Anthropic
Mid (~1,500)
Datadog
Large (~6,000)
Best For
Anthropic
Best for: Safety-minded researchers who want mission-driven work with top-tier comp
Datadog
Best for: Engineers who want strong comp and interesting scale challenges in cloud observability
Ratings
AnthropicDatadog
4.4
4.2
Overall
3.7
3.8
Work-Life Balance
4.5
4.3
Culture & Values
4.8
4.4
Comp & Benefits
4.2
3.8
Senior Mgmt
4.0
4.0
Career Opps
👍 95% Recommend
👤 93% CEO Approval (Dario Amodei)
👍 80% Recommend
👤 87% CEO Approval (Olivier Pomel)
Culture Values
Anthropic only
🤖 Ethical AI / Safety💜 Mission-Driven🤝 Flat Hierarchy
Datadog only
🚀 Ship Fast & Iterate🎯 Direct Product Impact
Shared
🌱 Learning & Growth💎 Strong Comp & Equity⚙️ Engineering-Driven
Pros & Cons
Anthropic
- Mission-driven to the core — the safety focus is genuine and deeply embedded
- Incredible autonomy and ownership, even for mid-level engineers
- High-intensity environment — extended work hours are common during peak periods
- Processes still catching up to hypergrowth; some things feel ad-hoc
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
Anthropic
Choose Anthropic if you want genuine AI safety mission, elite comp, and high autonomy — but expect intense hours.
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
Anthropic — 443 jobs
💻 Engineering
137
💼 Sales / GTM
110
🧠 ML / AI
47
📣 Marketing
24
📋 Product
24
⚙️ Operations
12
⚖️ Legal
11
📊 Data
9
🎧 Support
8
💰 Finance
7
👤 HR / People
5
🎨 Design
3
Datadog — 451 jobs
💼 Sales / GTM
217
💻 Engineering
118
📋 Product
28
📣 Marketing
15
👤 HR / People
8
🧠 ML / AI
8
🎨 Design
7
⚙️ Operations
6
⚖️ Legal
3
📊 Data
1
💰 Finance
1
Summary
Anthropic scores 4.4/5.0 on Glassdoor with a 3.7 work-life balance rating. Datadog scores 4.2/5.0 overall with a 3.8 WLB. That’s a 0.2-point gap on overall satisfaction.
Both companies share these culture values: Learning & Growth, Strong Comp & Equity, Engineering-Driven. Anthropic also emphasizes Ethical AI / Safety, Mission-Driven, Flat Hierarchy. Datadog also emphasizes Ship Fast & Iterate, Direct Product Impact.
On the hiring front, Anthropic has 443 open roles and Datadog has 451 open roles.