cleveragents-core/features/tls_certificate_check.feature

Feature: TLS certificate health-check script
  The ``scripts/check-tls-cert.py`` script inspects TLS certificates for
  CleverAgents infrastructure hostnames and reports errors, warnings, and
  certificate metadata.  These scenarios exercise the script's core logic
  using injected SSL contexts so no real network connections are made.

  # ── Regression tests for issue #1543 ──────────────────────────────────
  # The TLS handshake failure on git.dev.cleveragents.com was caused by the
  # hostname being absent from the certificate's Subject Alternative Names
  # (SANs).  The scenarios below verify that the check script correctly
  # detects this condition and reports it as an error.

  @tdd_issue @tdd_issue_1543
  Scenario: Script detects missing SAN for git.dev.cleveragents.com
    Given a TLS certificate for "git.cleverthis.com" with SANs "git.cleverthis.com,git.cleveragents.com"
    And the certificate expires in 90 days
    When the TLS check runs for hostname "git.dev.cleveragents.com"
    Then the check result should be a failure
    And the check error should mention "not found in certificate SANs"

  @tdd_issue @tdd_issue_1543
  Scenario: Script passes when hostname is present in SANs
    Given a TLS certificate for "git.cleverthis.com" with SANs "git.cleverthis.com,git.dev.cleveragents.com"
    And the certificate expires in 90 days
    When the TLS check runs for hostname "git.dev.cleveragents.com"
    Then the check result should be a success

  @tdd_issue @tdd_issue_1543
  Scenario: Script detects expired certificate
    Given a TLS certificate for "git.cleverthis.com" with SANs "git.cleverthis.com,git.dev.cleveragents.com"
    And the certificate expired 5 days ago
    When the TLS check runs for hostname "git.dev.cleveragents.com"
    Then the check result should be a failure
    And the check error should mention "expired"

  @tdd_issue @tdd_issue_1543
  Scenario: Script warns when certificate expires within threshold
    Given a TLS certificate for "git.cleverthis.com" with SANs "git.cleverthis.com,git.dev.cleveragents.com"
    And the certificate expires in 15 days
    When the TLS check runs for hostname "git.dev.cleveragents.com" with warn-days 30
    Then the check result should be a success
    And the check warning should mention "expires in"

  @tdd_issue @tdd_issue_1543
  Scenario: Script does not warn when certificate expires beyond threshold
    Given a TLS certificate for "git.cleverthis.com" with SANs "git.cleverthis.com,git.dev.cleveragents.com"
    And the certificate expires in 60 days
    When the TLS check runs for hostname "git.dev.cleveragents.com" with warn-days 30
    Then the check result should be a success
    And the check has no warnings

  @tdd_issue @tdd_issue_1543
  Scenario: Script reports TLS handshake failure as an error
    Given the TLS connection raises an SSLError "CERTIFICATE_VERIFY_FAILED"
    When the TLS check runs for hostname "git.dev.cleveragents.com"
    Then the check result should be a failure
    And the check error should mention "TLS"

  @tdd_issue @tdd_issue_1543
  Scenario: Script reports connection timeout as an error
    Given the TLS connection times out
    When the TLS check runs for hostname "git.dev.cleveragents.com"
    Then the check result should be a failure
    And the check error should mention "timed out"

  @tdd_issue @tdd_issue_1543
  Scenario: Script reports connection refused as an error
    Given the TLS connection is refused
    When the TLS check runs for hostname "git.dev.cleveragents.com"
    Then the check result should be a failure
    And the check error should mention "Connection failed"

  # ── Wildcard SAN matching ──────────────────────────────────────────────

  @tdd_issue @tdd_issue_1543
  Scenario: Script accepts wildcard SAN matching the hostname
    Given a TLS certificate for "git.cleverthis.com" with SANs "*.cleverthis.com"
    And the certificate expires in 90 days
    When the TLS check runs for hostname "git.cleverthis.com"
    Then the check result should be a success

  @tdd_issue @tdd_issue_1543
  Scenario: Script rejects wildcard SAN that does not match the hostname
    Given a TLS certificate for "git.cleverthis.com" with SANs "*.cleveragents.com"
    And the certificate expires in 90 days
    When the TLS check runs for hostname "git.cleverthis.com"
    Then the check result should be a failure
    And the check error should mention "not found in certificate SANs"

  # ── Helper function unit tests ─────────────────────────────────────────

  @tdd_issue @tdd_issue_1543
  Scenario: _hostname_matches_san returns True for exact match
    When I check if hostname "git.dev.cleveragents.com" matches SANs "git.dev.cleveragents.com,git.cleveragents.com"
    Then the SAN match result should be True

  @tdd_issue @tdd_issue_1543
  Scenario: _hostname_matches_san returns False when hostname is absent
    When I check if hostname "git.dev.cleveragents.com" matches SANs "git.cleveragents.com,git.cleverthis.com"
    Then the SAN match result should be False

  @tdd_issue @tdd_issue_1543
  Scenario: _hostname_matches_san handles wildcard SANs correctly
    When I check if hostname "git.cleverthis.com" matches SANs "*.cleverthis.com"
    Then the SAN match result should be True

  @tdd_issue @tdd_issue_1543
  Scenario: _hostname_matches_san rejects multi-level wildcard
    When I check if hostname "a.b.cleverthis.com" matches SANs "*.cleverthis.com"
    Then the SAN match result should be False