Contentful
Large (~1,000)
Decagon
Small (~210)
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
Decagon
Best for: Builders who want to ship AI customer support agents directly to F500 customers with technical founders deeply involved
Ratings
ContentfulDecagon
3.4
3.9
Overall
3.8
3.7
Work-Life Balance
3.5
3.8
Culture & Values
3.4
3.2
Comp & Benefits
3.2
3.7
Senior Mgmt
3.2
3.7
Career Opps
👍 68% Recommend
👤 71% CEO Approval (Jaspar Carmichael-Jack)
👍 75% Recommend
👤 85% CEO Approval (Jesse Zhang)
Culture Values
Contentful only
🌐 Remote-Friendly🌱 Learning & Growth
Decagon only
🚀 Ship Fast & Iterate💎 Strong Comp & Equity
Shared
⚙️ Engineering-Driven🎯 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
Decagon
- Strong engineering-driven culture with technical founders still deeply involved
- Ship meaningful AI features to enterprise customers every week
- Intense workload and high expectations — not a typical 40-hour week
- SF-centric; most roles expect in-office presence
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.
Decagon
Choose Decagon if you want intense builder energy at a $4.5B Series D AI agents startup with real enterprise revenue — but expect SF office-centric culture and cash comp that trails top AI labs.
Open Roles
Contentful — 111 jobs
💻 Engineering
56
📋 Product
17
💼 Sales / GTM
15
📊 Data
6
📣 Marketing
2
🧠 ML / AI
2
🎨 Design
1
⚖️ Legal
1
🎧 Support
1
Decagon — 95 jobs
💼 Sales / GTM
32
💻 Engineering
25
📋 Product
7
🧠 ML / AI
6
⚙️ Operations
3
⚖️ Legal
2
📣 Marketing
2
📊 Data
1
🎨 Design
1
👤 HR / People
1
Summary
Contentful scores 3.4/5.0 on Glassdoor with a 3.8 work-life balance rating. Decagon scores 3.9/5.0 overall with a 3.7 WLB. That’s a 0.5-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Direct Product Impact. Contentful also emphasizes Remote-Friendly, Learning & Growth. Decagon also emphasizes Ship Fast & Iterate, Strong Comp & Equity.
On the hiring front, Contentful has 111 open roles and Decagon has 95 open roles.