Datadog
Large (~6,000)
Vast AI
Small (~30)
Best For
Datadog
Best for: Engineers who want strong comp and interesting scale challenges in cloud observability
Vast AI
Best for: Scrappy generalists who want a front-row seat to the AI compute revolution
Ratings
DatadogVast AI
4.2
5.0
Overall
3.8
4.5
Work-Life Balance
4.3
5.0
Culture & Values
4.4
5.0
Comp & Benefits
3.8
5.0
Senior Mgmt
4.0
5.0
Career Opps
👍 80% Recommend
👤 87% CEO Approval (Olivier Pomel)
👍 100% Recommend
👤 100% CEO Approval (Jake Cannell)
Culture Values
Datadog only
🌱 Learning & Growth🎯 Direct Product Impact
Vast AI only
🤝 Flat Hierarchy🧩 Wears Many Hats
Shared
⚙️ Engineering-Driven🚀 Ship Fast & Iterate💎 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
Vast AI
- Front-row seat to the AI compute revolution — demand for GPU cloud is surging
- Strong compensation and generous equity stakes for a bootstrapped startup
- Processes are still being defined — expect ad hoc workflows
- Intense workload — the team explicitly values high output
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.
Vast AI
Choose Vast AI if you want perfect Glassdoor scores and generous equity at a tiny GPU marketplace — but expect startup chaos.
Open Roles
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
Vast AI — 10 jobs
💻 Engineering
6
🧠 ML / AI
2
📊 Data
1
Summary
Datadog scores 4.2/5.0 on Glassdoor with a 3.8 work-life balance rating. Vast AI scores 5.0/5.0 overall with a 4.5 WLB. That’s a 0.8-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Ship Fast & Iterate, Strong Comp & Equity. Datadog also emphasizes Learning & Growth, Direct Product Impact. Vast AI also emphasizes Flat Hierarchy, Wears Many Hats.
On the hiring front, Datadog has 451 open roles and Vast AI has 10 open roles.