time, partnering with finance, registration, and internal systems teams to ensure compliance with established policies and procedures.
  • Coordinate back office training operations including data entry, documentation, communications, and record maintenance to support accurate reporting and smooth delivery of learning activities.
  • Provide logistical and administrative support for national training events, including contract request coordination, travel and lodging support, materials fulfillment, registration monitoring, and post event processing.
  • Support instructor, trainer and faculty certification administration by assisting with application processing, tracking required retraining, maintaining records, and communicating routine status updates to trainers, faculty, and stakeholders.
  • Collaborate with Learning Centers and internal Y-USA partners to ensure accurate information flow, timely processing, and consistent service delivery across training operations.
  • Identify opportunities to improve efficiency and consistency within established training operations, processes, recommending enhancements while operating within defined standards and governance.
  • Provide general administrative and operational support to the Learning Centers function, including meeting coordination, scheduling, and other routine support activities as needed.

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