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Datadog Jobs with Medical Insurance in AI

Browse 30 Datadog jobs with Medical Insurance in AI for Oct 2026 with roles open at OneTrust, EliseAI, and Caylent paying $100K to $283K/year. Work as a Staff Software Engineer - Reporting, Data Platform & Observability, Product Operations Manager | Housing, and Security Engineer.

Datadog is required in 16% of Software Engineer jobs postings — the most common role requiring this skill.

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ArgoCD Azure Business Development Representative C++ CI/CD Cadence Customer Success Engineer Datadog Engagement Manager Figma Head of Design HubSpot Infrastructure Engineer Kafka Kotlin NVLink Next.js PCIe Playwright PostgreSQL Ray Security Engineer Solutions Engineer Technical Recruiter Workday vLLM

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

Cities

New York 14 San Francisco 8 London 7

Countries

United States 44 New York 14 California 9 United Kingdom 8 Brazil 7 Canada 6 Texas 6 Germany 6 Illinois 6

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Remote Full Time Internship

C

Senior Cloud Architect

Caylent / Mexico City, Mexico / Staff

Ray AWS Node.js

17D

S

Product Manager, New Product Bet (Principal-level)

Synthesia / London, United Kingdom / Hybrid / Staff

18D

F

Senior Software Engineer: Platform SRE

Flexport / Amsterdam, Netherlands / Senior

Kubernetes Terraform AWS

18D

P

DevOps Engineer- Avon

Pagaya / Tel-Aviv, Israel

Python Kubernetes Terraform

18D

OH

Senior Engineering Manager, Member Experience

Omada Health / United States / Remote / Senior

Python Kubernetes Docker

22D

CA

Senior Systems Engineer

Culture Amp / Melbourne, Australia / Senior

Terraform AWS Datadog

23D

S

Product Manager, Interactive Avatars (Staff/Principal-level)

Synthesia / Seattle, United States / Hybrid / Staff

24D

C

Security Engineer

Caylent / Mexico City, Mexico / Remote

Python Kubernetes Terraform

25D

E

Product Operations Manager | Housing

EliseAI / New York, United States

$150K – $220K 26D

O

Staff Software Engineer - Reporting, Data Platform & Observability

OneTrust / Atlanta, United States / Staff

Python Kubernetes SQL

$140K – $210K 29D

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 Datadog jobs with Medical Insurance in AI?

30 active listings have salaries ranging from $100K to $283K/year.

Which companies are hiring for Datadog jobs with Medical Insurance in AI?

Top companies hiring include OneTrust, EliseAI, and Caylent.

Are there remote Datadog jobs with Medical Insurance in AI?

Yes, 8 of 30 are remote.