We have curated a list of 5 Legit WFH Job Opportunities To Apply (Starts in May & June) across different fields such as insurance, healthcare and customer service industries. These roles range from entry level to licensed positions
1.Farmers Insurance
Position: Licensed Customer Care Representative
Work Type: Fully Remote
Schedule: Monday to Friday
Training Duration: 2- 3 months (paid)
Application Link: https://jobs.farmersinsurance.com/job/Customer-Care-Representative-ProducerAgent-P&C-License-REQUIRED-FL/1352397057/
Requirements
- Active PNC (Property & Casualty) License
- Customer service experience
Benefits
- Stable company with strong reputation
- Weekends off
- Structured training program
Beginner Tip: If you do not have a license yet consider companies that sponsor licensing such as The Hartford and Liberty Mutual
2.Humana
Position: Dental Inbound Contact Representative
Work Type: Remote (Nationwide limited to Central/Eastern time zones)
Start Date: June 2026
Calls Per Day: ~40
Application Link: https://careers.humana.com/us/en/job/R-412825/Dental-Inbound-Contacts-Representative
Responsibilities
- Handle inbound calls
- Answer benefit questions
- Resolve service issues
Requirements
- Minimum 2 years customer service experience
Benefits
- Training includes camera on sessions (standard in remote work)
- Strong company culture and employee satisfaction
Pro Tip for Applicants: Use keywords like healthcare customer service, inbound call handling and member support in your resume
3.Ottobock
Ottobock specializes in prosthetics and medical technology making it a unique opportunity in the healthcare field
Role: Customer Service Representative I
Work Type: Remote (US based)
Schedule: 8 hour shifts (7:30 AM – 6:00 PM CST range)
Application Link: https://www.ottobock.com/en-us/careers/job-listing/5643-8379
Responsibilities
- Handle customer inquiries
- Process orders and product information
- Assist with medical-related product questions
Requirements
- 2 years of customer-related experience
- High school diploma or associate degree
Pros
- Beginner friendly
- Exposure to healthcare industry
- Strong benefits package
4.Enhabit Home Health and Hospice
They specialize in home health and hospice care
Role: Licensing & Enrollment Specialist
Schedule: 8:00 AM – 5:00 PM CST
Work Type: Remote, Dallas, Texas
Application Link: https://careers.enhabit.com/job/dallas/licensing-and-enrollment-specialist/39891/93496880160
Responsibilities
- Obtain new licenses and enrollments, renewals, staff documentation, and resumes related to licensure
- Maintain communication with state and federal authorities; ensure timely processing of licensure and enrollment filings.
- Complete regulatory research related to notification and filing requirements.
- Provide regular updates to department and senior leadership; regarding status of assigned initiatives and projected completion timeframes.
- Maintain a positive, supportive, and team-centered customer service approach in every interaction.
- Demonstrate qualifications and competencies consistently and reliably.
Requirements
- High school diploma or equivalent
- Experience with organizational forms and required filings, such as articles of incorporation, state registration and doing business as (d/b/a) filings, resolutions, or minutes
- Must have experience with Microsoft office suite, especially Word, Excel and PowerPoint
- Bachelor’s degree or a paralegal professional certification
- Two years of experience in healthcare office functions
5.Jerry
Jerry is a growing insurance company offering flexible remote roles
Position: Customer Service Agent (Remote)
Work Type: Remote (select states)
Compensation: $19 – $21 per hour , Offers Equity
Application Link: https://jobs.ashbyhq.com/Jerry.ai/ee890cef-023b-49bb-b7bc-5c83aada96f4
This role includes flexible scheduling options, with the choice between a 5-day, 8-hour schedule or a 4-day, 10-hour workweek
Responsibilities
- Respond to inbound calls from existing customers
- Process service requests such as adding/removing vehicles and drivers, adding lienholder information, sending policy documents, etc.
- Help customers with questions they have regarding existing insurance policies in relation to coverages or policy benefits or make changes to existing policy
- Work to retain Jerry policyholders by actively finding solutions for customers who are at risk of cancellation
Requirements
- 2+ years of experience working in a call center environment
Unique Benefit: Company pays for your insurance license
Responsibilities
- Scheduling patient appointments
- Assisting with inquiries
- Supporting healthcare teams
Training Requirement
- 2 weeks in person (Tampa/Clearwater)
How to Increase Your Chances of Getting Hired
- Customize Your Resume Every Time based on Job description, Industry keywords and Required skills
- Use ATS Optimized Templates: Most companies use Applicant Tracking Systems. Your resume should include the following relevant keywords, Be properly formatted and Highlight measurable achievements
- Leverage AI Tools to help you Match your resume to job descriptions, Identify missing keywords, Improve clarity and structure
Pro Tips for Remote Job Seekers
- Apply early because many roles fill quickly
- Focus on roles with fewer applicants (location based jobs)
- Be open to training requirements
- Gain basic certifications (especially in insurance or healthcare)



