Contentful
Large (~1,000)
OpenAI
Large (~3,500)
Best For
Contentful
Best for: Backend and full-stack engineers who want to work on developer-facing content infrastructure with remote flexibility and an established product used by major brands
OpenAI
Best for: Engineers who want to build frontier AI models at the company defining the industry, with elite compensation
Ratings
ContentfulOpenAI
3.4
4.5
Overall
3.8
3.6
Work-Life Balance
3.5
4.6
Culture & Values
3.4
4.5
Comp & Benefits
3.2
4.3
Senior Mgmt
3.2
4.3
Career Opps
👍 68% Recommend
👤 71% CEO Approval (Jaspar Carmichael-Jack)
👍 90% Recommend
👤 95% CEO Approval (Sam Altman)
Culture Values
Contentful only
🌐 Remote-Friendly
OpenAI only
🚀 Ship Fast & Iterate💎 Strong Comp & Equity
Shared
⚙️ Engineering-Driven🌱 Learning & Growth🎯 Direct Product Impact
Pros & Cons
Contentful
- Flexible remote/hybrid setup with strong distributed team culture
- Talented and humble engineering team with approachable, responsive leadership
- Stagnating product development with competition overtaking in key areas
- Internal promotions are difficult with pay disparities between long-tenured and new hires
OpenAI
- Cutting-edge frontier AI research with world-class colleagues
- Elite compensation — top-tier TC and equity packages
- High-intensity environment — long hours and intense pace are the norm
- Internal politics and rapid org changes as the company scales
Bottom Line
Contentful
Pioneer in headless CMS with genuine remote flexibility, but Glassdoor is below average (3.4, 68% recommend) — reviews mention leadership instability and limited career progression.
OpenAI
High-intensity, mission-driven culture with world-class colleagues and top-tier comp — but expect long hours, rapid org changes, and internal politics as the company scales.
Open Roles
Contentful — 114 jobs
💻 Engineering
56
📋 Product
17
💼 Sales / GTM
13
📊 Data
6
📣 Marketing
4
🧠 ML / AI
2
⚖️ Legal
1
🎧 Support
1
OpenAI — 638 jobs
💻 Engineering
299
💼 Sales / GTM
56
🧠 ML / AI
31
📋 Product
31
📊 Data
28
📣 Marketing
24
⚙️ Operations
17
👤 HR / People
14
🎨 Design
10
⚖️ Legal
10
🎧 Support
5
💰 Finance
3
Summary
Contentful scores 3.4/5.0 on Glassdoor with a 3.8 work-life balance rating. OpenAI scores 4.5/5.0 overall with a 3.6 WLB. That’s a 1.1-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Learning & Growth, Direct Product Impact. Contentful also emphasizes Remote-Friendly. OpenAI also emphasizes Ship Fast & Iterate, Strong Comp & Equity.
On the hiring front, Contentful has 114 open roles and OpenAI has 638 open roles.