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Remote jobs with health insurance

Remote jobs whose ads list medical or health insurance among the benefits. Updated every morning. Today: 10,605 jobs, 898 posted in the last 7 days.

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As of 31 October 2026, Psst lists 10,605 remote jobs with health insurance from 1,933 companies. 832 of them (8%) are entry-level, asking for 2 years of experience or less; 12 say no experience is needed. 80% are open only to people living in the US, and 409 can be done from anywhere. Where the pay is listed, the typical job pays about $152K a year (middle of the advertised range, in US dollars).

10,605remote jobs today
832entry-level (0–2 yrs)
409work from anywhere
$152Ktypical yearly pay (where listed)

Today's remote jobs with health insurance

Entry-level jobs first. Read the company and full ad for free. A Google sign-in is required to continue to the employer. Ghost-risk labels are signals (how long a job has been open, reposts), not proof that a company isn't hiring.

Search all 10,605

Where you can live

LocationJobs
US9,389
Canada1,016
Europe644
Anywhere409
Asia-Pacific147
Latin America110
Africa & Middle East30

Experience asked

LevelJobs
No experience needed12
Up to 1 year217
Up to 2 years375
Entry-level (years not stated)228
Some experience3,146
Senior6,627

About remote jobs with health insurance

$160K a yearTypical pay in the USMiddle half $114K–$204K, from 6,636 US jobs that list pay (middle of each advertised range).
45 daysHow long ads stay openMedian age of today's ads at the source. 3,168 of 10,605 have been open 90 days or more; check those before you spend time on them.
10,605 of 10,605Open to the US, Canada, UK or AustraliaJobs that accept people living there, including jobs open to anywhere.
43%Degree or licence mentionedShare of ads that mention a degree, licence or certification.

Companies hiring the most

Skills and tools asked most

compliance (29%), documentation (24%), saas (21%), onboarding (16%), python (14%), crm (13%), customer success (13%), b2b (12%), salesforce (12%), retention (11%).

How to get one

Apply soon after a job appears: 898 of today's remote jobs with health insurance were posted in the last 7 days. Psst alerts send new ones the morning they appear.

A quick guide

How we check

A job is here only if the ad itself mentions medical or health insurance, or medical, dental and vision cover. Many companies offer it without writing it in the ad, so a missing mention doesn't mean there is none.

Full-time vs contract

Health insurance usually comes with full-time employee (W-2) jobs in the US. Contractors (1099) normally buy their own cover.

Questions

How many remote jobs with health insurance are there today?

On 31 October 2026 Psst found 10,605, 832 of them entry-level and 64 part-time. The list is rebuilt every morning from company career pages.

What kinds of jobs are these?

Today the most common types are tech and engineering (3,050), operations and projects (2,816), sales (2,028).

Where can I live for these jobs?

Most accept people in US (9,389), Canada (1,016), Europe (644). Each job on Psst shows where you can live.

How much do remote jobs with health insurance pay?

In the US, the typical job here advertises about $160K a year (middle of the range, 6,636 jobs with pay listed). Pay depends on seniority and company.

How long do remote jobs with health insurance stay open?

Half of today's ads have been open 45 days or less at the company's career page. Older ads are more likely to be filled or forgotten.

Do I need a paid membership to apply?

No. Read the job for free, then sign in with Google to continue to the employer. A free account is enough.

What does Psst Premium add?

Premium shows every search result with pay and “posted today” filters, and the jobs Psst found today before they go public tomorrow. It includes first-day job email alerts matched to your saved criteria: up to 25 new matches per digest, at most one job email a day when matches are available. Set your preferences and confirm your email to activate them. Premium also helps you prepare for a specific job: review skill gaps, tailor your resume, draft a cover letter and application answers, then track your next step with the Apply Kit. Company Radar emails you new remote jobs from up to 25 companies you follow, and your tracker syncs to every device with “Still open?” and follow-up reminders. All resume designs are included. Plans are $4.99/week, $14.99/month or $79/year, plus applicable tax. The basic resume builder is included with confirmed email alerts.

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