Datadog
Large (~6,000)
Webflow
Mid (~800)
Best For
Datadog
Best for: Engineers who want strong comp and interesting scale challenges in cloud observability
Webflow
Best for: Professionals interested in Webflow
Ratings
DatadogWebflow
4.2
3.7
Overall
3.8
4.0
Work-Life Balance
4.3
3.8
Culture & Values
4.4
3.7
Comp & Benefits
3.8
3.5
Senior Mgmt
4.0
3.5
Career Opps
👍 80% Recommend
👤 87% CEO Approval (Olivier Pomel)
👍 74% Recommend
👤 78% CEO Approval (CEO)
Culture Values
Datadog only
🚀 Ship Fast & Iterate💎 Strong Comp & Equity
Webflow only
🌐 Remote-Friendly⚖️ Work-Life Balance
Shared
⚙️ Engineering-Driven🌱 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
Webflow
- Remote-first with genuinely respected work-life balance
- Engineers build a product they're proud of with real user impact
- Leadership changes have shifted culture — communication feels less open
- Onboarding and job security concerns reported by recent hires
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.
Webflow
Webflow — check Glassdoor for detailed reviews.
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
Webflow — 60 jobs
💻 Engineering
21
💼 Sales / GTM
19
🎨 Design
5
📣 Marketing
4
👤 HR / People
3
📋 Product
3
🧠 ML / AI
1
Summary
Datadog scores 4.2/5.0 on Glassdoor with a 3.8 work-life balance rating. Webflow scores 3.7/5.0 overall with a 4.0 WLB. That’s a 0.5-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Learning & Growth, Direct Product Impact. Datadog also emphasizes Ship Fast & Iterate, Strong Comp & Equity. Webflow also emphasizes Remote-Friendly, Work-Life Balance.
On the hiring front, Datadog has 422 open roles and Webflow has 60 open roles.