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)

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