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Remote AI Jobs with Medical Insurance

Browse 379 Remote AI Jobs with Medical Insurance for Aug 2026 with roles open at Clickhouse, xAI, and Reddit paying $11K to $400K/year. Work as a Certification Manager, Director of Product, ClickHouse Cloud, and Engineering Lead, Web Platform.

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🚑 Medical Insurance 🦷 Dental Insurance 🤓 Vision Insurance 💰 401k 💰 401k Matching 💰 Equity 🏖 Unlimited Vacation 🏖 Paid Time Off ⏰ Async 🌎 Distributed Team 🏔 Company Retreats 🏬 Coworking Budget 🖥 Home Office Budget 📚 Learning Budget 💪 Free Gym Membership 🧘 Mental Wellness Budget ✈️ Visa Sponsorship 📦 Relocation 💊 FSA 🏥 HSA

PI

Senior Manager, SaaS Quality Engineering (AI-First SDLC)

Ping Identity / Remote / Senior

AWS MongoDB Redis

$157K – $185K 4D

PI

Senior Staff Site Reliability Engineer

Ping Identity / Remote / Staff

Kubernetes Docker GCP

$170K – $227K 4D

3

Cloud Architect - Networking

3Cloud / United States / Remote / Staff

$122K – $195K 5D

MC

User Researcher, Consumer (Part-Time Contract)

Maven Clinic / Remote

$90/hr – $120/hr 5D

C

Forward Deployed Engineer, Infrastructure Specialist (Singapore)

Cohere / Singapore, Singapore / Remote

Kubernetes GCP AWS

5D

SH

Senior Director, Quality Engineering

Spring Health / Remote / Senior

Cypress Playwright

$230K – $250K 5D

SH

Senior Director, Quality Engineering

Spring Health / San Francisco, United States / Remote / Senior

Cypress Playwright

$230K – $250K 5D

PI

Regional VP, UKI

Ping Identity / Remote

5D

3

Senior Consultant - Technology Transformation Advisory

3Cloud / United States / Remote / Senior

$118K – $166K 5D

GH

Senior Technical Recruiter

Garner Health / Remote / Senior

$150K – $170K 5D

A

Manager, Software Engineering (International)

Affirm / Remote

5D

D

Customer Success Manager

DoorDash / Remote

$75K – $110K 5D

A

Security Engineer

AlertMedia / Remote

5D

A

Staff CIAM Software Engineer

Affirm / Remote / Staff

Python Kubernetes Terraform

$181K – $241K 5D

V

Solutions Engineer, Perth

Verkada / Remote

Python AWS Linux

5D

M

Senior RFP Analyst

Marqeta / Remote / Senior

$88K – $110K 5D

C

Engineering Manager, FDE Agentic Platform

Cohere / New York, NY ; Toronto, CA / Remote

5D

R

Principal UX Engineer, Ads

Reddit / United States / Remote / Staff

$246K – $344K 5D

R

Senior Staff Machine Learning Engineer, Feed Relevance

Reddit / United States / Remote / Staff

$266K – $372K 5D

MC

Maven Clinic / Remote

$62K – $73K 5D

Frequently asked questions

How do I get medical insurance without a job?

You can enroll in an ACA Marketplace plan — losing job-based coverage triggers a 60-day Special Enrollment Period, and income-based subsidies may apply — continue your former employer's plan through COBRA for up to 18 months at full cost, or apply for Medicaid if your income qualifies.

What is the average salary for Remote AI Jobs with Medical Insurance?

379 active listings have salaries ranging from $11K to $400K/year.

Which companies are hiring for Remote AI Jobs with Medical Insurance?

Top companies hiring include Clickhouse, xAI, and Reddit.