Datadog
Large (~6,000)
Samsara
Large (~5,200)
Best For
Datadog
Best for: Engineers who want strong comp and interesting scale challenges in cloud observability
Samsara
Best for: Sales and ops professionals who thrive in a high-growth public company selling real IoT hardware+software to physical industries
Ratings
DatadogSamsara
4.2
4.0
Overall
3.8
3.9
Work-Life Balance
4.3
4.1
Culture & Values
4.4
4.0
Comp & Benefits
3.8
3.8
Senior Mgmt
4.0
3.8
Career Opps
👍 80% Recommend
👤 87% CEO Approval (Olivier Pomel)
👍 80% Recommend
👤 84% CEO Approval (Sanjit Biswas)
Culture Values
Datadog only
⚙️ Engineering-Driven
Samsara only
No unique values
Shared
🚀 Ship Fast & Iterate🌱 Learning & Growth🎯 Direct Product Impact💎 Strong Comp & Equity
Pros & Cons
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
Samsara
- Clear career trajectory with frequent promotions in sales
- Real-world product impact building IoT for physical operations
- Engineers rate WLB at only 2.9/5 despite company average of 3.9
- Remote work used to justify overwork including weekends
Bottom Line
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.
Samsara
Strong sales culture and real-world product impact at massive scale, but engineers report significantly worse WLB than the company average suggests.
Open Roles
Datadog — 464 jobs
💼 Sales / GTM
217
💻 Engineering
125
📋 Product
28
📣 Marketing
16
👤 HR / People
9
🧠 ML / AI
8
🎨 Design
6
⚙️ Operations
6
⚖️ Legal
3
📊 Data
1
💰 Finance
1
Samsara — 403 jobs
💼 Sales / GTM
190
💻 Engineering
54
📋 Product
38
🧠 ML / AI
12
📣 Marketing
10
📊 Data
8
🎧 Support
7
⚙️ Operations
5
👤 HR / People
3
🎨 Design
2
⚖️ Legal
2
Summary
Datadog scores 4.2/5.0 on Glassdoor with a 3.8 work-life balance rating. Samsara scores 4.0/5.0 overall with a 3.9 WLB. That’s a 0.2-point gap on overall satisfaction.
Both companies share these culture values: Ship Fast & Iterate, Learning & Growth, Direct Product Impact, Strong Comp & Equity. Datadog also emphasizes Engineering-Driven.
On the hiring front, Datadog has 464 open roles and Samsara has 403 open roles.