Datadog
Large (~6,000)
Glean
Large (~1,475)
Best For
Datadog
Best for: Engineers who want strong comp and interesting scale challenges in cloud observability
Glean
Best for: AI engineers who want to work on enterprise search with ex-Google leadership and don't mind below-market base pay offset by strong equity upside
Ratings
DatadogGlean
4.2
4.2
Overall
3.8
3.8
Work-Life Balance
4.3
4.3
Culture & Values
4.4
4.2
Comp & Benefits
3.8
4.0
Senior Mgmt
4.0
4.0
Career Opps
👍 80% Recommend
👤 87% CEO Approval (Olivier Pomel)
👍 84% Recommend
👤 88% CEO Approval (Arvind Jain)
Culture Values
Datadog only
💎 Strong Comp & Equity
Glean only
🪟 Transparent
Shared
⚙️ Engineering-Driven🚀 Ship Fast & Iterate🌱 Learning & Growth🎯 Direct Product Impact
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
Glean
- World-class AI talent — learn from ex-Google leadership on cutting-edge enterprise search
- Transparent collaborative culture with strong career growth
- Below-market compensation — comp rated only 3.6/5
- Sales org has high churn and toxicity problems in EMEA and US
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.
Glean
Top-tier AI engineering talent and explosive growth, but comp lags peers and the sales org has churn problems — the engineering side is the real draw.
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
Glean — 196 jobs
💼 Sales / GTM
68
💻 Engineering
42
📋 Product
16
📣 Marketing
10
👤 HR / People
8
🧠 ML / AI
6
🎨 Design
5
📊 Data
3
⚙️ Operations
3
Summary
Datadog scores 4.2/5.0 on Glassdoor with a 3.8 work-life balance rating. Glean 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, Learning & Growth, Direct Product Impact. Datadog also emphasizes Strong Comp & Equity. Glean also emphasizes Transparent.
On the hiring front, Datadog has 464 open roles and Glean has 196 open roles.