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docs: Phase 4 follow-on batch 4 — 5 final target per-pages
Extracts the remaining target connectors: - ssh.md (194 lines) — agentless SSH/SFTP deploy with full host-key-acceptance threat model (what's accepted, what's not, mitigations including known_hosts enforcement and SSH cert auth); V3-Pro forward path - wincertstore.md (118 lines) — non-IIS Windows services via local PowerShell or WinRM proxy mode; store selection (My / Root / WebHosting); private-key permissions guidance - jks.md (189 lines) — JKS / PKCS#12 via keytool with full atomic snapshot+rollback contract (Bundle 8 'snapshot → delete → import → reload'), keytool argv password exposure threat model + mitigations - aws-acm.md (208 lines) — ACM target with full IAM policy, IRSA / instance-profile / SSO auth recipes, atomic-rollback contract, ALB attachment Terraform recipe, procurement-checklist crib - azure-kv.md (195 lines) — Key Vault target with managed-identity / workload-identity / service-principal auth recipes, version- semantics rollback caveat (no in-place restore without soft-delete), App Gateway / Front Door attachment recipe Index forward-list expanded to enumerate all 15 target connectors (5 from Phase 4 structural + 5 from batch 3 + 5 from this batch) in alphabetical order. This is part 4 of 4 for the Phase 4 follow-on (per-connector page extraction) tracked in cowork/docs-overhaul-phase-2-restructure-2026-05-04/log.md. Net add: 5 files, 904 lines. No content removed from index.md. End-state of Phase 4 follow-on: - 13 issuer per-pages (5 batch 1 + 8 batch 2) - 15 target per-pages (5 Phase 4 structural + 5 batch 3 + 5 batch 4) - index.md keeps its inline reference content; per-pages add operator depth on top, matching the pattern set by apache/f5/iis/k8s/nginx in Phase 4 structural
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# AWS Certificate Manager (ACM) Target Connector — Operator Deep-Dive
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> Last reviewed: 2026-05-05
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>
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> Operator-grade documentation for the AWS Certificate Manager
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> (ACM) target connector. For the connector-development context
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> (interface contract, registry, atomic deploy primitive shared
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> across all targets), see the [connector index](index.md).
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>
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> **Note:** this is the **target** connector that deploys
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> certificates *into* ACM for ALB / CloudFront / API Gateway / App
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> Runner consumption. The **issuer** connector that pulls certs
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> *from* AWS ACM Private CA is documented separately at
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> [aws-acm-pca.md](aws-acm-pca.md).
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## Overview
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The AWS ACM target connector deploys certificates into AWS
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Certificate Manager — the public AWS service that ALB /
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CloudFront / API Gateway / App Runner consume by ARN. Closes the
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"we terminate TLS at AWS, how do we get certctl-issued certs to
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ALB?" question for cloud-first deployments. Rank 5 of the
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2026-05-03 Infisical deep-research deliverable.
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Implementation lives at `internal/connector/target/awsacm/`.
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## When to use this connector
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Use the AWS ACM target connector when:
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- TLS terminates at AWS-managed edges (ALB, CloudFront, API
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Gateway, App Runner) and those services consume certs by ACM
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ARN.
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- You want certctl to drive the rotation while Terraform /
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CloudFormation handles the ARN-to-resource attachment.
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- You need short-lived IAM credentials (IRSA, instance profiles)
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rather than long-lived access keys.
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Look elsewhere when:
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- The target is an EC2 instance running NGINX / HAProxy / Apache
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directly — those connectors are simpler than the ACM round-trip.
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- You're using ACM Private CA for internal trust — that's the
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[aws-acm-pca.md](aws-acm-pca.md) issuer, a different connector.
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## Configuration
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```json
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{
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"region": "us-east-1",
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"certificate_arn": "arn:aws:acm:us-east-1:123456789012:certificate/abcdef01-2345-6789-abcd-ef0123456789",
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"tags": {"env": "production", "app": "api-gateway"}
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}
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```
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| Field | Default | Description |
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|---|---|---|
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| `region` | (required) | AWS region for the ACM endpoint (e.g. `us-east-1`). CloudFront-attached certs MUST live in `us-east-1`; ALB / API Gateway use the same region as the load balancer. |
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| `certificate_arn` | — | ARN of an existing ACM certificate to rotate in place. Empty on first deploy — the adapter creates a new ACM cert via `ImportCertificate` and the deployment record's Metadata captures the resulting ARN. Operators can also pre-create the ARN out-of-band (Terraform, CloudFormation) and pin it here. |
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| `tags` | — | Tags applied to the ACM cert at first import + re-applied via `AddTagsToCertificate` on every subsequent import (ACM strips tags on re-import). The reserved keys `certctl-managed-by` and `certctl-certificate-id` are set automatically and cannot be overridden. |
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## IAM policy (minimum permissions)
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```json
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{
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"Version": "2012-10-17",
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"Statement": [{
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"Effect": "Allow",
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"Action": [
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"acm:ImportCertificate",
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"acm:GetCertificate",
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"acm:DescribeCertificate",
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"acm:ListCertificates",
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"acm:AddTagsToCertificate"
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],
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"Resource": "arn:aws:acm:*:*:certificate/*"
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}]
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}
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```
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## Auth recipes
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- **IRSA (IAM Roles for Service Accounts) — recommended for K8s
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deploys.** Annotate the agent's ServiceAccount with
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`eks.amazonaws.com/role-arn=arn:aws:iam::<account>:role/certctl-acm-deployer`.
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The role's trust policy allows the cluster's OIDC provider;
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permission policy is the JSON above. Short-lived STS
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credentials are auto-rotated by EKS — no long-lived access
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keys.
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- **EC2 instance profile — recommended for VM-based agents.**
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Attach an instance profile referencing the same role. SDK's
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`LoadDefaultConfig` picks credentials up via the IMDS metadata
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service.
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- **AWS SSO / `aws configure sso` — recommended for operator
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workstations.** SDK reads `~/.aws/config` for the SSO profile
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and refreshes tokens via the existing CLI session.
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- **Long-lived access keys are NOT supported in connector
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Config** — the credential chain is configured at the SDK
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level, not the connector level. This is a procurement-
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readability decision: a security reviewer reading the
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`deployment_targets` table should never find an access key.
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## Atomic-rollback contract
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Every `DeployCertificate` snapshots the existing cert via
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`DescribeCertificate` + `GetCertificate` BEFORE calling
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`ImportCertificate` with the new bytes. After import, the
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connector re-fetches the cert metadata and compares serial
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numbers.
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On serial-mismatch (post-verify failure), the connector calls
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`ImportCertificate` again with the snapshotted bytes to restore
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the previous cert. The rollback path emits a `WARN`-level slog
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entry; the rollback's own success or failure is exposed via
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`certctl_deploy_rollback_total{target_type="AWSACM",outcome="restored"|"also_failed"}`
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per the deploy-hardening I Phase 10 metric exposer.
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Mirrors the Bundle 5+ pre-deploy-snapshot pattern shipped for
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IIS / WinCertStore / JavaKeystore.
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## ALB attachment recipe
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certctl creates / rotates the ACM cert; the operator (or
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Terraform / CloudFormation) attaches it to the ALB listener
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separately. For Terraform-driven deployments, look up the ARN by
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tag:
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```hcl
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data "aws_acm_certificate" "certctl_managed" {
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domain = "api.example.com"
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most_recent = true
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# Filter by certctl provenance tags so an unrelated ACM cert with
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# the same SAN doesn't get picked up.
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tags = {
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"certctl-managed-by" = "certctl"
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"certctl-certificate-id" = "mc-api-prod"
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}
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}
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resource "aws_lb_listener" "https" {
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load_balancer_arn = aws_lb.api.arn
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port = 443
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protocol = "HTTPS"
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certificate_arn = data.aws_acm_certificate.certctl_managed.arn
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# ...
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}
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```
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The ARN updates in place across renewals (ACM `ImportCertificate`
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is upsert-style when given an ARN), so the ALB listener's
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`certificate_arn` reference doesn't change. CloudFront / API
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Gateway distributions can reference the same ARN via their
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respective Terraform resources.
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## Threat model carve-outs
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- **Cert key bytes never written to disk on the agent.**
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`DeployCertificate` reads `request.KeyPEM` from memory and
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passes it to the SDK's `ImportCertificate` call. No temp file.
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No swap-out window.
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- **Provenance tags are mandatory.** The reserved
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`certctl-managed-by=certctl` + `certctl-certificate-id=<mc-id>`
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pair is set automatically on every import. Operators
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identifying a stray ACM cert in their account can match
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against `certctl-managed-by` to confirm it was certctl-issued
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(or NOT — the absence of the tag means a manual import).
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- **No long-lived AWS credentials in `Config`.** `Config`
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carries region + ARN + operator tags only. AWS auth is the
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SDK credential chain (IRSA / instance profile / SSO).
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- **`ListCertificates` IAM permission is required for the V2
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ARN-discovery dance to work.** Operators who pin
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`Config.CertificateArn` after the first deploy can drop this
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permission; the V2 fallback emits a warning and reverts to
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"always create new ARN" if the operator forgets to update
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`certificate_arn` post-first-deploy.
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## Procurement checklist crib
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|
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Paste into security review:
|
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|
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- certctl uses short-lived IAM-role credentials via IRSA /
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instance profile, not long-lived access keys.
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- The cert key is held only in agent memory during the import
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call; never written to disk.
|
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- Every imported ACM cert is tagged with
|
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`certctl-managed-by=certctl` +
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`certctl-certificate-id=<mc-id>` for forensic traceability.
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- Failed imports trigger automatic rollback to the snapshotted
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previous cert; both outcomes are surfaced via Prometheus.
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- The minimum IAM policy is 5 actions on
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`arn:aws:acm:*:*:certificate/*`; CloudTrail captures every
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API call for compliance audits.
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## ValidateOnly contract
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|
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ACM has no dry-run API for `ImportCertificate`; `ValidateOnly`
|
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returns `target.ErrValidateOnlyNotSupported` per the deploy-
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hardening I Phase 3 sentinel contract. Operators preview deploys
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via `ValidateConfig` + `aws acm describe-certificate
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--certificate-arn <arn>` against the current ARN.
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## Related docs
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- [Connector index](index.md) — interface contract, registry, deploy primitive
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- [Azure Key Vault](azure-kv.md) — Azure equivalent target
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- [AWS ACM Private CA issuer](aws-acm-pca.md) — the *issuer* counterpart (same vendor, opposite direction)
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- [Cloud targets runbook](../../operator/runbooks/cloud-targets.md) — operator playbook covering both AWS ACM and Azure KV
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@@ -0,0 +1,195 @@
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# Azure Key Vault Target Connector — Operator Deep-Dive
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|
||||
> Last reviewed: 2026-05-05
|
||||
>
|
||||
> Operator-grade documentation for the Azure Key Vault target
|
||||
> connector. For the connector-development context (interface
|
||||
> contract, registry, atomic deploy primitive shared across all
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> targets), see the [connector index](index.md).
|
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|
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## Overview
|
||||
|
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The Azure Key Vault target connector deploys certificates into
|
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Azure Key Vault — the Azure-managed cert/secret store that
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Application Gateway / Front Door / App Service / Container Apps
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consume by KID URI. Rank 5 (Azure half) of the 2026-05-03
|
||||
Infisical deep-research deliverable.
|
||||
|
||||
Implementation lives at `internal/connector/target/azurekv/`.
|
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|
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## When to use this connector
|
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|
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Use the Azure Key Vault target connector when:
|
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|
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- TLS terminates at Azure-managed edges (Application Gateway,
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Front Door, App Service, Container Apps) and those services
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consume certs by Key Vault KID URI.
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- You need short-lived Azure credentials (managed identity,
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workload identity) rather than long-lived service-principal
|
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secrets.
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- You need cross-region or cross-cloud-environment Key Vault
|
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endpoints (US-Gov `.vault.usgovcloudapi.net`, China
|
||||
`.vault.azure.cn`).
|
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|
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Look elsewhere when:
|
||||
|
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- The target is an Azure VM running NGINX / IIS / HAProxy
|
||||
directly — those connectors are simpler.
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- The cert is for an internal Azure service that doesn't read
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from Key Vault (e.g. a custom .NET app reading PEM from disk).
|
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|
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## Configuration
|
||||
|
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```json
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{
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"vault_url": "https://my-vault.vault.azure.net",
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"certificate_name": "api-prod",
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"tags": {"env": "production", "app": "api-gateway"},
|
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"credential_mode": "managed_identity"
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}
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```
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|
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| Field | Default | Description |
|
||||
|---|---|---|
|
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| `vault_url` | (required) | Key Vault DNS endpoint (`https://<vault-name>.vault.azure.net`). For US-Gov: `.vault.usgovcloudapi.net`; for China: `.vault.azure.cn`. |
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| `certificate_name` | (required) | Cert object name in the vault (1-127 chars, alphanumeric + hyphens). Versions are auto-generated per import. |
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| `tags` | — | Tags applied at every import (Key Vault carries tags forward across versions, unlike ACM). Reserved keys `certctl-managed-by` + `certctl-certificate-id` are set automatically. |
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| `credential_mode` | `default` | One of `default` / `managed_identity` / `client_secret` / `workload_identity`. See "Auth recipes" below. |
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||||
## RBAC role (minimum permissions)
|
||||
|
||||
The off-the-shelf builtin role **Key Vault Certificates Officer**
|
||||
covers everything. For minimum-permission deploys, use a custom
|
||||
role with these data-plane operations on the vault scope
|
||||
(`/subscriptions/<sub>/resourceGroups/<rg>/providers/Microsoft.KeyVault/vaults/<vault-name>`):
|
||||
|
||||
```
|
||||
Microsoft.KeyVault/vaults/certificates/import/action
|
||||
Microsoft.KeyVault/vaults/certificates/read
|
||||
Microsoft.KeyVault/vaults/certificates/listversions/read
|
||||
```
|
||||
|
||||
## Auth recipes
|
||||
|
||||
- **AKS workload identity (`credential_mode: workload_identity`)
|
||||
— recommended for AKS deploys.** Annotate the agent's
|
||||
ServiceAccount with
|
||||
`azure.workload.identity/client-id=<app-id>`. The AKS
|
||||
cluster's OIDC issuer + the federated credential on the app
|
||||
registration handle token exchange; no long-lived secrets.
|
||||
- **Managed identity (`credential_mode: managed_identity`) —
|
||||
recommended for VM / App Service deploys.** Assign a
|
||||
system-assigned or user-assigned managed identity to the
|
||||
host; certctl-server / agent picks it up via IMDS. Pin
|
||||
`credential_mode` rather than letting `default` fall through
|
||||
to env vars (defends against accidental local-dev creds
|
||||
leaking into production).
|
||||
- **Service principal (`credential_mode: client_secret`).**
|
||||
Configure `AZURE_TENANT_ID` + `AZURE_CLIENT_ID` +
|
||||
`AZURE_CLIENT_SECRET` env vars on the agent. NOT recommended
|
||||
for production — long-lived client secret risk; rotate via
|
||||
Key Vault soft-delete recovery if leaked.
|
||||
- **Default (`credential_mode: default` or unset).** SDK's
|
||||
`DefaultAzureCredential` walks env vars → managed identity →
|
||||
Azure CLI fallback. Useful for local-dev where the operator
|
||||
already has `az login` active.
|
||||
- **Long-lived secrets in connector Config NOT supported** —
|
||||
same procurement-readability rule as AWS ACM.
|
||||
|
||||
## Atomic-rollback contract + Azure-version semantics
|
||||
|
||||
Every `DeployCertificate` snapshots the existing latest version
|
||||
via `GetCertificate(name, "" /* latest */)` BEFORE calling
|
||||
`ImportCertificate`. After import, the connector re-fetches the
|
||||
latest version and compares serial numbers.
|
||||
|
||||
On serial-mismatch, the connector calls `ImportCertificate`
|
||||
again with the snapshotted CER bytes (re-PFX'd with the
|
||||
operator's key) — **as a NEW VERSION**. Key Vault doesn't
|
||||
support "version-restore" without soft-delete recovery (which we
|
||||
keep off the minimum-RBAC surface). The version history will
|
||||
show e.g. v1=initial, v2=failed-renewal, v3=rollback-of-v2;
|
||||
operators reading audit dashboards filter by tag.
|
||||
|
||||
### Soft-delete caveat
|
||||
|
||||
V2 doesn't manage Key Vault soft-delete recovery. If a previous
|
||||
version was soft-deleted out-of-band (e.g. operator ran
|
||||
`az keyvault certificate delete`), the rollback re-imports the
|
||||
snapshot bytes as a new version rather than restoring the
|
||||
soft-deleted version. Operators alerting on rollback frequency
|
||||
should also watch for soft-delete events.
|
||||
|
||||
## App Gateway / Front Door attachment recipe
|
||||
|
||||
```hcl
|
||||
data "azurerm_key_vault_certificate" "certctl_managed" {
|
||||
name = "api-prod"
|
||||
key_vault_id = azurerm_key_vault.main.id
|
||||
}
|
||||
|
||||
resource "azurerm_application_gateway" "main" {
|
||||
# ...
|
||||
ssl_certificate {
|
||||
name = "certctl-managed"
|
||||
key_vault_secret_id = data.azurerm_key_vault_certificate.certctl_managed.secret_id
|
||||
}
|
||||
}
|
||||
```
|
||||
|
||||
Application Gateway / Front Door reference the cert by KID URI;
|
||||
certctl rotates the version under the same name, and the AGW /
|
||||
Front Door reference auto-resolves to the latest version (the
|
||||
SDK's behaviour when the KID points to
|
||||
`/certificates/<name>/<version>` vs `/certificates/<name>`
|
||||
differs — the latter auto-tracks "latest"; the former pins).
|
||||
**Pin the version-less KID for auto-tracking renewals.**
|
||||
|
||||
## Threat model carve-outs
|
||||
|
||||
- **Cert key bytes never written to disk on the agent.** PFX
|
||||
wrapping happens in memory (PKCS#12 via
|
||||
`software.sslmate.com/src/go-pkcs12`); the base64-encoded PFX
|
||||
is passed straight to the SDK's `ImportCertificate` call.
|
||||
- **Provenance tags are mandatory.** Same
|
||||
`certctl-managed-by=certctl` +
|
||||
`certctl-certificate-id=<mc-id>` shape as AWS ACM. Operators
|
||||
identifying a stray Key Vault cert match against
|
||||
`certctl-managed-by`.
|
||||
- **No long-lived Azure credentials in `Config`.** `Config`
|
||||
carries vault URL + cert name + operator tags + credential
|
||||
mode only. Auth is the Azure SDK credential chain.
|
||||
- **`credential_mode: managed_identity` is the recommended
|
||||
production posture.** Defends against accidental env-var
|
||||
creds leaking into deployments where the host already has a
|
||||
managed identity assigned.
|
||||
|
||||
## Procurement checklist crib
|
||||
|
||||
Paste into security review:
|
||||
|
||||
- certctl uses Azure managed identity (or workload identity for
|
||||
AKS), not long-lived service-principal secrets.
|
||||
- The cert key is held only in agent memory during the PFX wrap
|
||||
+ import call; never written to disk.
|
||||
- Every imported Key Vault cert is tagged with
|
||||
`certctl-managed-by=certctl` +
|
||||
`certctl-certificate-id=<mc-id>` for forensic traceability.
|
||||
- Failed imports trigger automatic rollback by re-importing the
|
||||
snapshotted previous version's bytes; both outcomes are
|
||||
surfaced via Prometheus.
|
||||
- The minimum RBAC role is 3 data-plane actions; Activity Log
|
||||
captures every API call for compliance audits.
|
||||
|
||||
## ValidateOnly contract
|
||||
|
||||
Key Vault has no dry-run API; `ValidateOnly` returns
|
||||
`target.ErrValidateOnlyNotSupported`. Operators preview deploys
|
||||
via `ValidateConfig` + `az keyvault certificate show
|
||||
--vault-name <name> --name <cert>`.
|
||||
|
||||
## Related docs
|
||||
|
||||
- [Connector index](index.md) — interface contract, registry, deploy primitive
|
||||
- [AWS ACM target](aws-acm.md) — AWS equivalent target
|
||||
- [Cloud targets runbook](../../operator/runbooks/cloud-targets.md) — operator playbook covering both AWS ACM and Azure KV
|
||||
@@ -33,15 +33,20 @@ Issuer connectors:
|
||||
Target connectors:
|
||||
|
||||
- [Apache](apache.md) — Apache httpd, separate-file deploy + `apachectl configtest`
|
||||
- [AWS Certificate Manager](aws-acm.md) — deploy into ACM for ALB / CloudFront / API Gateway
|
||||
- [Azure Key Vault](azure-kv.md) — deploy into Key Vault for App Gateway / Front Door / App Service
|
||||
- [Caddy](caddy.md) — admin-API hot reload or file-watcher fallback
|
||||
- [Envoy](envoy.md) — file SDS hot reload, optional `sds.json`
|
||||
- [F5 BIG-IP](f5.md) — proxy-agent pattern + transactional iControl REST
|
||||
- [HAProxy](haproxy.md) — combined-PEM deploy + `haproxy -c` validate
|
||||
- [IIS](iis.md) — Microsoft IIS, local PowerShell + WinRM modes
|
||||
- [Java Keystore](jks.md) — JKS / PKCS#12 via `keytool` with atomic snapshot rollback
|
||||
- [Kubernetes Secrets](k8s.md) — k8s.io/tls Secrets atomic update
|
||||
- [NGINX](nginx.md) — separate-file deploy + `nginx -t` validate
|
||||
- [Postfix / Dovecot](postfix.md) — dual-mode mail-server TLS connector
|
||||
- [SSH (agentless)](ssh.md) — agentless deploy over SSH/SFTP for Linux/Unix targets
|
||||
- [Traefik](traefik.md) — file-provider zero-reload deploy
|
||||
- [Windows Certificate Store](wincertstore.md) — non-IIS Windows services (Exchange, RDP, SQL, ADFS)
|
||||
|
||||
## Contents
|
||||
|
||||
|
||||
@@ -0,0 +1,189 @@
|
||||
# Java Keystore (JKS / PKCS#12) Connector — Operator Deep-Dive
|
||||
|
||||
> Last reviewed: 2026-05-05
|
||||
>
|
||||
> Operator-grade documentation for the Java Keystore target
|
||||
> connector. For the connector-development context (interface
|
||||
> contract, registry, atomic deploy primitive shared across all
|
||||
> targets), see the [connector index](index.md).
|
||||
|
||||
## Overview
|
||||
|
||||
The Java Keystore connector deploys certificates to JKS or
|
||||
PKCS#12 keystores via the `keytool` CLI. This enables TLS cert
|
||||
deployment for Tomcat, Jetty, Kafka, Elasticsearch, and any
|
||||
JVM-based service.
|
||||
|
||||
Flow: PEM → temp PKCS#12 → `keytool -importkeystore` into the
|
||||
target keystore. The flow is engineered for atomicity and
|
||||
rollback, not just convenience.
|
||||
|
||||
Implementation lives at `internal/connector/target/javakeystore/`.
|
||||
|
||||
## When to use this connector
|
||||
|
||||
Use the Java Keystore connector when:
|
||||
|
||||
- The target is a JVM-based service (Tomcat, Jetty, Kafka,
|
||||
Elasticsearch, ZooKeeper) that reads TLS material from a
|
||||
keystore file.
|
||||
- You need PKCS#12 or JKS format support; the connector handles
|
||||
both.
|
||||
|
||||
Look elsewhere when:
|
||||
|
||||
- The JVM service has been re-fronted with a non-Java reverse
|
||||
proxy (NGINX, HAProxy) that handles TLS termination — deploy
|
||||
to the proxy instead.
|
||||
- The service uses PKCS#11 or a hardware token rather than a
|
||||
keystore file — that's outside this connector's scope.
|
||||
|
||||
## Configuration
|
||||
|
||||
```json
|
||||
{
|
||||
"keystore_path": "/opt/tomcat/conf/keystore.p12",
|
||||
"keystore_password": "changeit",
|
||||
"keystore_type": "PKCS12",
|
||||
"alias": "server",
|
||||
"reload_command": "systemctl restart tomcat"
|
||||
}
|
||||
```
|
||||
|
||||
| Field | Default | Description |
|
||||
|---|---|---|
|
||||
| `keystore_path` | (required) | Absolute path to the keystore file |
|
||||
| `keystore_password` | (required) | Keystore password |
|
||||
| `keystore_type` | `"PKCS12"` | `"PKCS12"` or `"JKS"` |
|
||||
| `alias` | `"server"` | Key entry alias in the keystore |
|
||||
| `reload_command` | — | Optional command to run after keystore update |
|
||||
| `create_keystore` | `true` | Create keystore if it doesn't exist |
|
||||
| `keytool_path` | `"keytool"` | Override keytool binary path |
|
||||
| `backup_retention` | `3` | Number of `.certctl-bak.<unix-nanos>.p12` snapshot files to keep after a successful deploy. `0` means use the default of 3; `-1` opts out of pruning entirely. |
|
||||
| `backup_dir` | `dirname(keystore_path)` | Override directory where rollback snapshots are written and pruned from. Defaults to the keystore's own directory so snapshots land on the same filesystem. |
|
||||
|
||||
## Atomic-rollback contract (Bundle 8)
|
||||
|
||||
The deploy flow is **snapshot → delete → import → reload**.
|
||||
|
||||
Before the irreversible `keytool -delete` step (which removes the
|
||||
existing alias from the keystore), the connector runs `keytool
|
||||
-exportkeystore` to write a sibling `.certctl-bak.<unix-nanos>.p12`
|
||||
file containing the prior alias.
|
||||
|
||||
If the subsequent `keytool -importkeystore` fails for any reason,
|
||||
the rollback path runs `keytool -delete` (best-effort cleanup of
|
||||
any partial alias the failed import created) followed by
|
||||
`keytool -importkeystore` from the snapshot PFX, restoring the
|
||||
keystore to its pre-deploy state.
|
||||
|
||||
If both the import AND the rollback fail, the connector returns
|
||||
an operator-actionable wrapped error containing both error
|
||||
strings AND the snapshot path so the operator can manually
|
||||
`keytool -importkeystore` from the `.p12` file to recover.
|
||||
|
||||
Successful deploys prune older `.certctl-bak.*.p12` files beyond
|
||||
the configured `backup_retention` count; pruning sorts by file
|
||||
ModTime and removes the oldest entries first. Operators that wire
|
||||
their own archival/rotation logic can opt out via
|
||||
`backup_retention: -1`.
|
||||
|
||||
First-time deploys (no keystore file exists at the configured
|
||||
path) skip the snapshot phase entirely — there's nothing to roll
|
||||
back to. The same is true for "alias-not-present-in-existing-
|
||||
keystore" deploys: `keytool -exportkeystore` returns "alias does
|
||||
not exist" which the connector recognises as a normal first-
|
||||
time-on-existing-keystore signal, not an outage.
|
||||
|
||||
## Operator playbook: keytool argv password exposure
|
||||
|
||||
Java's `keytool` accepts the keystore password via the
|
||||
`-storepass` argv flag — there is no stdin or file-based password
|
||||
mode in OpenJDK keytool. While the keytool subprocess is running,
|
||||
the password is visible in `ps(1)` output to any user on the same
|
||||
host who can read `/proc/<pid>/cmdline`. **This is a standard
|
||||
keytool limitation, not a certctl-specific issue**, but operators
|
||||
in regulated environments should know about it.
|
||||
|
||||
### What this means in practice
|
||||
|
||||
- The password is visible for the duration of each keytool
|
||||
invocation (typically <1s on modern hardware; the connector
|
||||
runs 2-4 keytool calls per deploy: snapshot, optional
|
||||
pre-import delete, import, optional rollback).
|
||||
- A local user with shell access on the agent host who polls
|
||||
`ps -ef` aggressively can capture the password.
|
||||
- The exposure is local to the agent host; remote attackers
|
||||
without shell access cannot see it.
|
||||
- The same applies to the snapshot's transient `-deststorepass`
|
||||
(which mirrors the operator's keystore password by design —
|
||||
see "Why the snapshot reuses the keystore password" below).
|
||||
|
||||
### Mitigations
|
||||
|
||||
Layer one or more depending on threat model:
|
||||
|
||||
- **Restrict shell access to the agent host.** Only the certctl
|
||||
agent's service account should have a login shell. Other admins
|
||||
SSH to a bastion that doesn't host the agent.
|
||||
- **Use Linux user namespaces or AppArmor** to deny `ps`-
|
||||
visibility into the keytool subprocess for non-root users.
|
||||
systemd's `ProtectKernelTunables=yes` + `ProtectProc=invisible`
|
||||
(kernel 5.8+) hides `/proc/<pid>` from non-owner users.
|
||||
- **Run the certctl agent in a single-purpose container** so only
|
||||
the agent's processes are visible to anyone who execs into the
|
||||
container. The host's `ps` doesn't see container internals if
|
||||
proper PID-namespace isolation is configured.
|
||||
- **Rotate the keystore password post-deployment.** For
|
||||
high-security environments where the brief exposure is
|
||||
unacceptable, the rotation can itself be automated via a
|
||||
post-deploy hook running `keytool -storepasswd`. The certctl
|
||||
`reload_command` is the natural place for this; just be aware
|
||||
the new password must be propagated to whatever service reads
|
||||
the keystore (Tomcat's `server.xml`, Kafka's
|
||||
`kafka.properties`, etc.).
|
||||
- **For FIPS environments**, use the `BCFKS` (BouncyCastle FIPS)
|
||||
keystore type which supports stronger password-derivation. Same
|
||||
argv-exposure caveat applies; the keystore-format change
|
||||
doesn't affect how keytool receives the password.
|
||||
|
||||
For a fundamentally different password-handling model, switch to
|
||||
a non-Java target (e.g. PEM-on-disk via the SSH connector + a
|
||||
JCA-shim like `tomcat-native` reading PEMs directly) or a
|
||||
PKCS#11 keystore (where the password is supplied to the cryptoki
|
||||
library, not via argv).
|
||||
|
||||
### Why the snapshot reuses the keystore password
|
||||
|
||||
The snapshot's `keytool -exportkeystore` writes a PKCS#12 file
|
||||
under a `-deststorepass`. The connector reuses the operator's
|
||||
`keystore_password` for this rather than generating a separate
|
||||
transient password. Two reasons:
|
||||
|
||||
1. The operator already trusts the connector with this secret,
|
||||
so the surface area doesn't grow.
|
||||
2. The rollback's matching `keytool -importkeystore` needs to
|
||||
know the password too, and threading a second random
|
||||
password through the in-memory state machine adds complexity
|
||||
(and another argv-exposure window) for no security gain.
|
||||
|
||||
If you rotate the keystore password between deploys, the
|
||||
rollback may fail to read the snapshot — keep stale
|
||||
`.certctl-bak.*.p12` files on disk until the rotation completes,
|
||||
and clean them up manually if rotation invalidates them.
|
||||
|
||||
## Security baseline
|
||||
|
||||
- Reload commands validated against shell injection via
|
||||
`validation.ValidateShellCommand()`.
|
||||
- Alias validated against injection (alphanumeric, hyphens,
|
||||
underscores only).
|
||||
- Path traversal prevention on keystore path.
|
||||
- Transient PKCS#12 temp file cleaned up after import (even on
|
||||
error).
|
||||
|
||||
## Related docs
|
||||
|
||||
- [Connector index](index.md) — interface contract, registry, deploy primitive
|
||||
- [Windows Certificate Store](wincertstore.md) — comparable cert-store deploy on Windows
|
||||
- [SSH agentless](ssh.md) — alternative when the JVM target is reachable via SSH and you'd rather drop PEM files than maintain a keystore
|
||||
@@ -0,0 +1,194 @@
|
||||
# SSH (Agentless) Connector — Operator Deep-Dive
|
||||
|
||||
> Last reviewed: 2026-05-05
|
||||
>
|
||||
> Operator-grade documentation for the SSH agentless target
|
||||
> connector. For the connector-development context (interface
|
||||
> contract, registry, atomic deploy primitive shared across all
|
||||
> targets), see the [connector index](index.md).
|
||||
|
||||
## Overview
|
||||
|
||||
The SSH connector enables agentless certificate deployment to any
|
||||
Linux/Unix server via SSH/SFTP. Instead of installing the certctl
|
||||
agent binary on every target, a single "proxy agent" in the same
|
||||
network zone deploys certificates to remote servers over SSH.
|
||||
|
||||
This is ideal for environments where installing agents on every
|
||||
server is impractical — air-gapped servers, legacy fleets, or
|
||||
brownfield environments where agent installation requires change-
|
||||
control tickets per host.
|
||||
|
||||
Implementation lives at `internal/connector/target/ssh/`.
|
||||
|
||||
## When to use this connector
|
||||
|
||||
Use the SSH connector when:
|
||||
|
||||
- Installing the certctl agent on every target is impractical or
|
||||
politically expensive.
|
||||
- The agent-to-target network path is operator-controlled.
|
||||
- You're deploying to known, registered infrastructure where the
|
||||
operator implicitly trusts the host (you're already shipping it
|
||||
a TLS cert).
|
||||
|
||||
Look elsewhere when:
|
||||
|
||||
- You're deploying across the public internet to dynamic /
|
||||
multi-tenant hosts. The connector accepts any host key
|
||||
(`InsecureIgnoreHostKey`); MITM resistance requires the
|
||||
mitigations below.
|
||||
- Your environment has strict regulatory MITM-resistance
|
||||
requirements (PCI-DSS Level 1, FedRAMP High). The inline-comment
|
||||
"out of scope" framing on host-key acceptance doesn't satisfy
|
||||
auditors who want documented host-key verification at the
|
||||
connector level.
|
||||
|
||||
## Configuration
|
||||
|
||||
### Key authentication (recommended)
|
||||
|
||||
```json
|
||||
{
|
||||
"host": "web-server.internal",
|
||||
"port": 22,
|
||||
"user": "certctl",
|
||||
"auth_method": "key",
|
||||
"private_key_path": "/home/certctl/.ssh/id_ed25519",
|
||||
"cert_path": "/etc/ssl/certs/cert.pem",
|
||||
"key_path": "/etc/ssl/private/key.pem",
|
||||
"chain_path": "/etc/ssl/certs/chain.pem",
|
||||
"reload_command": "systemctl reload nginx",
|
||||
"timeout": 30
|
||||
}
|
||||
```
|
||||
|
||||
### Password authentication
|
||||
|
||||
```json
|
||||
{
|
||||
"host": "legacy-server.internal",
|
||||
"user": "deploy",
|
||||
"auth_method": "password",
|
||||
"password": "s3cret",
|
||||
"cert_path": "/etc/ssl/cert.pem",
|
||||
"key_path": "/etc/ssl/key.pem",
|
||||
"reload_command": "systemctl reload apache2"
|
||||
}
|
||||
```
|
||||
|
||||
### Field reference
|
||||
|
||||
| Field | Default | Description |
|
||||
|---|---|---|
|
||||
| `host` | (required) | SSH hostname or IP address |
|
||||
| `port` | 22 | SSH port |
|
||||
| `user` | (required) | SSH username |
|
||||
| `auth_method` | `"key"` | `"key"` or `"password"` |
|
||||
| `private_key_path` | — | Path to SSH private key file (key auth) |
|
||||
| `private_key` | — | Inline SSH private key PEM (alternative to path) |
|
||||
| `password` | — | SSH password (password auth) |
|
||||
| `passphrase` | — | Passphrase for encrypted private keys |
|
||||
| `cert_path` | (required) | Remote path for certificate file |
|
||||
| `key_path` | (required) | Remote path for private key file |
|
||||
| `chain_path` | — | Remote path for chain file (if empty, chain appended to cert) |
|
||||
| `cert_mode` | `"0644"` | File permissions for cert (octal) |
|
||||
| `key_mode` | `"0600"` | File permissions for private key (octal) |
|
||||
| `reload_command` | — | Command to execute after deployment |
|
||||
| `timeout` | 30 | SSH connection timeout in seconds |
|
||||
|
||||
## Security baseline
|
||||
|
||||
- **Key-based authentication is recommended** over password
|
||||
authentication. Encrypted private keys are supported via
|
||||
`passphrase`.
|
||||
- **Reload commands are validated against shell injection** (same
|
||||
validation as Postfix/Dovecot connectors).
|
||||
- **Host field is regex-validated** to prevent shell metacharacters.
|
||||
- **Private keys are written with 0600 permissions** by default.
|
||||
- **Host key verification is intentionally skipped.** See the
|
||||
threat model below.
|
||||
|
||||
## Operator playbook: SSH host-key verification
|
||||
|
||||
certctl's SSH connector dials each target with
|
||||
`HostKeyCallback: ssh.InsecureIgnoreHostKey()`, meaning **the
|
||||
connector accepts any server host key without comparison against
|
||||
`known_hosts`**. This is a documented design choice, not an
|
||||
oversight.
|
||||
|
||||
### Why the connector accepts any host key
|
||||
|
||||
- certctl deploys to operator-configured target infrastructure.
|
||||
Each target is registered explicitly in the control plane with
|
||||
hostname + auth credentials + cert/key paths; the operator
|
||||
implicitly trusts the host they're deploying to (otherwise why
|
||||
give it a TLS cert).
|
||||
- Mirrors the same posture certctl applies to the network scanner
|
||||
(`InsecureSkipVerify` for cert-monitoring TLS handshakes) and
|
||||
the F5 connector (`Insecure` flag for self-signed BIG-IP
|
||||
management interfaces).
|
||||
- Avoids a heavyweight per-target `known_hosts` management layer
|
||||
that would shift complexity onto operators with no
|
||||
proportional security gain when the network model is
|
||||
"operator-configured infrastructure on operator-controlled
|
||||
network".
|
||||
|
||||
### Threat model the design accepts
|
||||
|
||||
- A passive eavesdropper on the agent-to-target link. SSH's
|
||||
transport encryption still applies — host-key acceptance
|
||||
affects MITM vulnerability, not on-the-wire confidentiality.
|
||||
- A MITM attacker on the agent-to-target link who can intercept
|
||||
the SSH TCP handshake AND has positioned themselves on a
|
||||
hostname the operator has registered as a deploy target.
|
||||
Layered authentication (per-target SSH keys with strong
|
||||
passphrases stored at the agent) limits the blast radius — the
|
||||
MITM gets one target's cert+key payload, not the agent's
|
||||
broader credentials.
|
||||
|
||||
### Threat model the design does NOT accept
|
||||
|
||||
- Deploying across the public internet to a host whose IP
|
||||
rotates (e.g. ephemeral cloud instances behind a load balancer
|
||||
that doesn't pin SSH host keys). In that scenario,
|
||||
`InsecureIgnoreHostKey` opens an MITM window during IP
|
||||
rotation — register a `known_hosts` file path or use SSH
|
||||
certificates (below) instead.
|
||||
- Multi-tenant networks where another tenant could plausibly
|
||||
impersonate the target host. certctl's design assumes
|
||||
operator-controlled network paths.
|
||||
|
||||
### Mitigations operators can layer on
|
||||
|
||||
- **`known_hosts` enforcement**: implement a custom `SSHClient`
|
||||
(the connector's `SSHClient` interface accepts injected clients
|
||||
via `NewWithClient`) whose `Connect` method builds an
|
||||
`ssh.ClientConfig` with `HostKeyCallback` set to
|
||||
`knownhosts.New("/path/to/known_hosts")` from
|
||||
`golang.org/x/crypto/ssh/knownhosts`.
|
||||
- **SSH certificate authentication**: use OpenSSH 5.4+ host
|
||||
certificates signed by an organizational CA. Configure the
|
||||
agent's `known_hosts` CA pinning via `@cert-authority` lines so
|
||||
any host presenting a certificate signed by the CA is trusted,
|
||||
regardless of IP rotation.
|
||||
- **Network segmentation**: run the certctl agent on the same
|
||||
private network segment as its targets; require VPN tunnels
|
||||
for cross-network deploys; use bastion hosts with their own
|
||||
host-key validation.
|
||||
- **Per-target SSH keys**: rotate the agent's SSH credentials
|
||||
per target so a successful MITM compromise is bounded to that
|
||||
one target's cert+key, not the agent's broader credential set.
|
||||
|
||||
### V3-Pro forward path
|
||||
|
||||
The operator-managed `known_hosts` integration (config field +
|
||||
`HostKeyCallback` plumbing + per-target root-of-trust enforcement)
|
||||
is documented as V3-Pro work. Tracking:
|
||||
`WORKSPACE-ROADMAP.md` (search for "SSH known_hosts").
|
||||
|
||||
## Related docs
|
||||
|
||||
- [Connector index](index.md) — interface contract, registry, deploy primitive
|
||||
- [F5 BIG-IP](f5.md) — comparable proxy-agent target where the agent doesn't run on the appliance itself
|
||||
- [Kubernetes Secrets](k8s.md) — agent-in-cluster alternative when the targets are workloads rather than VMs
|
||||
@@ -0,0 +1,118 @@
|
||||
# Windows Certificate Store Connector — Operator Deep-Dive
|
||||
|
||||
> Last reviewed: 2026-05-05
|
||||
>
|
||||
> Operator-grade documentation for the Windows Certificate Store
|
||||
> target connector. For the connector-development context (interface
|
||||
> contract, registry, atomic deploy primitive shared across all
|
||||
> targets), see the [connector index](index.md).
|
||||
|
||||
## Overview
|
||||
|
||||
The Windows Certificate Store connector imports certificates into
|
||||
the Windows cert store via PowerShell, **without managing IIS site
|
||||
bindings**. Use this for non-IIS Windows services that read
|
||||
certificates from the cert store: Exchange, RDP, SQL Server, ADFS,
|
||||
LSA-protected services, etc.
|
||||
|
||||
Same injectable `PowerShellExecutor` pattern as the IIS connector,
|
||||
with optional WinRM proxy mode for agentless deployment to remote
|
||||
Windows hosts.
|
||||
|
||||
Implementation lives at `internal/connector/target/wincertstore/`.
|
||||
|
||||
## When to use this connector
|
||||
|
||||
Use the Windows Certificate Store connector when:
|
||||
|
||||
- The target is a Windows service that reads certs from the
|
||||
Windows cert store (Exchange transport TLS, RDP listener, SQL
|
||||
Server SSL endpoint, ADFS token-signing cert, etc.).
|
||||
- You don't want IIS-binding management (use the
|
||||
[IIS connector](iis.md) for that).
|
||||
- You're deploying via an in-host agent (`mode: local`) or via
|
||||
WinRM from a proxy agent (`mode: winrm`).
|
||||
|
||||
Look elsewhere when:
|
||||
|
||||
- The target is IIS with site bindings — use the
|
||||
[IIS connector](iis.md) for binding management.
|
||||
- The target reads certs from a JKS / PKCS#12 keystore — use the
|
||||
[Java Keystore](jks.md) connector.
|
||||
|
||||
## Configuration
|
||||
|
||||
```json
|
||||
{
|
||||
"store_name": "My",
|
||||
"store_location": "LocalMachine",
|
||||
"friendly_name": "Production API Cert",
|
||||
"remove_expired": true
|
||||
}
|
||||
```
|
||||
|
||||
| Field | Default | Description |
|
||||
|---|---|---|
|
||||
| `store_name` | `"My"` | Windows cert store name (My, Root, WebHosting, etc.) |
|
||||
| `store_location` | `"LocalMachine"` | `"LocalMachine"` or `"CurrentUser"` |
|
||||
| `friendly_name` | — | Optional friendly name for the imported certificate |
|
||||
| `remove_expired` | `false` | Remove expired certs with same CN after import |
|
||||
| `mode` | `"local"` | `"local"` (agent-local) or `"winrm"` (remote) |
|
||||
| `winrm_host` | — | WinRM hostname (required for winrm mode) |
|
||||
| `winrm_port` | 5985 | WinRM port (5985 HTTP, 5986 HTTPS) |
|
||||
| `winrm_username` | — | WinRM username (required for winrm mode) |
|
||||
| `winrm_password` | — | WinRM password (required for winrm mode) |
|
||||
| `winrm_https` | `false` | Use HTTPS for WinRM |
|
||||
| `winrm_insecure` | `false` | Skip TLS verification for WinRM |
|
||||
| `exec_deadline` | `60s` | Per-PowerShell-subprocess cap that fires only when the caller's `ctx` has no deadline of its own. A caller-supplied deadline always wins; this is a safety net so a hung WinRM session or stuck `Cert:` provider call cannot block the deploy worker indefinitely. Operators on slow links can extend with e.g. `"exec_deadline": "5m"`. |
|
||||
|
||||
## Deploy modes
|
||||
|
||||
### `mode: local`
|
||||
|
||||
Runs PowerShell in-process on the agent host. Requires the agent
|
||||
to be installed on the Windows target itself. Best fit for
|
||||
single-host services (a Windows server running Exchange or SQL
|
||||
Server alone).
|
||||
|
||||
### `mode: winrm`
|
||||
|
||||
Runs PowerShell remotely via WinRM from a proxy agent. Best fit
|
||||
for fleets where you don't want to install the certctl agent on
|
||||
every Windows host. Use HTTPS WinRM (port 5986) with
|
||||
`winrm_insecure: false` for production; HTTP WinRM (5985) is
|
||||
acceptable on operator-controlled networks.
|
||||
|
||||
## Operator playbook
|
||||
|
||||
### Selecting the right store
|
||||
|
||||
- `My` — personal cert store under LocalMachine. Default for
|
||||
Exchange transport TLS, SQL Server, RDP, most service-account
|
||||
workloads.
|
||||
- `Root` — trusted root CA store. **Don't import leaves here.**
|
||||
This is for adding trust anchors only.
|
||||
- `WebHosting` — alternative store for IIS websites; the IIS
|
||||
connector typically uses `My` instead.
|
||||
|
||||
### Removing expired certs
|
||||
|
||||
`remove_expired: true` cleans up old cert versions with the same
|
||||
Subject CN after a successful import. Useful in long-running
|
||||
fleets where the cert store accumulates dozens of expired entries
|
||||
over years of rotations.
|
||||
|
||||
### Handling private-key permissions
|
||||
|
||||
Imported certs land with the Network Service account having read
|
||||
access by default. For services running as a different account
|
||||
(e.g. a domain user for SQL Server), the operator needs to grant
|
||||
that account read access to the private key after import — this
|
||||
isn't automated by the connector. Use the post-deploy
|
||||
`reload_command` to run a `Set-Acl` step if you need it.
|
||||
|
||||
## Related docs
|
||||
|
||||
- [Connector index](index.md) — interface contract, registry, deploy primitive
|
||||
- [IIS connector](iis.md) — IIS site-binding management on top of the cert store
|
||||
- [Java Keystore](jks.md) — JVM-based service alternative
|
||||
Reference in New Issue
Block a user