docs: Phase 2 mechanical file moves to subdirectory structure

Pure git mv operations; no content edits. Internal links remain pointing
at old paths and will be fixed in Phase 11. Per the Phase 1 audit
recommendations at cowork/docs-overhaul-phase-1-audit-2026-05-04/.

35 files moved across 8 audience-organized subdirectories:

  docs/getting-started/ (5):
    quickstart.md, concepts.md, examples.md, advanced-demo.md (was
    demo-advanced.md), why-certctl.md

  docs/reference/ (6):
    architecture.md, api.md (was openapi.md), mcp.md,
    intermediate-ca-hierarchy.md, deployment-model.md (was
    deployment-atomicity.md), vendor-matrix.md (was
    deployment-vendor-matrix.md)

  docs/reference/protocols/ (6):
    acme-server.md, acme-server-threat-model.md, scep-intune.md,
    est.md, crl-ocsp.md, async-ca-polling.md (was async-polling.md)

  docs/operator/ (4):
    security.md, tls.md, database-tls.md, approval-workflow.md

  docs/operator/runbooks/ (3):
    cloud-targets.md (was runbook-cloud-targets.md), expiry-alerts.md
    (was runbook-expiry-alerts.md), disaster-recovery.md

  docs/migration/ (3):
    from-certbot.md (was migrate-from-certbot.md), from-acmesh.md
    (was migrate-from-acmesh.md), cert-manager-coexistence.md (was
    certctl-for-cert-manager-users.md)

  docs/compliance/ (4):
    index.md (was compliance.md), soc2.md (was compliance-soc2.md),
    pci-dss.md (was compliance-pci-dss.md), nist-sp-800-57.md (was
    compliance-nist.md)

  docs/contributor/ (4):
    testing-strategy.md, test-environment.md (was test-env.md),
    ci-pipeline.md, qa-test-suite.md (was qa-test-guide.md)

Deferred to later Phase 2 sub-phases:
  - connectors.md split (Phase 4): docs/connectors.md +
    docs/connector-{apache,f5,iis,k8s,nginx}.md still at top level
  - testing-guide.md prune (Phase 5): docs/testing-guide.md still
    at top level
  - features.md disperse (Phase 6): docs/features.md still at top
    level
  - legacy-est-scep.md split (Phase 7): docs/legacy-est-scep.md
    still at top level
  - ACME walkthrough re-homing (Phase 8): three
    docs/acme-*-walkthrough.md still at top level
  - Upgrade docs archive (Phase 3): two docs/upgrade-*.md still
    at top level

Cross-reference updates (Phase 11) will happen after all moves and
content edits land. Internal links to docs/* paths are temporarily
broken until that phase completes.
This commit is contained in:
shankar0123
2026-05-05 02:49:28 +00:00
parent f347811cfb
commit b375df767e
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# Issuance approval workflow
certctl can gate certificate issuance + renewal on a per-profile, two-person-integrity check. Compliance customers (PCI-DSS Level 1, FedRAMP Moderate / High, SOC 2 Type II, HIPAA) configure this on production-tier `CertificateProfile` rows so every renewal-loop tick or manual `POST /api/v1/certificates/{id}/renew` blocks at `JobStatusAwaitingApproval` until a different actor approves.
Closes the procurement-checklist question "How do you enforce two-person integrity on cert issuance?" — without this surface the answer is "we don't"; with `requires_approval=true` on the profile, the answer is "here's the RBAC contract + here's the audit query that proves bypass mode is off in production."
## End-to-end flow
```mermaid
sequenceDiagram
autonumber
participant A as Operator A<br/>(or scheduler)
participant SVC as CertificateService<br/>.TriggerRenewal
participant JOB as Job + ApprovalRequest
participant B as Operator B
participant APR as ApprovalService.Approve
participant SCH as Scheduler
A->>SVC: POST /api/v1/certificates/{id}/renew<br/>(or renewal-loop tick)
SVC->>JOB: read profile.RequiresApproval;<br/>create Job @ JobStatusAwaitingApproval;<br/>create ApprovalRequest<br/>(state=pending, requested_by=Operator A)
Note over JOB,SCH: Scheduler skips —<br/>AwaitingApproval is NOT a dispatchable status
B->>JOB: GET /api/v1/approvals?state=pending
B->>APR: POST /api/v1/approvals/{id}/approve<br/>(decided_by=Operator B, note=...)
APR->>APR: RBAC: reject if Operator B == Operator A<br/>→ ErrApproveBySameActor (HTTP 403)
APR->>JOB: ApprovalRequest → state=approved;<br/>Job AwaitingApproval → Pending;<br/>audit row (action=approval_approved,<br/>actor=Operator B);<br/>certctl_approval_decisions_total<br/>{outcome=approved,profile_id=...}++
SCH->>JOB: pick up Pending → dispatch to issuer connector
JOB-->>A: cert issues normally
```
## Configuration
Set `requires_approval=true` on a `CertificateProfile`:
```bash
curl -X PUT https://certctl/api/v1/profiles/p-prod-cdn \
-H "Authorization: Bearer $API_KEY" \
-H "Content-Type: application/json" \
-d '{
"name": "Production CDN",
"requires_approval": true,
...
}'
```
Every certificate bound to that profile is now gated. The default is `requires_approval=false` — existing profiles keep the historical unattended renewal path.
## RBAC: the two-person integrity rule
The actor that triggers a renewal **cannot** be the actor that approves it. The check happens at the service layer and surfaces as **HTTP 403** at the handler. The error message contains the substring `two-person integrity` so server-log greps detect attempted self-approvals.
This is the load-bearing compliance contract. Pinned by:
- `internal/service/approval_test.go::TestApproval_Approve_RejectsSameActor` — service-level pin.
- `internal/api/handler/approval_test.go::TestApproval_HandlerApproveAsSameActor_Returns403` — handler-level pin (HTTP 403 + body contains "two-person integrity").
## Operator playbook: "I need to approve a renewal"
```bash
# 1. Find the pending request
curl -s "https://certctl/api/v1/approvals?state=pending" \
-H "Authorization: Bearer $API_KEY" | jq
# 2. Inspect the request — confirm CN, SANs, requester
curl -s "https://certctl/api/v1/approvals/ar-abc123" \
-H "Authorization: Bearer $API_KEY" | jq
# 3. Approve as a different actor than the requester
curl -X POST "https://certctl/api/v1/approvals/ar-abc123/approve" \
-H "Authorization: Bearer $APPROVER_API_KEY" \
-H "Content-Type: application/json" \
-d '{"note":"approved per ticket SECOPS-12345"}'
# 4. Confirm the job transitioned to Pending
curl -s "https://certctl/api/v1/jobs?certificate_id=mc-foo" \
-H "Authorization: Bearer $API_KEY" | jq '.[] | {id,status,type}'
```
To **reject** instead, swap the path: `POST /api/v1/approvals/{id}/reject` with the same body shape. The job transitions to `Cancelled` and the `note` is recorded in the audit row.
## Operator playbook: "approval timed out"
The scheduler reaper transitions stale pending requests + their linked jobs after `CERTCTL_JOB_AWAITING_APPROVAL_TIMEOUT` (default `168h` = 7 days):
- `ApprovalRequest.state``expired`
- `Job.Status``Cancelled` (with `error_message="approval expired"`)
- One audit row per expiry (`action=approval_expired, actor=system-reaper, actorType=System`)
- `certctl_approval_decisions_total{outcome="expired",profile_id="..."}` increments
Resolve by re-triggering the renewal once the underlying delay is sorted:
```bash
curl -X POST "https://certctl/api/v1/certificates/mc-foo/renew" \
-H "Authorization: Bearer $API_KEY"
```
Tighten the timeout for short-window deployments via the env var, e.g. `CERTCTL_JOB_AWAITING_APPROVAL_TIMEOUT=24h`.
## Compliance control mapping
| Standard | Control | What this surface satisfies |
|---|---|---|
| PCI-DSS 4.0 | **§6.4.5** (Separation of duties for production change-management) | Same-actor RBAC pin; audit row carries both `requested_by` and `decided_by` so reviewers see two distinct identities per change. |
| NIST SP 800-53 | **SA-15** (Development process; two-person review for security-relevant changes) | Service-layer `ErrApproveBySameActor` + `TestApproval_Approve_RejectsSameActor` pin the contract. Bypass-mode emits a typed audit row (`action=approval_bypassed`) so compliance reviewers detect dev-mode misuse via `SELECT count(*) FROM audit_events WHERE actor='system-bypass'` returning > 0. |
| SOC 2 Type II | **CC6.1** (Logical access — restrict, monitor, terminate) | Per-decision audit row + `certctl_approval_decisions_total{outcome,profile_id}` Prometheus counter. Operators alert on sustained `outcome="rejected"` or `outcome="expired"` bursts. |
| HIPAA | **§164.308(a)(4)** (Information access management) | Same surface — the per-policy gating + audit trail is the access-management control. |
## Bypass mode (dev / CI ONLY)
Setting `CERTCTL_APPROVAL_BYPASS=true` short-circuits the workflow: every `RequestApproval` call auto-approves with `decided_by=system-bypass` and `actorType=System`. Used by dev / CI to keep renewal-scheduler tests fast without standing up an approver.
**Production deploys MUST leave this unset.** The bypass emits a typed audit event (`action=approval_bypassed`) so compliance auditors detect misuse via:
```sql
SELECT count(*) FROM audit_events WHERE actor = 'system-bypass';
```
returning **zero rows in production** and a high count in dev. The certctl-server logs a `WARN` line at boot when bypass is enabled — operators alert on that log line in production environments.
## Prometheus metrics
```
certctl_approval_decisions_total{outcome,profile_id} counter
certctl_approval_pending_age_seconds histogram
(le buckets:
60, 300, 1800, 3600,
21600, 86400, +Inf)
```
`outcome` is one of `approved`, `rejected`, `expired`, `bypassed`. `profile_id` is the `CertificateProfile.ID` that triggered the gate (cardinality-bounded — operators have <100 profiles in production).
The pending-age histogram observes seconds-since-creation at the moment of decision. Alert when p99 hits hours/days — compliance customers usually have a same-day decision deadline.
## Future free V2 work
- **M-of-N approver chains.** Today's primitive is single-approver. Future V2 work adds chains — e.g., "needs 2 of 3 platform-team members."
- **Time-windowed auto-approve.** Today's reaper hard-cancels at the static deadline. Policy-driven time-windowed auto-approve (T+30m unattended → cancel; T+24h business hours → escalate) is future work.
- **External ticketing integration.** ServiceNow / JIRA bridging so approval state mirrors the change-management record.
- **Per-owner / per-team routing.** Today's pool is global. Per-owner / per-team routing matches cert ownership to approver pools.
- **Approval delegation.** Today the same-actor rule is strict. Time-bounded delegation is future work.
Tracked in `WORKSPACE-ROADMAP.md` under the Future Free V2 Work section — every item ships free under BSL.
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# Database TLS — Postgres Transport Encryption
**Audit reference:** Bundle B / M-018. PCI-DSS v4.0 Req 4 §2.2.5; CWE-319.
certctl talks to Postgres over a single connection-string URL controlled by the
`CERTCTL_DATABASE_URL` env var. The `sslmode` query parameter on that URL
selects the transport-encryption posture. Pre-Bundle-B all the bundled
deployment artifacts (Helm chart, docker-compose) hard-coded `sslmode=disable`.
Bundle B exposes that as an operator-facing knob with a documented default and
explicit opt-in / opt-out paths for the four real-world deployment shapes.
## Quick reference
| Deployment shape | Default `sslmode` | When to change |
|------------------------------------------------|--------------------|----------------|
| Helm chart, bundled Postgres, in-cluster | `disable` | When the cluster does not provide pod-network encryption (CNI without WireGuard / IPSec) and the workload is in PCI-DSS scope. |
| Helm chart, external Postgres (RDS / Cloud SQL / Azure DB) | not auto-set | **Always** set to `verify-full` and provide the cloud provider's server CA bundle. |
| docker-compose, bundled Postgres on docker bridge | `disable` | Demo/dev only; not a deployment shape we expect operators to harden. |
| docker-compose / k8s with external Postgres | not auto-set | **Always** set `CERTCTL_DATABASE_URL` to a connection string with `sslmode=verify-full`. |
`sslmode` values come from `lib/pq` (the underlying driver). The full set is:
`disable`, `allow`, `prefer`, `require`, `verify-ca`, `verify-full`. PCI-DSS
Req 4 v4.0 §2.2.5 considers `verify-ca` the floor for sensitive-data transport;
`verify-full` is the floor for systems exposed to spoofing risk (it adds
hostname validation against the server cert's CN/SAN).
## Helm chart (Bundle B)
Bundle B adds two values under `postgresql.tls`:
```yaml
postgresql:
tls:
mode: disable # disable | require | verify-ca | verify-full
caSecretRef: "" # Secret with ca.crt key (required for verify-ca / verify-full)
```
The chart pipes `postgresql.tls.mode` into the `?sslmode=` parameter of the
generated `CERTCTL_DATABASE_URL` (see `templates/_helpers.tpl::certctl.databaseURL`).
For external Postgres, set `postgresql.enabled: false` and override
`server.env.CERTCTL_DATABASE_URL` directly with the full connection string —
the operator authoring an external-DB values file owns the entire URL.
### Example: external RDS with verify-full
```yaml
postgresql:
enabled: false # Disable bundled Postgres
server:
env:
CERTCTL_DATABASE_URL: |
postgres://certctl:STRONGPW@my-db.cabc12345.us-east-1.rds.amazonaws.com:5432/certctl?sslmode=verify-full
# Provide the AWS RDS root CA bundle as a secret + mount.
# AWS publishes per-region root certs at https://truststore.pki.rds.amazonaws.com/
extraVolumes:
- name: rds-ca
secret:
secretName: rds-ca-bundle # kubectl create secret generic rds-ca-bundle --from-file=ca.crt=...
extraVolumeMounts:
- name: rds-ca
mountPath: /etc/postgresql-ca
readOnly: true
# lib/pq honors PGSSLROOTCERT for the verify-{ca,full} CA bundle path.
server:
env:
PGSSLROOTCERT: /etc/postgresql-ca/ca.crt
```
## docker-compose (development / demo)
The bundled `deploy/docker-compose.yml` keeps `sslmode=disable` as the default
because the Postgres container shares the docker bridge network with the certctl
server and the compose file is not a production deployment artifact. To opt in:
```bash
export CERTCTL_DATABASE_URL='postgres://certctl:certctl@postgres:5432/certctl?sslmode=verify-full'
docker compose up
```
## Verification
For any non-`disable` mode, confirm the connection actually negotiated TLS:
```bash
# From inside the certctl-server container or any host with psql + the same URL:
psql "$CERTCTL_DATABASE_URL" -c "SELECT ssl, version, cipher FROM pg_stat_ssl WHERE pid = pg_backend_pid();"
# Expected output for verify-full: ssl=t, version=TLSv1.3 (or TLSv1.2), cipher=...
```
If `ssl=f` appears, the connection silently fell back to plaintext — investigate
the cert chain or sslmode value before treating the deployment as PCI-compliant.
## What this does NOT cover
* **Postgres-to-Postgres replication** — if you run a replica, replica-primary
TLS is configured via the Postgres server itself (`pg_hba.conf` +
`ssl=on`); it is independent of certctl's `CERTCTL_DATABASE_URL`.
* **Backup transport** — `pg_dump` / `pg_basebackup` honor the same `sslmode`
parameter when invoked with the URL form, but the bundled chart's backup
story (if any) is operator-owned.
* **Encryption at rest** — `sslmode` is a transport concern only. Disk
encryption is the cloud provider's storage layer (RDS, EBS, etc.) or the
operator's Postgres TDE / disk LUKS / etc.
## Reverting
If `sslmode=verify-full` causes connection failures (most common: missing CA
bundle, wrong hostname), drop temporarily to `sslmode=require` to confirm TLS
is at least negotiated, then add the CA bundle and ratchet back up. Never
revert to `sslmode=disable` on a system carrying real cert metadata —
audit_events alone contains enough operator/issuer/target identity to justify
TLS in any scoped environment.
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# Runbook: cloud-target deployment connectors (AWS ACM + Azure Key Vault)
This runbook covers the SDK-driven cloud target connectors that ship in
certctl post-2026-05-03 (Rank 5 of the Infisical deep-research
deliverable). It complements the operator-facing
[AWS Certificate Manager](connectors.md#aws-certificate-manager-acm) and
[Azure Key Vault](connectors.md#azure-key-vault) sections in
`docs/connectors.md`.
Audience: a platform sysadmin or SRE who needs to configure, debug, or
audit certctl's cloud-target deploys. Not a walkthrough of how to
install certctl.
---
## End-to-end flow (cloud targets)
```mermaid
flowchart TD
Renew["cert renewed → renewal job created"]
Pick["agent picks up DeployCertificate work item"]
Dispatch["target.Connector.DeployCertificate(ctx, request)"]
Renew --> Pick --> Dispatch
Dispatch --> AWS
Dispatch --> AZ
subgraph AWS["AWS ACM path"]
A1["1. rotate-in-place only:<br/>DescribeCertificate(arn)"]
A2["2. GetCertificate(arn) —<br/>capture snapshot bytes for rollback"]
A3["3. ImportCertificate(arn, new_bytes) —<br/>fresh ARN OR rotate-in-place"]
A4["4. AddTagsToCertificate(arn, provenance) —<br/>ACM strips on re-import; we re-apply"]
A5["5. DescribeCertificate(arn) —<br/>verify serial matches expected"]
A6["6. ON MISMATCH: rollback<br/>ImportCertificate(arn, snapshot_bytes)"]
A1 --> A2 --> A3 --> A4 --> A5 --> A6
end
subgraph AZ["Azure Key Vault path"]
Z1["1. GetCertificate(name, '' = latest) —<br/>capture snapshot CER bytes"]
Z2["2. Build PFX from cert+chain+key<br/>(PKCS#12 via go-pkcs12)"]
Z3["3. ImportCertificate(name, PFX, tags) —<br/>ALWAYS creates a new version"]
Z4["4. Tags carried forward automatically"]
Z5["5. GetCertificate(name, '' = latest) —<br/>verify serial matches expected"]
Z6["6. ON MISMATCH: rollback<br/>ImportCertificate(name, snapshot_PFX) —<br/>new version"]
Z1 --> Z2 --> Z3 --> Z4 --> Z5 --> Z6
end
A6 --> Audit
Z6 --> Audit
Audit["7. Audit row + Prometheus counters<br/>certctl_deploy_attempts_total{target_type, result}<br/>certctl_deploy_rollback_total{target_type, outcome}"]
```
---
## Configuring an AWS ACM target
### Minimum config
```bash
curl -X POST https://certctl.example.com/api/v1/targets \
-H 'Authorization: Bearer ${TOKEN}' \
-H 'Content-Type: application/json' \
-d '{
"name": "Production ALB cert",
"type": "AWSACM",
"agent_id": "ag-server",
"config": {
"region": "us-east-1",
"tags": {"env": "production"}
}
}'
```
Empty `certificate_arn` on first deploy = ACM creates a fresh ARN; the
deployment record's Metadata captures it. Update the
`deployment_targets.config.certificate_arn` field via the GUI / API /
direct SQL to pin the ARN for subsequent renewals.
### Minimum IAM policy
```json
{
"Version": "2012-10-17",
"Statement": [{
"Effect": "Allow",
"Action": [
"acm:ImportCertificate",
"acm:GetCertificate",
"acm:DescribeCertificate",
"acm:ListCertificates",
"acm:AddTagsToCertificate"
],
"Resource": "arn:aws:acm:us-east-1:*:certificate/*"
}]
}
```
Pin `Resource` to the specific region / account where the ALB lives.
Cross-account deploys use AssumeRole — configure the agent's role with
`sts:AssumeRole` against the target account's role ARN.
### Auth: IRSA (recommended for EKS-hosted agents)
```yaml
apiVersion: v1
kind: ServiceAccount
metadata:
name: certctl-agent
namespace: certctl-system
annotations:
eks.amazonaws.com/role-arn: arn:aws:iam::123456789012:role/certctl-acm-deployer
```
Trust policy on `certctl-acm-deployer`:
```json
{
"Version": "2012-10-17",
"Statement": [{
"Effect": "Allow",
"Principal": {
"Federated": "arn:aws:iam::123456789012:oidc-provider/oidc.eks.us-east-1.amazonaws.com/id/EXAMPLE"
},
"Action": "sts:AssumeRoleWithWebIdentity",
"Condition": {
"StringEquals": {
"oidc.eks.us-east-1.amazonaws.com/id/EXAMPLE:sub": "system:serviceaccount:certctl-system:certctl-agent"
}
}
}]
}
```
---
## Configuring an Azure Key Vault target
### Minimum config
```bash
curl -X POST https://certctl.example.com/api/v1/targets \
-H 'Authorization: Bearer ${TOKEN}' \
-H 'Content-Type: application/json' \
-d '{
"name": "Production AGW cert",
"type": "AzureKeyVault",
"agent_id": "ag-server",
"config": {
"vault_url": "https://prod-vault.vault.azure.net",
"certificate_name": "api-prod",
"credential_mode": "managed_identity",
"tags": {"env": "production"}
}
}'
```
### Minimum RBAC role
Off-the-shelf builtin: **Key Vault Certificates Officer** (assigns at
the vault scope).
Custom minimum-permission role:
```json
{
"properties": {
"roleName": "certctl-keyvault-deployer",
"description": "Minimum permissions for certctl Key Vault target",
"assignableScopes": [
"/subscriptions/<sub>/resourceGroups/<rg>/providers/Microsoft.KeyVault/vaults/<vault-name>"
],
"permissions": [{
"actions": [],
"notActions": [],
"dataActions": [
"Microsoft.KeyVault/vaults/certificates/import/action",
"Microsoft.KeyVault/vaults/certificates/read",
"Microsoft.KeyVault/vaults/certificates/listversions/read"
],
"notDataActions": []
}]
}
}
```
### Auth: AKS workload identity (recommended for AKS-hosted agents)
Annotate the agent's ServiceAccount:
```yaml
apiVersion: v1
kind: ServiceAccount
metadata:
name: certctl-agent
namespace: certctl-system
annotations:
azure.workload.identity/client-id: <app-registration-client-id>
labels:
azure.workload.identity/use: "true"
```
Federated credential on the app registration:
```json
{
"name": "certctl-agent-federated",
"issuer": "https://<oidc-issuer-url>",
"subject": "system:serviceaccount:certctl-system:certctl-agent",
"audiences": ["api://AzureADTokenExchange"]
}
```
Set `credential_mode: workload_identity` on the deployment_target
config.
---
## Operator playbook
### "Did the cert get imported to ACM / Key Vault?"
**AWS:**
```bash
aws acm describe-certificate \
--certificate-arn arn:aws:acm:us-east-1:...:certificate/<id> \
--query 'Certificate.{Status:Status,Serial:Serial,Issued:IssuedAt,NotAfter:NotAfter,Tags:[Tags]}'
```
**Azure:**
```bash
az keyvault certificate show \
--vault-name prod-vault \
--name api-prod \
--query '{Serial:x509ThumbprintHex, Version:id, NotAfter:attributes.expires}'
```
In both cases, the `certctl-managed-by` tag confirms the cert was
imported by certctl (and not someone running aws-cli directly).
### "Why did the rollback fail?"
The Prometheus counter
`certctl_deploy_rollback_total{outcome="also_failed"}` ticks when the
rollback's own ImportCertificate / Set call also returns an error. Look
at the agent's slog at ERROR level for the per-call diagnostic; the
underlying cloud SDK error message tells you whether it was IAM
denial, throttling, or a structural input problem.
Manual recovery:
**AWS ACM:**
```bash
# Get the snapshot of a known-good cert from S3 / Vault / wherever the
# operator stores backup PEMs:
aws acm import-certificate \
--certificate fileb://known-good.crt \
--private-key fileb://known-good.key \
--certificate-chain fileb://known-good.chain \
--certificate-arn arn:aws:acm:us-east-1:...:certificate/<id> \
--tags Key=certctl-managed-by,Value=manual-recovery
```
**Azure Key Vault:**
```bash
# Import a fresh PFX as a new version under the same name:
az keyvault certificate import \
--vault-name prod-vault \
--name api-prod \
--file known-good.pfx \
--tags certctl-managed-by=manual-recovery
```
After the manual recovery, certctl's next renewal-loop tick re-verifies
the live cert via `ValidateDeployment` and resumes normal operation.
### "How do I know certctl is the only one writing to this ARN / vault cert?"
**AWS — via CloudTrail:**
```
EventName = "ImportCertificate"
Resources.ARN = "arn:aws:acm:us-east-1:...:certificate/<id>"
```
Filter by user identity to see which principal made each call. The
certctl agent's IAM role / IRSA-bound role should be the only writer.
**Azure — via Activity Log:**
```bash
az monitor activity-log list \
--resource-id /subscriptions/<sub>/resourceGroups/<rg>/providers/Microsoft.KeyVault/vaults/<vault>/certificates/<name> \
--offset 30d \
--query "[?operationName.value=='Microsoft.KeyVault/vaults/certificates/import/action'].{caller:caller, time:eventTimestamp}"
```
---
## Cardinality + cost
- Per-target-type Prometheus counters: 2 new
`certctl_deploy_attempts_total` series (AWSACM + AzureKeyVault) ×
2 results = 4 series. Comfortable.
- AWS ACM costs: ImportCertificate is free; CloudTrail logs at $2 per
GB. Renewing 100 certs/month adds ~10 KB to CloudTrail.
- Azure Key Vault costs: certificate operations $0.03 per 10K
operations (V2 pricing as of 2026-05). 100 certs/month = $0.0009 in
cert-op spend. Activity Log retention is configurable (default 90
days, free).
---
## V3-Pro forward path
Tracked at `cowork/WORKSPACE-ROADMAP.md` under "Adapter hardening":
- **AWS CloudFront direct-attach** — UpdateDistribution after an ACM
ImportCertificate so the CloudFront edge picks up the new cert
without operator intervention. Requires `cloudfront:UpdateDistribution`
IAM permission on top of the ACM minimum.
- **Azure Front Door direct-attach** — UpdateRoutingConfig equivalent.
- **AWS ALB / Azure App Gateway auto-bind** — currently operators
attach the ARN / KID URI to the LB out-of-band (Terraform);
V3-Pro adds the auto-attach step.
- **Soft-delete recovery for Azure Key Vault** — V2 always
re-imports as a new version; V3 detects soft-deleted prior
versions and offers operator-confirmed recovery.
- **GCP Certificate Manager target** — Google Cloud's equivalent to
ACM; mirrors the AWS ACM connector shape. Separate cloud,
separate connector.
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# Disaster recovery runbook
> **Status (this document):** Production hardening II Phase 10
> deliverable. Codifies the fail-safe behaviors that already exist in
> the codebase and the operator procedures for recovering from
> common failure modes. Nothing in this runbook requires new code —
> if a procedure here doesn't work as documented, that's a bug in
> docs (file an issue).
This runbook is the SOC 2 / PCI procurement-team deliverable: it tells
auditors and on-call operators what to do when a piece of certctl's
state corrupts, when a CA key needs rotation, or when Postgres needs
a point-in-time restore. Read it once when you set up certctl; print
the [DR checklist](#dr-checklist) and pin it near your on-call rotation.
## Contents
1. [Overview — what's already automatic](#overview)
2. [CRL cache recovery](#crl-cache-recovery)
3. [OCSP responder cert recovery](#ocsp-responder-cert-recovery)
4. [OCSP response cache recovery](#ocsp-response-cache-recovery)
5. [CA private-key rotation](#ca-private-key-rotation)
6. [Postgres restore](#postgres-restore)
7. [Trust-bundle reload semantics (SCEP / EST / Intune)](#trust-bundle-reload-semantics)
8. [DR checklist](#dr-checklist)
## Overview
certctl is engineered so most failure modes are auto-recoverable
without operator action. The fail-safes in the codebase:
- **CRL cache corruption** — the scheduler's `crlGenerationLoop`
regenerates the CRL for every issuer on its tick (default 1h via
`CERTCTL_CRL_GENERATION_INTERVAL`). A corrupt or missing
`crl_cache` row causes the next HTTP fetch to fall through to the
live-signing path; the scheduler then writes the fresh CRL back to
cache.
- **OCSP responder cert missing** — `ensureOCSPResponder` lazily
bootstraps the responder cert on the first OCSP request after a
missing row. The CA-key signing operation is rare (only at
bootstrap / 7-day rotation cycle), so this is fast even on a
cold cache.
- **OCSP response cache corruption** — the read-through facade in
`CAOperationsSvc.GetOCSPResponseWithNonce` falls through to live
signing on cache miss + writes the fresh response back. Operators
can `DELETE FROM ocsp_response_cache;` and the cache rebuilds
organically as relying parties query.
- **Trust anchor reload after a half-rotation** — `TrustAnchorHolder`
(used by SCEP/Intune + EST mTLS) keeps the OLD pool in place when
a SIGHUP-triggered reload fails (parse error, expired cert). The
GUI reload modal surfaces the typed error so the operator can
correct the file and retry without taking the EST/SCEP endpoint
down.
These fail-safes mean most of this runbook is "delete the corrupt
row + wait for the next tick" rather than "restore from backup +
manually re-issue." The runbook documents the full procedures
anyway because compliance auditors need to see them written down.
## CRL cache recovery
**Symptom:** `GET /.well-known/pki/crl/{issuer_id}` returns 500, or
the CRL it returns has the wrong revocations / wrong signature, or
parses as garbage.
**Diagnosis:**
```bash
# 1. Look at the cached row directly:
psql -c "SELECT issuer_id, length(crl_der), this_update, next_update,
generated_at, generation_duration_ms, revoked_count
FROM crl_cache WHERE issuer_id = 'iss-local';"
# 2. Look at recent generation events:
psql -c "SELECT started_at, succeeded, error, duration_ms
FROM crl_generation_events
WHERE issuer_id = 'iss-local'
ORDER BY started_at DESC LIMIT 10;"
```
**Recovery:**
```bash
# Force regeneration on next request by deleting the cache row.
# The next HTTP fetch falls through to the live-signing path AND the
# next crlGenerationLoop tick (≤1h by default) writes a fresh row.
psql -c "DELETE FROM crl_cache WHERE issuer_id = 'iss-local';"
# Verify:
curl -sS --cacert /path/to/ca.crt \
https://certctl.example.com:8443/.well-known/pki/crl/iss-local \
| openssl crl -inform DER -noout -text \
| head -20
```
**Worst case** — if the underlying revocation data in
`certificate_revocations` is also corrupt, restore Postgres
(see [Postgres restore](#postgres-restore)) and the CRL regenerates
from the restored data on the next tick.
## OCSP responder cert recovery
**Symptom:** OCSP requests return 500 with errors like "responder
not configured" or "failed to load responder key."
**Diagnosis:**
```bash
psql -c "SELECT issuer_id, cert_subject, not_before, not_after,
created_at, key_path
FROM ocsp_responder_certs
WHERE issuer_id = 'iss-local';"
# Check the on-disk responder key file (path from the row above):
ls -la /etc/certctl/ocsp-responder-keys/iss-local.key
```
**Recovery:**
```bash
# Delete the responder row. The next OCSP request triggers
# ensureOCSPResponder which generates a fresh keypair, signs a new
# responder cert with the CA key (rare CA-key use), and persists
# the new row + the on-disk key file (mode 0600 enforced).
psql -c "DELETE FROM ocsp_responder_certs WHERE issuer_id = 'iss-local';"
# If the on-disk key file is also corrupt, delete it first:
rm -f /etc/certctl/ocsp-responder-keys/iss-local.key
# Trigger the bootstrap by issuing one OCSP request:
curl -sS --cacert /path/to/ca.crt \
https://certctl.example.com:8443/.well-known/pki/ocsp/iss-local/00 \
> /dev/null
# Verify the new row + file:
psql -c "SELECT * FROM ocsp_responder_certs WHERE issuer_id = 'iss-local';"
ls -la /etc/certctl/ocsp-responder-keys/iss-local.key
```
The new responder cert carries the same `id-pkix-ocsp-nocheck`
extension as the original (per RFC 6960 §4.2.2.2.1) so relying
parties accept it without recursing through OCSP for the responder
itself.
## OCSP response cache recovery
**Symptom:** an OCSP request returns a stale response (e.g. "good"
for a cert you just revoked). This usually means the
`InvalidateOnRevoke` wire failed to fire — see the warning logs from
`RevocationSvc.RevokeCertificateWithActor`.
**Recovery:**
```bash
# Delete the stale cache entry. The next OCSP request falls through
# to live signing which reads the now-current revocation_status.
psql -c "DELETE FROM ocsp_response_cache
WHERE issuer_id = 'iss-local' AND serial_hex = 'deadbeef...';"
# Verify the next fetch returns "revoked":
curl -sS --cacert /path/to/ca.crt \
https://certctl.example.com:8443/.well-known/pki/ocsp/iss-local/deadbeef... \
| openssl ocsp -respin /dev/stdin -resp_text -CAfile /path/to/ca.crt \
| grep "Cert Status"
```
For a fleet-wide invalidation (e.g. you rotated the CA key — see
next section), nuke the whole cache:
```bash
psql -c "TRUNCATE ocsp_response_cache;"
```
The cache rebuilds organically as relying parties query. There's no
service-degradation window because the live-sign fallback is always
available; only the per-request CPU cost goes up until the cache
warms back up.
## CA private-key rotation
**Symptom:** scheduled rotation cycle (annual or longer), or
emergency rotation due to suspected compromise.
This procedure rotates the CA private key for the local issuer.
After rotation, every existing cert chains to the OLD CA cert which
remains trusted by relying parties until its `notAfter` (typical
10y); newly-issued certs chain to the NEW CA cert.
**Procedure:**
1. **Backup the current CA cert + key.** The on-disk paths are
`CERTCTL_CA_CERT_PATH` / `CERTCTL_CA_KEY_PATH` (typically
`/etc/certctl/ca.crt` + `/etc/certctl/ca.key`). Copy both to
a secure offline location with at least 2y retention (relying
parties may still send OCSP requests against certs the OLD CA
issued).
2. **Generate a new keypair + cert.** For self-signed mode:
```bash
openssl ecparam -name prime256v1 -genkey -noout -out new-ca.key
openssl req -x509 -key new-ca.key -days 3650 \
-subj "/CN=certctl Local CA" -out new-ca.crt
```
For sub-CA mode, generate a CSR and have your enterprise root
sign it instead.
3. **Stop certctl.** `kill -TERM <pid>` or `docker stop certctl`.
4. **Move the new files into place + back up the old:**
```bash
mv /etc/certctl/ca.crt /etc/certctl/ca.crt.old-rotated-20XX-XX-XX
mv /etc/certctl/ca.key /etc/certctl/ca.key.old-rotated-20XX-XX-XX
mv new-ca.crt /etc/certctl/ca.crt
mv new-ca.key /etc/certctl/ca.key
chmod 0600 /etc/certctl/ca.key
```
5. **Truncate the OCSP responder cert table** so the responder
bootstrap re-fires against the new CA:
```bash
psql -c "DELETE FROM ocsp_responder_certs;"
```
6. **Truncate the CRL cache** so the next `crlGenerationLoop` tick
regenerates the CRL signed by the new CA:
```bash
psql -c "TRUNCATE crl_cache;"
```
7. **Truncate the OCSP response cache** so future OCSP requests
live-sign with the new CA's responder cert:
```bash
psql -c "TRUNCATE ocsp_response_cache;"
```
8. **Start certctl.** The startup preflight loads the new CA cert +
key. The next HTTP request bootstraps a new responder cert.
9. **Verify:**
```bash
# Issue a test cert
curl ... new-cert
# Confirm chain to the new CA
openssl x509 -in new-cert -noout -issuer
```
**Future:** when the HSM/PKCS#11 driver bundle (`cowork/hsm-pkcs11-
driver-prompt.md`) ships, this rotation procedure changes
substantially — the HSM-backed key never moves, only the cert wrap
rotates. The signer interface seam is the load-bearing prerequisite
for that.
## Postgres restore
certctl's full state lives in Postgres. The on-disk artifacts (CA
cert/key, RA cert/key for SCEP, responder keys for OCSP, trust
bundles for SCEP/Intune/EST mTLS) are operator-managed; everything
else is in DB rows.
**Restore procedure:**
1. Stop certctl. `kill -TERM <pid>` or `docker stop certctl`.
2. Restore the Postgres database from your point-in-time backup
(`pg_restore` or your managed-DB equivalent).
3. Run any migrations newer than the backup's snapshot:
```bash
migrate -path migrations/ -database "$DATABASE_URL" up
```
4. **Truncate the caches** that may now hold stale data referencing
pre-restore rows:
```bash
psql -c "TRUNCATE crl_cache;"
psql -c "TRUNCATE ocsp_response_cache;"
```
5. Start certctl. The schedulers regenerate caches on their next
ticks.
**Recoverable from DB only:** managed certificates, revocations,
audit log, jobs, agents, owners, teams, profiles, issuer/target/
notifier configs, scheduled tasks, network scan results.
**Operator-managed (NOT in DB):**
- CA cert + key (`CERTCTL_CA_CERT_PATH` / `CERTCTL_CA_KEY_PATH`)
- SCEP RA cert + key per profile
- OCSP responder keys per issuer (`CERTCTL_OCSP_RESPONDER_KEY_DIR`)
- SCEP/Intune trust anchor PEM bundles
- EST mTLS client CA trust bundles
- `CERTCTL_API_KEY`, `CERTCTL_AGENT_BOOTSTRAP_TOKEN`,
`CERTCTL_CONFIG_ENCRYPTION_KEY`
Back these up out-of-band on the same cadence as your Postgres
backups. Without them, a restored DB is unusable.
## Trust-bundle reload semantics
This section codifies the fail-safe behavior that's already in code,
for compliance auditors who need to see the procedure documented.
**Pattern:** every trust-bundle holder (`internal/trustanchor.Holder`,
used by SCEP/Intune dispatcher + EST mTLS sibling route) implements
the same SIGHUP-equivalent reload semantics:
- A bad reload (parse error, expired cert, empty bundle) keeps the
OLD pool in place. The endpoint stays up; the operator sees the
typed error in the GUI Reload modal.
- The reload is atomic. There's no window where the holder is
empty or pointing at a half-loaded bundle.
- In-flight requests use a snapshot taken at request-start. A
request that crosses a SIGHUP uses the OLD pool — no mid-request
validation drift.
**Operator workflow:**
1. Receive the new trust bundle (e.g., rotated Intune Connector
signing cert, rotated EST mTLS client CA).
2. Overwrite the on-disk PEM file at the configured path.
3. Trigger reload via the GUI (`/scep` Profiles tab → Reload trust
anchor; `/est` Profiles tab → same) OR send `kill -HUP <certctl-pid>`
directly.
4. The Reload modal returns success or shows the typed error. On
error, fix the file (`openssl x509 -in trust.pem -noout -text`
to validate) and retry; the OLD pool stays in place between
attempts.
## DR checklist
Print this. Pin it near your on-call rotation.
```
☐ Backups: Postgres backup runs nightly + retention ≥ 30 days
☐ Backups: CA cert + key offsite + retention ≥ NotAfter + 2y
☐ Backups: OCSP responder keys offsite (or accept rotate-from-CA on restore)
☐ Backups: Trust anchor PEMs offsite
☐ Backups: Operator-managed env vars (API_KEY, BOOTSTRAP_TOKEN,
CONFIG_ENCRYPTION_KEY) in a separate secret manager
☐ Quarterly: dry-run a Postgres restore into a staging environment
☐ Quarterly: verify CA cert NotAfter > 1y
☐ Quarterly: rotate the OCSP responder cert (auto-handled by
ensureOCSPResponder; verify the rotation actually fires by
diffing the responder row's serial_number quarter-over-quarter)
☐ Annually: dry-run a full DR — restore Postgres + CA + responders
into a clean environment + issue + revoke a test cert end-to-end
☐ Annually: rotate API_KEY, AGENT_BOOTSTRAP_TOKEN
☐ Every 5y: rotate the CA private key (see CA rotation section above)
```
## Related docs
- [`crl-ocsp.md`](crl-ocsp.md) — CRL/OCSP responder operator guide.
- [`tls.md`](tls.md) — control-plane TLS bootstrap.
- [`security.md`](security.md) — production-grade security posture.
- [`scep-intune.md`](scep-intune.md) — SCEP/Intune trust-anchor
rotation specifics.
- [`est.md`](est.md) — EST mTLS trust-bundle rotation specifics.
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# Runbook: certificate-expiry alerts (multi-channel)
This runbook covers the per-policy multi-channel expiry-alert dispatch
path that ships in certctl post-2026-05-03 (Rank 4 of the Infisical
deep-research deliverable). It complements the operator-facing
[Routing expiry alerts across channels](connectors.md#routing-expiry-alerts-across-channels)
section in `docs/connectors.md`.
Audience: a platform sysadmin or on-call engineer who needs to
configure, debug, or audit certctl's expiry-alert routing. Not a
walkthrough of how to install certctl — that lives in the README.
---
## End-to-end flow
```mermaid
flowchart TD
Tick["daily ticker (renewalCheckLoop)"]
Check["RenewalService.CheckExpiringCertificates"]
Tick --> Check --> Loop
subgraph Loop["for cert in expiring (≤30 days)"]
L1["1. Resolve RenewalPolicy"]
L2["2. Compute daysUntil"]
L3["3. updateCertExpiryStatus"]
L4["4. sendThresholdAlerts"]
L5["5. Create renewal job<br/>(if issuer registered +<br/>ARI allows)"]
L1 --> L2 --> L3 --> L4 --> L5
end
L4 --> Threshold
subgraph Threshold["per threshold"]
T1["a. resolve severity tier<br/>via AlertSeverityMap"]
T2["b. resolve channel set<br/>via AlertChannels[tier]"]
T1 --> T2 --> Channel
end
subgraph Channel["for each channel (fault-isolating)"]
C1["i. dedup via notification_events<br/>(cert, threshold, channel)"]
C2["ii. SendThresholdAlertOnChannel<br/>→ notifierRegistry[channel]<br/>→ Send(recipient, subj, body)"]
C3["iii. record audit row<br/>event_type=expiration_alert_sent<br/>metadata.channel, metadata.severity_tier"]
C4["iv. bump Prometheus counter<br/>certctl_expiry_alerts_total<br/>{channel, threshold, result}"]
C1 --> C2 --> C3 --> C4
end
```
The dispatch loop's per-channel error handling is
**fault-isolating**: PagerDuty's failure does NOT skip Slack/Email
at the same threshold. Each channel runs independently, with its
own dedup row + audit row + metric increment.
---
## Configuring the per-policy channel matrix
The matrix is a property of `RenewalPolicy`. Two new JSONB columns
on the `renewal_policies` table back it (migration 000026):
- `alert_channels JSONB``map[severity_tier][]channel_name`. Default `{}`
→ fall through to `DefaultAlertChannels` (Email-only at every tier).
- `alert_severity_map JSONB``map[threshold_days]severity_tier`. Default
`{}` → fall through to `DefaultAlertSeverityMap` (`30→informational,
14→warning, 7→warning, 0→critical`).
### Example: production-grade routing
```bash
curl -X PUT https://certctl.example.com/api/v1/renewal-policies/rp-production \
-H 'Authorization: Bearer ${TOKEN}' \
-H 'Content-Type: application/json' \
-d '{
"name": "Production CDN renewal policy",
"renewal_window_days": 30,
"auto_renew": true,
"max_retries": 3,
"retry_interval_seconds": 300,
"alert_thresholds_days": [30, 14, 7, 0],
"alert_channels": {
"informational": ["Slack"],
"warning": ["Slack", "Email"],
"critical": ["PagerDuty", "OpsGenie", "Email"]
},
"alert_severity_map": {
"30": "informational",
"14": "warning",
"7": "warning",
"0": "critical"
}
}'
```
After this PUT, the next renewal-loop tick that finds a cert under
this policy will fan out alerts as documented above.
### Example: opt out of informational alerts
If your team doesn't want T-30 informational alerts (you'd rather
hear about a cert only at warning tier and beyond):
```json
"alert_channels": {
"informational": [],
"warning": ["Email"],
"critical": ["PagerDuty", "Email"]
}
```
The empty `informational` list causes the dispatch loop to record
an `expiration_alert_skipped_no_channels` audit row at T-30 and
skip the dispatch. Other tiers still fire.
---
## Operator playbook
### "Did the on-call team get paged?"
```sql
SELECT created_at,
metadata->>'channel' AS channel,
metadata->>'threshold_days' AS threshold,
metadata->>'severity_tier' AS severity
FROM audit_events
WHERE event_type = 'expiration_alert_sent'
AND resource_id = '<cert-id>'
ORDER BY created_at DESC;
```
One row per (channel, threshold) attempt. If you see a row with
`channel = 'PagerDuty'` and `severity = 'critical'`, the page went
out (or was at least dispatched to the notifier).
### "Why didn't I get an alert at T-7?"
Three places to look:
1. **Audit log** — `SELECT FROM audit_events WHERE event_type IN
('expiration_alert_sent','expiration_alert_skipped_no_channels',
'expiration_alert_skipped_invalid_channel') AND resource_id =
'<cert-id>'`. If `expiration_alert_skipped_no_channels` appears,
your policy's tier list is empty for the resolved tier. If
`expiration_alert_skipped_invalid_channel` appears, your matrix
has a typo (the `metadata->>'invalid_channel'` field tells you
which value).
2. **Notifications table** —
`SELECT FROM notification_events WHERE certificate_id = '<cert-id>'
AND type = 'ExpirationWarning' ORDER BY created_at DESC`. If
rows exist with `channel = 'Slack'` and `status = 'failed'`,
the dispatch reached the channel but the channel rejected the
send. Look at the `error` column for the upstream message.
3. **Prometheus counters** —
`curl /api/v1/metrics/prometheus | grep certctl_expiry_alerts_total`.
Sustained `{result="failure"}` counts indicate a notifier
connector misconfiguration (bad webhook URL, expired API key,
etc.).
### "How do I test the matrix without waiting for a real expiry?"
certctl ships an admin endpoint for this:
```bash
curl -X POST https://certctl.example.com/api/v1/admin/notifications/test \
-H 'Authorization: Bearer ${TOKEN}' \
-H 'Content-Type: application/json' \
-d '{
"certificate_id": "mc-test-cert",
"threshold_days": 0,
"channel": "PagerDuty"
}'
```
This calls `NotificationService.SendThresholdAlertOnChannel`
directly and bypasses the renewal loop's threshold check. Useful
for "did I configure PagerDuty correctly?" without having to set
up a deliberately-expiring cert. The admin endpoint requires
`role=admin` (V3-Pro RBAC); V2 deploys gate it on the bearer
token only.
### "How do I rotate a notifier credential without downtime?"
1. Update the `CERTCTL_PAGERDUTY_ROUTING_KEY` (or equivalent) env
var in your deployment.
2. Restart `certctl-server`. The notifier registry rebuilds
with the new credential.
3. Confirm with the admin-test endpoint above against the cert
you most care about.
The renewal loop is idempotent — a missed tick during the restart
window does NOT cause double-dispatch on the next tick (per-channel
dedup on the `notification_events` table guards against that).
---
## Cardinality + cost
- Default 6 channels × 4 thresholds × 3 results = **72 Prometheus series**.
- Custom-thresholds policies (e.g. `[60, 45, 30, 14, 7, 3, 1, 0]`)
expand the threshold dimension proportionally — 6 × 8 × 3 = 144 series.
- Closed-enum discipline at the dispatch site means typos in
`alert_channels` do NOT grow this count.
- A daily renewal-loop tick over 10K certs each policy-bound to the
matrix above produces O(channels × thresholds × certs) audit rows
+ notification rows in the worst case (every cert has crossed
every threshold and no dedup applies). Operators sizing
Postgres should plan for an `audit_events` row count on the
order of `unique_certs × channels_per_critical_tier` per fan-out
batch — which is ~3-5× the pre-Rank-4 row count.
---
## V3-Pro forward path
Tracked at `cowork/WORKSPACE-ROADMAP.md` under "Adapter hardening":
- Per-owner / per-team / per-tenant channel routing (the matrix is
per-policy today, not per-owner).
- Calendar-aware suppression (no T-30 alerts on weekends for non-
on-call teams).
- Escalation chains (T-1 unanswered for 30m → escalate to
manager's PagerDuty).
- Per-channel rate limiting (downstream of I-005's retry+DLQ).
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# certctl Security Posture & Operator Guidance
This document collects the operator-facing security guidance that the source
code's per-finding comment blocks reference. Each section names the audit
finding it closes, the threat model, and the operator action required (if
any).
## OCSP responder availability
**Audit reference:** Bundle C / M-020. CWE-770 (uncontrolled resource
consumption); RFC 6960 (OCSP); RFC 7633 (Must-Staple).
certctl ships an OCSP responder at `/.well-known/pki/ocsp/{issuer_id}/{serial}`
that signs a fresh response per request. Pre-Bundle-C the unauth handler
chain had no rate limit, so an attacker could DoS the responder and force
fail-open relying parties to accept revoked certificates as valid. Bundle C
adds the same per-key rate limiter to the unauth chain that the authenticated
chain has used since Bundle B. Per-IP keying applies because OCSP traffic is
unauthenticated.
The rate limiter alone does not solve the underlying revocation-bypass risk.
**The architectural fix is for issued certificates to carry the OCSP
Must-Staple TLS Feature extension** (RFC 7633, OID 1.3.6.1.5.5.7.1.24). When
present, conforming TLS clients refuse to negotiate a session unless the
server staples a fresh signed OCSP response in the TLS handshake. This shifts
revocation enforcement from the client's discretion (which most fail-open by
default) to a hard requirement that the connection cannot complete without
proof of non-revocation.
### Operator action
For certificates issued to systems where revocation correctness matters:
1. **Configure the issuer profile to set `must-staple: true`.** Out-of-the-box
profiles in `migrations/seed.sql` do not set this; operators add it at
profile-creation time via the API or by editing seed data.
2. **Confirm the relying party honors the extension.** OpenSSL ≥ 1.1.0,
Firefox, and Chrome 84+ all enforce Must-Staple. Older clients silently
ignore it.
3. **Confirm the deployment target is configured for OCSP stapling** so the
server can actually deliver the stapled response in the handshake.
- **nginx:** `ssl_stapling on; ssl_stapling_verify on;`
- **Apache:** `SSLUseStapling on`
- **HAProxy:** `set ssl ocsp-response /path/to/response.der`
- **Envoy:** `ocsp_staple_policy: must_staple`
### What this does NOT cover
- **CRL fallback.** Must-Staple does not affect CRL behavior. Operators with
CRL-based relying parties should use the rate-limit + caching defense
alone; there is no client-side equivalent to Must-Staple for CRLs.
- **Self-issued certs in air-gapped networks.** When the relying party
cannot reach the OCSP responder at all (the threat model the audit
cited), Must-Staple is the only mechanism that closes the bypass. CRL
distribution similarly requires the relying party to fetch the CRL,
which is also subject to the same network-availability concern.
## Postgres transport encryption
See [docs/database-tls.md](database-tls.md). Bundle B / M-018.
## Encryption at rest
Bundle B / M-001. PBKDF2-SHA256 at 600,000 rounds (OWASP 2024 Password
Storage Cheat Sheet floor) for the operator-supplied passphrase that
derives the AES-256-GCM key for sensitive config columns. v3 blob format
with a per-ciphertext random salt; v1/v2 read fallback for legacy rows.
See [internal/crypto/encryption.go](../internal/crypto/encryption.go) and
the accompanying tests for the format spec.
## Authentication surface
Bundle B / M-002. Two layers decide auth-exempt status:
1. **Router layer:** `internal/api/router/router.go::AuthExemptRouterRoutes`
— the 4 endpoints registered via direct `r.mux.Handle` without going
through the middleware chain (`/health`, `/ready`, `/api/v1/auth/info`,
`/api/v1/version`).
2. **Dispatch layer:** `internal/api/router/router.go::AuthExemptDispatchPrefixes`
— URL-prefix routing in `cmd/server/main.go::buildFinalHandler` for
`/.well-known/pki/*`, `/.well-known/est/*`, and `/scep[/...]*`.
Both lists have AST-walking regression tests (`auth_exempt_test.go`) that
fail CI if a new bypass lands without an updating the documented constant.
## Per-user rate limiting
Bundle B / M-025. Authenticated callers are bucketed by API-key name;
unauthenticated callers (probes, OCSP relying parties, EST/SCEP enrollees)
are bucketed by source IP. `RPS` and `BurstSize` are per-key budgets.
`PerUserRPS` / `PerUserBurstSize` give authenticated clients a separate
budget when set non-zero.
## API key rotation
**Audit reference:** L-004. CWE-924 (improper enforcement of message integrity during transmission in a communication channel) — operator UX variant.
certctl's API keys are configured via the `CERTCTL_API_KEYS_NAMED` env var
(format `name1:key1,name2:key2:admin`) and parsed at startup into an
in-memory list. There is no DB-resident key store, no GUI, no `/api/v1/keys`
endpoint — the env var IS the key inventory.
Pre-Bundle-G the env var rejected duplicate names, so rotating a key
required: stop accepting OLDKEY → restart → roll NEWKEY out. Any client
polling against OLDKEY during the restart window hit a 401.
Bundle G adds a **double-key rotation window**: two entries can share a
name during the rollover, and both keys validate. Operators run the
rotation as:
1. **Generate the new key.** `openssl rand -hex 32` produces a 256-bit
value with sufficient entropy.
2. **Append the new entry to `CERTCTL_API_KEYS_NAMED`** alongside the
existing one:
```
CERTCTL_API_KEYS_NAMED="alice:OLDKEY:admin,alice:NEWKEY:admin"
```
Both entries MUST carry the same admin flag — startup fails loud if
they don't (a non-admin shouldn't share an identity with an admin).
3. **Restart certctl.** A startup INFO log confirms the rotation window
is active:
```
INFO api-key rotation window active name=alice entries=2 see=docs/security.md::api-key-rotation
```
4. **Roll the new key out to all clients.** Both keys validate during
this phase. Audit-trail actor + per-user rate-limit bucket stay
consistent across the rollover (both entries produce the same
`UserKey` context value, the shared name).
5. **Remove the old entry** from `CERTCTL_API_KEYS_NAMED`:
```
CERTCTL_API_KEYS_NAMED="alice:NEWKEY:admin"
```
6. **Restart certctl.** OLDKEY now fails with 401. Rotation complete.
The rotation window has no operator-set timeout — it lasts for as long
as both entries are in the env var. Best practice is a 24-72h window
covering a full deploy cadence; if a client hasn't rolled to NEWKEY by
the end of step 4, extend the window before step 5.
### What the contract guarantees
- Two entries with the same `name`: **allowed** if both have the same
`admin` flag.
- Two entries with the same `name` but mismatched admin: **rejected at
startup** (privilege escalation guard).
- Two entries with the same `(name, key)` pair: **rejected at startup**
(typo guard — rotation requires DIFFERENT keys under the same name).
- Single-entry steady state: unchanged from pre-Bundle-G behavior.
### What the contract does NOT do
- **No automatic expiration of OLDKEY.** The operator removes the entry
in step 5; certctl doesn't track timestamps. A future enhancement
could add a `rotated_at` annotation if operators ask for it.
- **No GUI / API for key management.** Keys are env-var only by design;
building a key-management surface is a separate feature project.
- **No revocation list.** If a key leaks, the only path is to remove it
from the env var and restart. That's appropriate for a small env-var
inventory; it would not scale to a per-user-key-issued model.
## Reporting a vulnerability
Email `certctl@proton.me`. Coordinated disclosure preferred; we will
acknowledge within 72h.
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# TLS on the Control Plane
certctl's control plane is HTTPS-only as of v2.2. There is no plaintext `http://` listener, no `auto` mode, no dual-listener bridge, no TLS 1.2 escape hatch. The server refuses to start without a cert+key pair, the agent/CLI/MCP clients reject `http://` URLs at startup, and the Helm chart refuses to render without either an operator-supplied Secret or a cert-manager Certificate CR.
This doc covers four cert provisioning patterns, SIGHUP-based cert rotation, and the client-side CA-trust configuration agents and the CLI need to talk to the server. If you are upgrading from a pre-HTTPS release and want the step-by-step cutover procedure, read [`upgrade-to-tls.md`](upgrade-to-tls.md) first and come back here for reference.
## What you get
The server binds TLS 1.3 only with an explicit curve preference of `[X25519, P-256]`. TLS 1.3 cipher suites are non-negotiable (all three mandatory suites — AES-128-GCM-SHA256, AES-256-GCM-SHA384, CHACHA20-POLY1305-SHA256 — are always offered), so there is no `CipherSuites` knob to misconfigure. No TLS 1.2 fallback is available.
Two env vars are required on the server:
- `CERTCTL_SERVER_TLS_CERT_PATH` — filesystem path to the PEM-encoded server certificate
- `CERTCTL_SERVER_TLS_KEY_PATH` — filesystem path to the PEM-encoded private key that signs the cert
Both paths are read during a fail-loud preflight in `cmd/server/main.go` (see `preflightServerTLS` in `cmd/server/tls.go`). If either is unset, unreadable, or the cert+key pair does not round-trip through `tls.LoadX509KeyPair`, the process refuses to start and emits a diagnostic pointing back at this doc. The rationale lives in §3 of the HTTPS-Everywhere milestone: a cert-lifecycle product should not silently bind plaintext.
## Pattern 1 — Self-signed bootstrap for docker-compose demos
This is the default for the `deploy/docker-compose.yml` stack. It exists so `docker compose up -d --build` just works on a laptop without the operator standing up a CA first. It is not appropriate for any non-demo environment.
An init container named `certctl-tls-init` runs once before the server starts. It uses the `alpine/openssl` image and generates an ECDSA-P256 self-signed cert (SHA-256 signature):
```
openssl req -x509 -newkey ec \
-pkeyopt ec_paramgen_curve:P-256 \
-nodes \
-keyout /etc/certctl/tls/server.key \
-out /etc/certctl/tls/server.crt \
-days 3650 \
-subj "/CN=certctl-server" \
-addext "subjectAltName=DNS:certctl-server,DNS:localhost,IP:127.0.0.1,IP:::1"
```
**Why ECDSA-P256 and not ed25519.** The pre-v2.0.48 demo bootstrap used ed25519 (small keys, fast signatures). Apple's TLS stack — Safari Network Framework and the macOS-bundled LibreSSL 3.3.6 `/usr/bin/curl` — does not advertise ed25519 in the ClientHello `signature_algorithms` extension for server certs, so an ed25519 server cert was rejected at handshake with `tls: peer doesn't support any of the certificate's signature algorithms` on the server side (and the generic TLS handshake error on the client side). Homebrew OpenSSL 3.x, Chrome, Firefox, and Linux curl all accepted ed25519 — Apple was the outlier. ECDSA-P256 with SHA-256 is universally supported, so the demo bootstrap uses it by default. To pick up the new algorithm on an existing demo install, tear the volume down and rebuild: `docker compose -f deploy/docker-compose.yml down -v && docker compose -f deploy/docker-compose.yml up -d --build`. **Helm and operator-supplied-Secret users (Patterns 2 and 3) are unaffected** — they bring their own cert, and `cmd/server/tls.go` is algorithm-agnostic (TLS 1.3 with curve preference `[X25519, P-256]` for key exchange — no constraint on the server cert's signature algorithm).
The cert, its matching key, and a copy of the cert published as `ca.crt` land in a named volume (`certs`) mounted at `/etc/certctl/tls/` in the server container (read-only) and the agent container (read-only). The bootstrap is idempotent — if `server.crt`, `server.key`, and `ca.crt` are already present on the volume, the init container logs `TLS cert already present at …` and exits cleanly.
Single-cert design. CN is `certctl-server` to match the Docker-network hostname. The SAN list is `[certctl-server, localhost, 127.0.0.1, ::1]`, which covers both container-internal agent→server traffic and operator browser/curl access to `https://localhost:8443`. There is no separate intermediate/root chain — the server cert and the CA bundle are the same PEM. This is the whole point of a demo bootstrap.
To force regeneration (rotate the demo cert), tear the volume down: `docker compose down -v`. The next `up` re-runs the init container.
The server's Docker healthcheck and the agent both verify against `/etc/certctl/tls/ca.crt`; no `-k` / `InsecureSkipVerify` anywhere in the default stack.
## Pattern 2 — Operator-supplied `kubernetes.io/tls` Secret (Helm)
This is the default path for Helm installs. The operator provisions a Secret of type `kubernetes.io/tls` holding `tls.crt` + `tls.key` (and optionally `ca.crt` for mounting a CA bundle to clients in the same cluster) from whatever source they already trust — their internal CA, a manually-issued cert, step-ca, AWS ACM PCA exported to PEM, or the output of the self-signed bootstrap pattern above copied into a cluster Secret.
```
kubectl create secret tls certctl-server-tls \
--cert=server.crt \
--key=server.key \
--namespace certctl
```
Then:
```
helm install certctl deploy/helm/certctl \
--namespace certctl \
--set server.tls.existingSecret=certctl-server-tls
```
The Secret is mounted read-only at `/etc/certctl/tls/` in the server pod. The `CERTCTL_SERVER_TLS_CERT_PATH` and `CERTCTL_SERVER_TLS_KEY_PATH` env vars are wired to `tls.crt` and `tls.key` keys inside that mount. If `ca.crt` is absent from the Secret, clients that need a CA bundle should use `tls.crt` as the bundle (self-signed case) or mount a separate ConfigMap with the root chain (operator-CA case).
If the operator sets neither `server.tls.existingSecret` nor `server.tls.certManager.enabled=true`, `helm template` / `helm install` fails at render-time with a diagnostic pointing at this doc. The guard is implemented in `deploy/helm/certctl/templates/_helpers.tpl` under the `certctl.tls.required` helper. This is deliberate: the HTTPS-only server would crash-loop on an empty path, so we fail earlier at Helm-render time.
## Pattern 3 — cert-manager `Certificate` CR (Helm, opt-in)
For clusters that already run cert-manager, the chart can provision a `Certificate` CR that writes into the Secret the server pod reads from. This is opt-in — the default is `server.tls.certManager.enabled: false` — because not every cluster has cert-manager installed, and we refuse to ship a chart that silently depends on an external controller.
```
helm install certctl deploy/helm/certctl \
--namespace certctl \
--set server.tls.certManager.enabled=true \
--set server.tls.certManager.issuerRef.name=my-cluster-issuer \
--set server.tls.certManager.issuerRef.kind=ClusterIssuer
```
The rendered `Certificate` (see `deploy/helm/certctl/templates/server-certificate.yaml`) writes `tls.crt` + `tls.key` + `ca.crt` into the Secret named by `server.tls.certManager.secretName` (defaults to `<fullname>-tls`). The server pod reads from that same Secret; the agent DaemonSet mounts the same Secret as its CA bundle source.
cert-manager handles rotation. certctl-server handles in-place reload — see the SIGHUP section below.
The chart enforces that if `server.tls.certManager.enabled=true`, `server.tls.certManager.issuerRef.name` must also be set. An empty `issuerRef.name` makes `helm template` fail with a diagnostic naming the missing flag.
## Pattern 4 — Manually-issued from an internal CA
For operators running neither Helm nor docker-compose (bare-metal / custom orchestration), the server just needs two files on disk pointed at by `CERTCTL_SERVER_TLS_CERT_PATH` and `CERTCTL_SERVER_TLS_KEY_PATH`. Issue the cert from your internal CA with:
- CN matching the hostname your agents and operators use to dial the server (e.g., `certctl.prod.example.com`)
- SAN list covering every hostname and IP that appears in `CERTCTL_SERVER_URL` values across your agent fleet
- Key usage: digital signature + key encipherment
- Extended key usage: server auth
Store the key with mode `0600` and owner matching the UID the server runs as (`1000` in our shipped Dockerfile). The server process reads both files during `preflightServerTLS` at startup and again on every SIGHUP.
The full CA chain that signed the server cert should be distributed to agents, CLI operators, and MCP clients as their `CERTCTL_SERVER_CA_BUNDLE_PATH` — see the client section below.
## SIGHUP cert rotation
The server wraps its cert+key pair in a `*certHolder` (see `cmd/server/tls.go`) that guards the loaded `*tls.Certificate` under a `sync.Mutex`. The `*tls.Config` wires `GetCertificate` to the holder, so every new inbound TLS handshake reads whatever cert the holder currently has.
Send `SIGHUP` to the server PID and the holder re-reads both files from disk. On success, the next new connection uses the new cert; in-flight requests finish on the previous cert. A log line goes out:
```
TLS cert reloaded via SIGHUP cert_path=/etc/certctl/tls/server.crt key_path=/etc/certctl/tls/server.key
```
On failure (missing file, malformed PEM, key does not sign cert), the old cert is retained and an error logs:
```
TLS cert reload failed; continuing with previous cert cert_path=… key_path=… error=…
```
This is deliberately fail-safe on reload (as opposed to fail-loud on startup). A cert-manager renewal race, a partially-copied file, a typo in a rotation script — none of those should crash a running server and drop every agent connection. The operator sees the error in logs, fixes the underlying issue, and sends another `SIGHUP`.
Pair with cert-manager, certbot `--post-hook`, or any rotation tool that can fire a signal. For docker-compose, `docker compose kill -s HUP certctl-server` works. For Kubernetes, reload is typically handled by cert-manager updating the Secret and the mounted file changing on the next kubelet sync — no explicit SIGHUP needed if the volume mount is `subPath`-free.
Startup is a different story. If the cert is missing or malformed at process start, the server exits non-zero rather than binding plaintext or attempting a retry loop. That's the HTTPS-only contract.
## Client-side TLS: agents, CLI, MCP
Everything that talks to the server enforces HTTPS on the URL.
### Agent
`CERTCTL_SERVER_URL` must be `https://…`. `http://`, bare hostnames, `ftp://`, `ws://`, and empty strings are rejected at startup by `validateHTTPSScheme` in `cmd/agent/main.go` with a diagnostic pointing at `upgrade-to-tls.md`. There is no warning-and-proceed path.
Two additional env vars control how the agent verifies the server cert:
- `CERTCTL_SERVER_CA_BUNDLE_PATH` — filesystem path to a PEM-encoded CA bundle that signed the server cert. Loaded into `*tls.Config.RootCAs` on the agent's HTTP client. If unset, the agent falls back to the OS system trust store.
- `CERTCTL_SERVER_TLS_INSECURE_SKIP_VERIFY` — defaults to `false`. Setting it to `true` skips verification entirely. **Dev-only escape hatch.** The agent logs a prominent warning at startup (`TLS certificate verification is disabled … never enable this in production`). Use this only when dialing a demo server whose cert you haven't bothered to mount into the agent container.
Equivalent CLI flags: `--ca-bundle <path>` and `--insecure-skip-verify`.
If both the CA bundle and `InsecureSkipVerify=true` are set, `InsecureSkipVerify` wins — it's the whole point of the flag. Don't do this in production.
### CLI (`certctl-cli`)
Same contract as the agent:
- `CERTCTL_SERVER_URL` defaults to `https://` scheme; `http://` rejected at startup
- `--ca-bundle <path>` flag or `CERTCTL_SERVER_CA_BUNDLE_PATH` env var — CA bundle for server cert verification
- `--insecure` flag or `CERTCTL_SERVER_TLS_INSECURE_SKIP_VERIFY=true` — skip verification (dev only)
- Error diagnostic on empty URL explicitly mentions both `--server` and `CERTCTL_SERVER_URL` so operators see the right knob to turn
The CLI shares the URL-scheme validation with the agent; the test pins in `cmd/cli/main_test.go:TestValidateHTTPSScheme` cover the full rejection matrix.
### MCP server (`certctl-mcp-server`)
Same three controls as CLI, env-var-driven only (no flags — MCP runs as a stdio subprocess and inherits env from the launching LLM client):
- `CERTCTL_SERVER_URL` must start with `https://`
- `CERTCTL_SERVER_CA_BUNDLE_PATH` optional CA bundle
- `CERTCTL_SERVER_TLS_INSECURE_SKIP_VERIFY` optional skip
Claude Desktop / other MCP client configs should set all three in the tool's env block.
## Troubleshooting: fail-loud preflight errors
Every preflight failure message ends with `(see docs/tls.md)` so this doc is the first hit when an operator searches. Common failures:
**`CERTCTL_SERVER_TLS_CERT_PATH is empty: HTTPS-only control plane refuses to start`**
Set the env var. For docker-compose this is already set to `/etc/certctl/tls/server.crt` in the shipped compose file — if you're seeing this, check the `certctl-tls-init` service logs to see why the init container didn't populate the volume. For Helm, check that `server.tls.existingSecret` or `server.tls.certManager.enabled=true` is set.
**`TLS cert file "…" unreadable: …`**
The cert path is set but `os.Stat` failed. Check filesystem permissions — the server runs as UID 1000 in our shipped Dockerfile; the cert needs to be readable by that UID. Typos in the path also land here.
**`TLS cert/key pair invalid (cert="…" key="…"): …`**
Both files exist but `tls.LoadX509KeyPair` refused them. Typical causes: the private key does not sign the certificate, the key is encrypted with a passphrase (not supported — remove the passphrase with `openssl pkey` before mounting), or one of the two is DER-encoded instead of PEM. Re-issue the pair from the same CA call and re-mount.
**Client side: `tls: failed to verify certificate: x509: certificate signed by unknown authority`**
The client did not trust the CA that signed the server cert. Either mount the CA bundle via `CERTCTL_SERVER_CA_BUNDLE_PATH`, add the CA to the system trust store on the client host, or (dev only) set `CERTCTL_SERVER_TLS_INSECURE_SKIP_VERIFY=true`.
**Client side: `tls: first record does not look like a TLS handshake`**
The client is speaking plaintext HTTP to an HTTPS server (or vice-versa). Check that `CERTCTL_SERVER_URL` starts with `https://`. If you are upgrading from a pre-v2.2 release and your agents are old, they will surface this error until you roll the DaemonSet — see [`upgrade-to-tls.md`](upgrade-to-tls.md).
## InsecureSkipVerify justifications (Audit L-001)
`crypto/tls.Config.InsecureSkipVerify` short-circuits standard certificate
chain validation. Each production use site below has a justification —
the shape is "this code path is fundamentally pre-trust or
trust-from-context, and chain validation in the stdlib path is not the
right tool". Test-only sites are not enumerated here.
The CI grep guard `Forbidden bare InsecureSkipVerify regression guard
(L-001)` in `.github/workflows/ci.yml` fails the build if any new
`InsecureSkipVerify: true` lands in a non-test file without a
`//nolint:gosec` comment carrying a justification — adding a new entry
to this table is the right way to extend the surface.
| Site (file:line) | Trigger | Justification |
|---|---|---|
| `cmd/agent/main.go:59,125,136,1259,1262` | `--insecure-skip-verify` CLI flag | Dev escape hatch; docs/tls.md and the agent install script direct operators to use a real CA bundle in production. The server emits a startup WARN when set. |
| `cmd/agent/verify.go:70,78` | TLS deployment verification probe | The agent is verifying that its own freshly-deployed cert is being served. The chain may be self-signed or signed by an upstream the agent host doesn't trust; what matters is the leaf-cert match against what the agent just deployed. The verifier compares the served leaf bytes to the expected leaf, not the chain. |
| `internal/tlsprobe/probe.go:33,47,54` | Network scanner / discovery probe | Discovery's job is to find every cert on the network, including expired, self-signed, and not-yet-deployed certs. Validating the chain would silently skip the broken-cert results that are precisely what operators want to know about. |
| `internal/mcp/client.go:35` | MCP CLI `--insecure` flag | Dev escape hatch for local-only MCP testing against a self-signed control plane. |
| `internal/cli/client.go:39` | `certctl --insecure` flag | Same shape as the agent flag — local dev only. |
| `internal/connector/target/f5/f5.go:128` | F5 BIG-IP iControl REST | F5 default install ships with a self-signed cert; operators who haven't replaced it use `config.Insecure`. The connector logs this on every dial and the operator-facing config docs this. |
| `internal/connector/issuer/acme/acme.go:146` | Pebble (ACME test server) | Hard-coded for tests that drive against Pebble locally. Pebble issues self-signed; verifying the chain would defeat the purpose. |
| `internal/service/network_scan.go:460` | Network scanner probe | Same rationale as `tlsprobe/probe.go` above — discovery surfaces broken certs by design. |
| `internal/api/acme/validators.go` (TLS-ALPN-01 validator) | RFC 8737 §3 TLS-ALPN-01 challenge validation | RFC 8737 mandates this: the responding TLS server presents a self-signed cert with the proof embedded in the `id-pe-acmeIdentifier` extension (OID 1.3.6.1.5.5.7.1.31). The chain is intentionally NOT validated — the proof is in the extension's SHA-256 of the key authorization, not the cert chain. Validating the chain would defeat the purpose: clients running TLS-ALPN-01 self-sign their challenge cert specifically because they don't have a trusted cert yet (that's what they're trying to obtain via ACME). The validator additionally checks that ALPN negotiated `acme-tls/1` and that the cert's `id-pe-acmeIdentifier` extension value is exactly SHA-256 of the expected key authorization. SSRF posture: the validator runs `validation.IsReservedIPForDial` against the resolved IP before the dial, refusing any private-IP target — same posture as the HTTP-01 validator. |
**What is NOT covered by this list:** `*_test.go` files use
`InsecureSkipVerify` freely against `httptest.Server` instances; that's a
test-fixture pattern, not a production trust decision. The grep guard
ignores `_test.go`.
## Related docs
- [`upgrade-to-tls.md`](upgrade-to-tls.md) — one-step cutover from pre-HTTPS releases
- [`quickstart.md`](quickstart.md) — docker-compose walkthrough with HTTPS examples
- [`test-env.md`](test-env.md) — integration test environment (also HTTPS-only)
- [`security.md`](security.md) — overall security posture, OCSP Must-Staple guidance, encryption-at-rest spec
- Milestone spec: `prompts/https-everywhere-milestone.md` (authoritative source for locked decisions)