Datadog
Large (~6,000)
Granola
Small (~50)
Best For
Datadog
Best for: Engineers who want strong comp and interesting scale challenges in cloud observability
Granola
Best for: Craft-focused generalists who love native macOS development and want to build a consumer-quality AI product people genuinely love
Ratings
DatadogGranola
4.2
4.8
Overall
3.8
4.5
Work-Life Balance
4.3
5.0
Culture & Values
4.4
4.5
Comp & Benefits
3.8
5.0
Senior Mgmt
4.0
4.7
Career Opps
👍 80% Recommend
👤 87% CEO Approval (Olivier Pomel)
👍 100% Recommend
👤 100% CEO Approval (Sam Stephenson)
Culture Values
Datadog only
🌱 Learning & Growth
Granola only
🧩 Wears Many Hats
Shared
⚙️ Engineering-Driven🚀 Ship Fast & Iterate🎯 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
Granola
- Users absolutely love the product — everyone at Granola genuinely cares about quality
- Plenty of opportunities to work on things that make a real difference on a small team
- 5 days in office by default (with flexibility for life circumstances)
- Small team, so things can be busy — you'll wear many hats
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.
Granola
Choose Granola if you want to work on one of the most loved AI products with a small, London-based, in-office team obsessed with craft — but note the 5-days-in-office policy is explicit and non-negotiable.
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
Granola — 16 jobs
💼 Sales / GTM
6
💻 Engineering
4
📣 Marketing
2
🎨 Design
1
👤 HR / People
1
⚖️ Legal
1
⚙️ Operations
1
Summary
Datadog scores 4.2/5.0 on Glassdoor with a 3.8 work-life balance rating. Granola scores 4.8/5.0 overall with a 4.5 WLB. That’s a 0.6-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Ship Fast & Iterate, Direct Product Impact, Strong Comp & Equity. Datadog also emphasizes Learning & Growth. Granola also emphasizes Wears Many Hats.
On the hiring front, Datadog has 422 open roles and Granola has 16 open roles.