Anyscale
Medium (~250)
Datadog
Large (~6,000)
Best For
Anyscale
Best for: Distributed systems and ML infrastructure engineers who want to work on the Ray open-source project and commercial AI infra
Datadog
Best for: Engineers who want strong comp and interesting scale challenges in cloud observability
Ratings
AnyscaleDatadog
4.2
4.2
Overall
3.8
3.8
Work-Life Balance
4.2
4.3
Culture & Values
4.1
4.4
Comp & Benefits
4.0
3.8
Senior Mgmt
4.0
4.0
Career Opps
👍 84% Recommend
👤 87% CEO Approval (Robert Nishihara)
👍 80% Recommend
👤 87% CEO Approval (Olivier Pomel)
Culture Values
Anyscale only
🔓 Open Source🤝 Flat Hierarchy
Datadog only
🌱 Learning & Growth🎯 Direct Product Impact💎 Strong Comp & Equity
Shared
⚙️ Engineering-Driven🚀 Ship Fast & Iterate
Pros & Cons
Anyscale
- Brilliant colleagues from top companies
- Direct impact on AI/ML ecosystem
- Context switching between projects
- Documentation can lag behind development
Datadog
- Excellent compensation and equity — stock has been a genuine wealth builder for early employees
- Strong engineering culture with smart coworkers and interesting technical challenges at scale
- Fast pace can lead to long hours and pressure to deliver, work-life balance varies by team
- Rapid growth has led to organizational growing pains and bureaucracy creeping in
Bottom Line
Anyscale
Choose Anyscale if you want to work on Ray — the dominant compute framework for AI workloads — with strong engineering culture and open-source DNA.
Datadog
Choose Datadog if you want strong comp, interesting scale challenges in observability, and a fast-paced engineering culture — but expect long hours and growing bureaucracy.
Open Roles
Anyscale
No open roles currently listed
Datadog — 422 jobs
💼 Sales / GTM
218
💻 Engineering
83
📋 Product
28
📣 Marketing
12
👤 HR / People
8
🧠 ML / AI
8
🎨 Design
6
⚖️ Legal
3
⚙️ Operations
3
📊 Data
2
💰 Finance
1
Summary
Anyscale scores 4.2/5.0 on Glassdoor with a 3.8 work-life balance rating. Datadog scores 4.2/5.0 overall with a 3.8 WLB. They’re tied on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Ship Fast & Iterate. Anyscale also emphasizes Open Source, Flat Hierarchy. Datadog also emphasizes Learning & Growth, Direct Product Impact, Strong Comp & Equity.
On the hiring front, Anyscale has 0 open roles and Datadog has 422 open roles.