Datadog
Large (~6,000)
Descript
Medium (~250)
Best For
Datadog
Best for: Engineers who want strong comp and interesting scale challenges in cloud observability
Descript
Best for: Product-focused engineers and designers who want to work on AI-powered audio and video editing tools loved by millions of creators
Ratings
DatadogDescript
4.2
3.9
Overall
3.8
3.8
Work-Life Balance
4.3
4.0
Culture & Values
4.4
3.7
Comp & Benefits
3.8
3.7
Senior Mgmt
4.0
3.6
Career Opps
👍 80% Recommend
👤 87% CEO Approval (Olivier Pomel)
👍 75% Recommend
👤 82% CEO Approval (Andrew Mason)
Culture Values
Datadog only
🌱 Learning & Growth🎯 Direct Product Impact💎 Strong Comp & Equity
Descript only
🤝 Flat Hierarchy🧩 Wears Many Hats🌐 Remote-Friendly
Shared
⚙️ Engineering-Driven🚀 Ship Fast & Iterate
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
Descript
- Talented and collaborative team
- Remote-friendly with great async culture
- Direction can change quickly
- Some roles stretch thin across projects
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.
Descript
Choose Descript if you want to ship polished creator tools at a small SF-based AI company with a 3.9 Glassdoor and strong product DNA — but expect fast pace and evolving org structure.
Open Roles
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
Descript — 24 jobs
💻 Engineering
8
💼 Sales / GTM
5
📋 Product
3
📊 Data
1
🎨 Design
1
💰 Finance
1
⚖️ Legal
1
Summary
Datadog scores 4.2/5.0 on Glassdoor with a 3.8 work-life balance rating. Descript scores 3.9/5.0 overall with a 3.8 WLB. That’s a 0.3-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Ship Fast & Iterate. Datadog also emphasizes Learning & Growth, Direct Product Impact, Strong Comp & Equity. Descript also emphasizes Flat Hierarchy, Wears Many Hats, Remote-Friendly.
On the hiring front, Datadog has 422 open roles and Descript has 24 open roles.