Cloudflare outage - Special edition
Azure Architect Tip of the Day
Your application's biggest vulnerability isn't in your code—it's in the services you've stopped worrying about.
What Happened Yesterday
Cloudflare experienced a 6-hour outage that took down millions of websites globally. Here's what makes this interesting for architects:
The root cause wasn't a cyberattack or infrastructure failure. It was a database permission change that doubled the size of a configuration file, which then exceeded a hard-coded limit in their proxy software.
Result: Global cascading failure across 330+ edge locations.
The lesson? Even robust platforms with 99.99% uptime guarantees can fail in unexpected ways.
Why This Affects You
If you're using Cloudflare (or any CDN/security layer) in front of your Azure applications, yesterday's outage meant:
Your perfectly healthy Azure App Services were unreachable
Your auto-scaling and redundancy didn't matter
Your multi-region deployment couldn't help
Users saw error pages for 6 hours
The invisible layer became a single point of failure.
Three Questions to Ask This Week
1. "Can users reach our application if [Service X] completely fails?"
Replace [Service X] with:
Your CDN provider
Your DNS provider
Your authentication service
Your API gateway
If the answer is "no" for any of these, you've found a single point of failure.
2. "How long would it take us to route around a failed service?"
Options typically include:
Automatic (seconds to minutes) - requires pre-configured failover
Manual (30 minutes to 2 hours) - requires runbooks and testing
Rebuild (hours to days) - means you haven't planned for this
3. "Would we even know if this service failed?"
Critical: Your monitoring must be independent from the services being monitored.
Cloudflare couldn't access their own dashboard during the outage because the login system depended on the failing infrastructure. Don't let this happen to you.
Remember
The Cloudflare outage happened despite:
World-class engineering team
Sophisticated monitoring
Gradual rollout processes
99.99% uptime track record
Your systems will fail too. Plan accordingly.
The goal isn't to prevent all failures—that's impossible. The goal is to ensure failures don't become catastrophes.
Good-Reads
Cloudflare Outage Explained: The What, Why, and Key Lessons for Modern Architects
Every once in a while, the internet gives us a reminder: beneath all the glossy interfaces and polished apps lies a delicate mesh of interconnected systems. On most days, these systems work smoothly, quietly enabling the world’s digital ambitions. But occasionally, one key layer fails - and suddenly half the world is staring at error pages.
That’s what happened during yesterday’s Cloudflare outage.
This incident sparked global disruption and renewed the same question many architects quietly ask themselves: How much of our architecture depends on Cloudflare, and what would happen if it fails again?
Let’s unpack that question properly - starting with the basics.
Understanding Cloudflare's Architecture
What is Cloudflare
The easiest way to explain Cloudflare is this:
Cloudflare is an edge platform, a global layer that sits between your users and your applications. It improves performance, protects against attacks, and keeps traffic flowing even when your origin systems are under pressure.
The Cloudflare Service Layer
Cloudflare has evolved from a simple CDN into a comprehensive edge platform that provides multiple critical services:

Key Cloudflare Components
Key Components:
CDN: Caches static assets (images, CSS, JavaScript) globally
Security: WAF rules, DDoS protection (multi-terabit capacity), bot detection
Core Proxy (FL/FL2): Routes and processes all traffic through the network
Workers/KV: Serverless functions and key-value storage at the edge
Access: Identity-aware proxy for Zero Trust security
Why Organizations Depend on Cloudflare
Performance Optimization: By caching content at 330+ edge locations, Cloudflare reduces latency and offloads traffic from Azure origins. For a globally distributed application, this can reduce response times from 500ms to under 50ms.
Cost Efficiency: Cloudflare Pro at USD 20/month per zone includes unlimited bandwidth.
Security at Scale: Cloudflare's DDoS protection handles attacks up to 15+ Tbps.
Multi-Cloud Flexibility: Cloudflare sits vendor-neutral, allowing routing across Azure, AWS, on-premises, or hybrid configurations through a single control plane.
The November 18 Outage:
Easy Explanation (Want technical deep dive, read next section)
Cloudflare published a detailed post-mortem that’s worth reading, but here’s a simplified explanation.
1. A configuration change led to a file becoming unexpectedly large
A permissions change to an internal database caused Cloudflare’s bot-management system to generate a much larger “feature file” than intended.
2. This file propagated globally across Cloudflare’s network
Cloudflare edge nodes began receiving the oversized file.
3. Cloudflare’s traffic-handling software wasn’t built for that file size
The software expected a fixed upper limit. The file broke that assumption. Processes began to crash.
4. When edge nodes misbehaved, traffic broke
Since Cloudflare sits in front of thousands of services, everything behind it suffered:
ChatGPT, X, e-commerce sites, gaming services, SaaS platforms, even outage trackers themselves.
Chaos at the edge quickly becomes chaos everywhere.
5. Cloudflare engineers rolled back the change and replaced the file
Once the source of the issue was corrected, edge nodes recovered, and global traffic slowly normalised.
Technical Deep Dive
The outage began at 11:20 UTC and lasted until 17:06 UTC, with core services restored by 14:30 UTC. Let's examine the technical failure chain.
The Root Cause: A Permission Change Gone Wrong
Cloudflare uses ClickHouse (a columnar database) to generate configuration files for its Bot Management system. These files are distributed to edge servers every 5 minutes to keep bot detection models current.

The Failure Cascade Explained
Step 1: Database Schema Change (11:05 UTC)
Cloudflare modified ClickHouse permissions to improve security. The database has two schemas:
default: Distributed tables (what users normally see)r0: Underlying shard tables (where data actually lives)
The change made r0 tables visible to improve query authorization.
Step 2: Query Behavior Changed (11:05-11:28 UTC)
The Bot Management config generator runs this query:
SELECT name, type
FROM system.columns
WHERE table = 'http_requests_features'
ORDER BY name;Before the change: Returns 60 rows (from default database only) After the change: Returns 120+ rows (from both default and r0)
The query doesn't filter by database name, so it now returned duplicate column metadata.
Step 3: Feature File Distribution (11:28 UTC)
The doubled feature file (120+ features vs expected 60) was automatically distributed to all 330+ edge locations globally. Distribution happens every 5 minutes and propagates rapidly.
Step 4: Hard Limit Exceeded
The FL2 proxy (written in Rust) has a pre-allocated memory limit:
const MAX_FEATURES: usize = 200;
if features.len() > MAX_FEATURES {
panic!("Feature count exceeds limit");
}The limit exists for performance optimization (pre-allocating memory). When the 120+ feature file arrived, validation logic detected issues and the proxy panicked, crashing the entire traffic processing pipeline.
Step 5: Cascading Service Failures

The core proxy failure cascaded to:
Workers KV: Depends on the proxy for request routing
Cloudflare Access: Authentication flows through the proxy
Dashboard: Required Turnstile (which failed) for login
All customer traffic: Returned 500 errors globally
Why Diagnosis Was Challenging
Intermittent Failures: The ClickHouse cluster was being updated gradually. Some nodes generated good files, others bad files. Every 5 minutes, the system alternated between working and failing, mimicking a DDoS attack pattern.
Misleading Symptoms: Cloudflare's status page (hosted externally) coincidentally went down, suggesting a coordinated attack rather than internal misconfiguration.
Behavioral Differences: FL2 (new proxy) showed 500 errors while FL (legacy proxy) silently failed by setting all bot scores to zero, creating confusion about the scope and nature of the issue.
Architectural Lessons for Azure Deployments
This incident provides critical insights for building resilient systems on Azure.
1. Map Your True Dependency Graph
Most architects underestimate the depth of their dependencies on edge providers.
What you perceive your architecture is:

What your actual architecture is:

Action Items:
Document every hop between users and Azure resources
Identify which services share infrastructure (Workers KV and Access both failed because they depend on the core proxy)
Map authentication flows separately—they're often the most fragile
2. Implement Multi-Layered Failover
Don't rely on a single vendor for critical path services. Design active-passive or active-active failover patterns.

Implementation Strategy:
Primary Path: Traffic → Azure Traffic Manager → Cloudflare → Azure App Gateway → App Service
Failover Path: Traffic → Azure Traffic Manager → Azure Front Door → Azure App Gateway → App Service
3. Monitor from Outside Your Stack
Cloudflare couldn't access its own dashboard during the outage because authentication depended on the failing infrastructure.
Essential monitoring:
Azure Monitor availability tests from multiple global locations
Third-party monitoring services (USD 30-50/month)
Multiple alerting channels (email, SMS, Teams)
4. Design for Graceful Degradation
Applications should continue functioning, even with reduced features, when dependencies fail.
Example: If your CDN fails, can users still access content directly from Azure (slower, but functional)? If authentication is unavailable, can the application serve cached or public content?
5. Have Emergency Access Plans
Ensure your team can manage Azure resources even if your primary access methods fail:
Configure Azure CLI and PowerShell for emergency access
Maintain offline runbooks (actual documents, not just wiki pages)
Set up break-glass accounts with Privileged Identity Management
Don't depend on your own infrastructure for admin access
6. Validate Configuration Changes
Cloudflare's issue started with a configuration change that wasn't properly validated.
Best practices:
Use Infrastructure as Code (Terraform, Bicep) with validation rules
Require approval for infrastructure changes (Implement Doer-checker strategy)
Test changes in staging environments first
Implement gradual rollouts with automatic rollback on errors
7. Multi-Cloud Isn't Always the Answer
Some organisations maintain multi-cloud architectures thinking they avoid vendor lock-in. But if Cloudflare sits in front of everything, both Azure and AWS become equally unavailable during a Cloudflare outage.
True resilience requires diversity at every layer, which significantly increases complexity and cost.
8. Calculate Your Acceptable Downtime
The key question: What does six hours of downtime cost your organisation?
If a 6-hour outage costs USD 100,000 in lost revenue, spending USD 500/month (USD 6,000/year) for additional resilience is clearly justified. If it costs USD 5,000, the calculation changes.
Final Thoughts
The Cloudflare outage is a timely reminder that resilience isn’t only about what we build—it’s also about the services we depend on quietly in the background. Some of the most important parts of an architecture are the ones we barely notice until they stop working.
Third-party platforms like Cloudflare offer tremendous value, but they also introduce dependencies that need to be understood, not assumed. Even well-engineered systems can fail, sometimes in unexpected ways, and yesterday made that very clear.
Eliminating risk entirely isn’t realistic, and trying to do so would be astronomically expensive. The real objective is to understand where your vulnerabilities lie, make conscious design decisions, and ensure the system bends under stress instead of breaking.
If there’s one takeaway, it’s this:
Design for failure. Test the ugly scenarios. Monitor the entire chain—not just your own stack. And always keep a fallback path ready.
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