Remote admin and assistant jobs with health insurance

Remote jobs whose ads list medical or health insurance among the benefits. Updated every morning. Today: 105 jobs, 13 posted in the last 7 days.

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As of 31 October 2026, Psst lists 105 remote admin and assistant jobs with health insurance from 70 companies. 24 of them (23%) are entry-level, asking for 2 years of experience or less; none say outright that no experience is needed. 86% are open only to people living in the US, and 2 can be done from anywhere. Where the pay is listed, the typical job pays about $120K a year (middle of the advertised range, in US dollars).

105remote jobs today
24entry-level (0–2 yrs)
2work from anywhere
$120Ktypical yearly pay (where listed)

Today's remote admin and assistant 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 105

Where you can live

LocationJobs
US97
Canada9
Anywhere2
Europe2
Latin America1
Asia-Pacific1

Experience asked

LevelJobs
No experience needed0
Up to 1 year3
Up to 2 years6
Entry-level (years not stated)15
Some experience40
Senior41

About remote admin and assistant jobs with health insurance

$121K a yearTypical pay in the USMiddle half $75K–$145K, from 68 US jobs that list pay (middle of each advertised range).
28 daysHow long ads stay openMedian age of today's ads at the source. 20 of 105 have been open 90 days or more; check those before you spend time on them.
105 of 105Open to the US, Canada, UK or AustraliaJobs that accept people living there, including jobs open to anywhere.
52%Degree or licence mentionedShare of ads that mention a degree, licence or certification.

Companies hiring the most

Skills and tools asked most

compliance (38%), documentation (32%), scheduling (26%), onboarding (16%), excel (16%), saas (15%), microsoft office (15%), project management (14%), written communication (13%), payroll (11%).

How to get one

Apply soon after a job appears: 13 of today's remote admin and assistant jobs with health insurance were posted in the last 7 days. Psst alerts send new ones the morning they appear.

Questions

How many remote admin and assistant jobs with health insurance are there today?

On 31 October 2026 Psst found 105, collected that morning from company career pages. Every one is open to people in the US, Canada, the UK or Australia.

How much do remote admin and assistant jobs with health insurance pay?

In the US, the typical job here advertises about $121K a year (middle of the range, 68 jobs with pay listed). Pay depends on seniority and company.

How long do remote admin and assistant jobs with health insurance stay open?

Half of today's ads have been open 28 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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