Cases7 cases

1 to 5 of 7

1. IL-0405 An expired AWS Load Balancer Controller webhook certificate left no healthy targets and took BSEE SaaS down

   PortSwigger2026

   Symptoms

   From 10:00 UTC on 11 January 2026 every BSEE SaaS instance in PortSwigger's US and Canada regions was unavailable: customers could not open the Web UI or start scans. The platform team learned of it only when customers reported it through support at 09:52 UTC the next day.

   Service outageTLS certificate errors

   Trigger

   The upgrade of the AWS Load Balancer Controller from v1.14.1 to v1.16.0 on 28 November 2025 left an orphaned webhook TLS secret that cert-manager could not renew, and the certificate in it expired on 8 January 2026.

   Root cause

   Breaking change in an upgrade

   Component

   Ingress controllerAdmission webhookcert-managerHelmConfigMaps and SecretsCloud load balancer

   Contributing factor

   Change with a delayed effectMonitoring blind spot

   Detection

   Customers reported the outage through support at 09:52 UTC on 12 January 2026, almost 24 hours after impact began, and the platform team began investigating at 10:00 UTC.

   Remediation

   • Deleted the orphaned aws-load-balancer-tls secrets in the US and Canada clusters
   • Redeployed the AWS Load Balancer Controller configuration with Helm
   • Verified that new certificates were generated and the webhooks worked again

   Action items

   • Audit all clusters for orphaned secrets that have no owning Certificate resource and resolve them
   • Add high-level application access alerting for each SaaS cluster from an external probe

   View case
2. IL-0060 Kubernetes 1.24 upgrade removed the master node label that Calico route reflectors selected on, dropping all pod routes and taking Reddit down for 314 minutes

   Reddit2023

   Symptoms

   About two minutes after an engineer started the Kubernetes 1.23 to 1.24 upgrade of the cluster running Reddit's legacy stack, just after 19:00 UTC, the site stopped. The CDN edge request graph, which is kept separate from the cluster, showed traffic by status collapsing. Users saw the error page, a homepage with no posts, or plain errors.

   Service outageHigh error rateDNS resolution failuresMonitoring outagePods stuck in ContainerCreatingControl plane lag

   Trigger

   An in-place upgrade of the legacy cluster from Kubernetes 1.23 to 1.24; in 1.24 the node-role.kubernetes.io/master label is removed even from running clusters.

   Root cause

   Breaking change in an upgrade

   Component

   CalicoKubernetes API serverAdmission webhooketcd

   Contributing factor

   Configuration not in codeUnrepresentative stagingUntested backupMonitoring blind spotSingle point of failure

   Detection

   The site broke about two minutes into the upgrade; an incident was opened immediately and responders were on the call within three minutes, working from CDN edge graphs because the cluster's own metrics were gone.

   Remediation

   • deleted the Open Policy Agent webhook configurations to stop API server timeouts
   • terminated all worker nodes of the cluster
   • restored the control plane from the pre-upgrade backup onto the first control plane node
   • switched off the cluster autoscaler until the control plane was stable
   • generated new TLS certificates so replacement control plane nodes could join etcd
   • brought traffic back in steps from 1% to 100%
   • restarted legacy services that had been stopped by hand

   Action items

   • Codify cluster configuration so every choice has a record, and document in detail what cannot be codified
   • Standardise components across clusters and replace bespoke configurations
   • Build tooling to manage the lifecycle of whole clusters so they can be recreated or replicated
   • Add pre-production clusters that can be tested with confidence
   • Improve the backup restore process and make cluster upgrades safe

   Lessons

   Configuration that exists only in a live cluster, edited by hand through a special tool, can be forgotten, as the route reflector setup was, and then break on an upgrade nobody connects it to. A Kubernetes upgrade cannot be reverted without a restore, so the restore procedure has to be kept current and practised. Consistent, codified clusters are what make upgrades testable; bespoke clusters keep producing outages.

   View case
3. IL-0107 Kyverno stuck in a crash loop behind a webhook with failurePolicy fail blocked every change to Kubernetes Service objects for 88 minutes

   DFDS2022

   Symptoms

   At 11:38 UTC on 3 August 2022 an end-user team told the platform team that applying a Service resource to one of the Kubernetes clusters failed.

   Deploys failingContainer crash loop

   Trigger

   A certificate chain in a third-party application expired, through no action of DFDS, and the outdated Kyverno installation got stuck in a crash loop.

   Root cause

   Certificate or credential expiry

   Component

   Policy engineAdmission webhook

   Contributing factor

   Deferred upgradesUnreviewed defaultsMonitoring blind spotIgnored early signal

   Detection

   An end-user team alerted the platform team at 11:38 UTC that applying a Service resource failed; the platform team started looking into it at 11:50 UTC.

   Remediation

   • reproduced the issue in a sandbox cluster and deployed the fix there first
   • updated Kyverno to a newer Helm chart version in the affected production cluster

   Action items

   • Implement monitoring on Kyverno
   • Create internal documentation on the Kyverno setup
   • Investigate the exact certificate issue in the third-party application
   • Consider changing the failurePolicy on ClusterPolicy resources going forward

   Lessons

   Operational issues should be added to the 'Ops Day to Day' board from the start.

   View case
4. IL-0522 An ingress-nginx chart upgrade deleted the jenkins.io Ingress and Fastly served HTTP/503 errors for hours

   Jenkins project2021

   Symptoms

   At 11:32 UTC on 18 November 2021, a user reported in the jenkinsci/jenkins Gitter channel that https://www.jenkins.io/doc/pipeline/steps/ was answering HTTP/503 errors with the message "Guru meditation" from Fastly's varnish.

   Service outageResources deleted

   Trigger

   The ingress-nginx Helm chart was upgraded from 4.0.6 to 4.0.8 at 10:42 UTC, and the new chart added an admission webhook rule that forbids Nginx configuration blocks in Ingress annotations.

   Root cause

   Breaking change in an upgrade

   Component

   Ingress controllerAdmission webhookHelmCDN and edge network

   Contributing factor

   Unverified assumptionCache-masked failureMonitoring blind spotHarmful manual action

   Detection

   A user reported in the jenkinsci/jenkins Gitter channel at 11:32 UTC that a jenkins.io page answered HTTP/503 errors, and status.jenkins.io reported the incident at 11:49 UTC.

   Remediation

   • Disabled the automated systems, rolled the ingress-nginx chart back to 4.0.6 and deleted the admission webhook by hand
   • Removed the forbidden annotations from the jenkins.io configuration
   • Upgraded the jenkins.io Helm chart to the last version known to work with ingress-nginx 4.0.8
   • Redeployed the jenkins.io Helm chart through the automated system and told Fastly to drop all cached pages

   Action items

   • Always read the changelog in depth when updating the ingress controllers, with two people pairing in real time
   • Add custom Datadog monitoring for www.origin.jenkins.io so that such an outage is detected
   • Make the monitor send the Host header www.jenkins.io so it is not redirected to Fastly
   • Check a set of pages, such as the pipeline steps page, not only the front page
   • Consider an ephemeral k3s end-to-end test before deploying to production

   Lessons

   Trusting a patch version of a Helm chart for the Ingress controller without reading its changelog in depth let a new admission rule remove the jenkins.io Ingress in production. Without monitoring on origin.jenkins.io, a user found the outage. A complete staging cluster with the same DNS setup would have caught the problem before production.

   View case
5. IL-0032 Mutating admission controller generated broken JSON patches, silently blocking deploys for a week until a production service ran down to two pods

   Airbnb2020

   Symptoms

   A production service at Airbnb showed a high error rate and could not be deployed. The deploy failed with a cryptic Kubernetes error about being unable to access invalid index 5.

   High error rateThroughput degradationDeploys failing

   Trigger

   A change to the mutating admission controller, which had been rolled out within the previous month, had gone in seven days before the incident surfaced; when it had to delete two items from an array in a spec, it generated an invalid JSON patch that removed index 2 and then index 3.

   Root cause

   Software defect

   Component

   Admission webhookHorizontal pod autoscaler

   Contributing factor

   Change with a delayed effectMonitoring blind spotIgnored early signal

   Detection

   The affected service reported a high error rate and its deploy failed; the slow degradation of other services over the previous seven days had gone unnoticed.

   Remediation

   • deleted the mutating admission controller from the affected cluster

   Action items

   • Create alerts from the existing metrics that would have shown the problem earlier

   Lessons

   Keep in mind that a mutating admission controller exists in the cluster; a recently added one is easy to forget during an incident. Search for the exact error message early instead of working on the visible symptoms. Page a teammate when progress stalls.

   View case

By root cause4