If you are looking for a work at home job that comes with health insurance, you are not alone. It is honestly one of the most common things people ask about when they start researching remote work!
The good news is that these jobs definitely exist, and there are more of them than most people think. You just have to know where to look and what to look for.
A lot of companies that shifted to remote work during the pandemic never went back to the office, and they kept benefits packages like these intact as well. That means there are real jobs out there with real health coverage, and you could maybe land one sooner than you think.
All jobs have been verified and confirmed OPEN as of 9/8/26. Please understand remote roles fill quickly, so don't get discouraged if the job you want is gone already. I do try to update this list periodically.
Don't forget to sign up right here to start getting my FREE work at home emails! That way, you won't miss any new positions like this as they are available, AND you'll get my free list of 43 non-phone jobs.
Remote Jobs Hiring Now With Health Insurance Benefits
Novig – Customer Experience Specialist (Seasonal). U.S. remote. Full-time, 40 hours weekly; choose Monday–Friday, 9 a.m.–5 p.m. ET, or Thursday–Monday, 6 p.m.–2 a.m. ET, subject to business needs. Assist sports-prediction customers through chat and email and troubleshoot account and transaction problems. No degree or minimum experience is listed; sports-market knowledge or the ability to learn quickly is expected. Benefits include fully paid health-insurance premiums, paid leave, holidays, and 401(k) matching. Pays $25/hour.
Machinify – Document Specialist. U.S. remote. Schedule not disclosed. Route, reconcile, validate, and enter healthcare claims and document data. No degree or minimum experience is listed; healthcare experience is preferred, and Microsoft Office, Adobe Acrobat, and multi-monitor proficiency are expected. Eligible employees receive medical, dental, and vision insurance, PTO, paid holidays, a 401(k) match, tuition assistance, life insurance, disability coverage, and parental leave. Pays $15/hour.
Smith.ai – Virtual Receptionist · United States · Part-time to full-time; minimum 25 hours per week, flexible scheduling including one required Monday shift; 24/7 operation · Answer inbound calls for a variety of businesses, take messages, book appointments, collect payments, screen new clients, and transfer calls. Requires strong typing skills (minimum 40 WPM), a personal desktop or laptop with at least 8GB RAM, a USB headset, and a reliable broadband internet connection; background check required. $15.00 per hour starting rate; $16.00 per hour for fluent English/Spanish bilingual agents. Benefits include paid training and healthcare for agents working 30+ hours weekly.
Instrumentl – Inbound Sales Development Representative. United States. Full-time. Call nonprofits and universities to introduce grant management software, book demos for the sales team, and track prospect details in a CRM. No degree required; looking for early-career candidates or career switchers with strong communication skills and comfort making high-volume outbound calls. On-target earnings $60,000–$75,000 per year. Benefits include fully covered health, dental, and vision insurance, 401k, generous PTO, parental leave, and a home
Looking For More?
If so, FlexJobs is a good way to find them if you create an account and do a search. Their job board isn't free, but I've been a member and found it to be really useful for me because all the job leads fit the following criteria:
- All jobs are either remote or flexible in nature
- Scam-free (all jobs vetted by humans before posting)
- No ads or junk on their site, so you can browse distraction-free
- Hundreds of jobs posted every day across tons of categories
- Respected, long-standing, and truly useful
They let you try them out for 14 days for $2.95. So there is not much risk if you just want to create an account and see if you find anything you may want to apply for.
Anna Thurman is a work at home blogger and mom of two. She has been researching and reviewing remote jobs for over 15 years. Her findings are published weekly here at Real Ways to Earn.