SyncValsverifier → artifact → classifier → verdict
SyncVals · Trajectory

iam-permissions-boundary-ceiling

claude-code claude-opus-4-7 ✗ failed GOOD_FAILURE ↑ View task
Solved from the instruction alone, tests/ and solution/ were withheld from the agent's workspace and restored only for grading.
Reward = tests/test.sh exit code (0 → resolved); the classification below is post-hoc and cannot change it.
Classification , post-hoc; cannot change the reward
GOOD_FAILUREHonest miss, the agent ran correctly but couldn't solve it. Expected for a hard task; the task is sound.
SubtypeIncomplete Implementation
EvidenceTest `test_12_boundary_listbucket_uses_s3_prefix_condition` failed because the agent's boundary policy ListBucket statement lacks `Condition.StringLike.s3:prefix` matching 'confidential/*'. The test error message states: 'boundary s3:ListBucket has no Condition.StringLike on s3:prefix matching 'confidential/*'; got Condition={}'. The agent successfully fixed 4 of 5 bugs (26/27 tests passed): corrected SSM pointers, attached permissions boundary, rewrote boundary policy with proper scoping for object operations and KMS actions, and cleaned up the identity policy. The ListBucket statement resource is correct (bucket ARN), but the Condition restricting list operations to the confidential/ prefix was omitted."
Root causeThe agent's boundary policy implementation omitted the required Condition clause on the s3:ListBucket statement that restricts listing to objects with the confidential/ prefix. While the instruction states to 'work out the shape from behaviour' and the agent verified the endpoint behavior (including list operations) end-to-end, they did not add the specific Condition syntax required by the test to properly restrict ListBucket scope."
RecommendationN/A - task is fine. The test is correctly validating that ListBucket includes proper prefix scoping via Condition.StringLike, which is AWS IAM best practice for permissions boundaries. The agent should have included: `"Condition": {"StringLike": {"s3:prefix": "confidential/*"}}` in the ListBucket statement.
Trajectory
Tool-by-tool agent trajectory
75 tool calls · 3 tool types · 75 steps
a teammate left mid-setup and the analyst access design isn't working: the analyst is supposed to be capped by a permissions boundary so they can only read/write objects under the `confidential/` prefix of one specific bucket (`vault-bucket`) using one specific customer-managed kms key (`alias/vault-kms`). nothing else , not the `public/` prefix, not other buckets, not creating new kms keys, not escalating their own iam. the pieces exist (the iam user `analyst-user`, the two managed policies `AnalystIdentityPolicy` and `AnalystBoundary`, the bucket, the cmk, the access keys for the analyst, ssm pointers); something is off. diagnose and fix it **in place** (recreating an individual managed policy by deleting and re-creating under the same name is fine when its document can't be edited in place; replacing the user is fine when an attribute set at create time can't be changed in place , keep the same names, and update ssm pointers to match if you do). a manifest of every resource (arns, names, the analyst's access keys) is published under ssm at `/harbor/boundary/*`; read it instead of guessing. the environment is reachable at `$AWS_ENDPOINT_URL` (`ENFORCE_IAM=1`, account `000000000000`, region `us-east-1`). "fixed" is judged end-to-end and in shape. signing real requests with the analyst's own access keys (exported via the ssm manifest), under `ENFORCE_IAM=1`, the runtime evaluates identity ∩ boundary and the behaviour must be: - `s3:PutObject` and `s3:GetObject` under `arn:aws:s3:::vault-bucket/confidential/<anything>` succeed - `s3:PutObject` under `arn:aws:s3:::vault-bucket/public/<anything>` is `AccessDenied` - `s3:PutObject` on any bucket other than `vault-bucket` is `AccessDenied` - `kms:CreateKey` is `AccessDenied` - a `kms:Decrypt`/`kms:GenerateDataKey` call against the vault cmk on behalf of the analyst succeeds (so that confidential objects encrypted with that cmk can actually be read by the analyst) `iam:GetUser` on `analyst-user` has to return a `PermissionsBoundary.PermissionsBoundaryArn` pointing at the `AnalystBoundary` managed policy , that's the only signal the auditor uses to confirm the boundary is wired up. and the boundary's *active* document (its default version , managed policies can have several versions but only one is in force) has to actually shape the runtime behaviour above. a permissions boundary is a **ceiling**, not a deny list, and it's not the same as an SCP. work out the shape from behaviour: anything you'd write into the boundary that doesn't translate into the runtime answers above is wrong. the identity policy stays deliberately broad (`s3:*` on `*`, `kms:*` on `*`) so that the intersection semantics can be observed; if the identity policy itself does any gating, the design's whole point is lost. names the verifier reads from ssm , use them exactly: | thing | name | |-|-| | iam user | `analyst-user` | | identity managed policy | `AnalystIdentityPolicy` | | boundary managed policy | `AnalystBoundary` | | s3 bucket | `vault-bucket` | | kms alias | `alias/vault-kms` | | ssm , boundary policy arn | `/harbor/boundary/policy-arn` | | ssm , identity policy arn | `/harbor/boundary/identity-arn` | | ssm , user arn | `/harbor/boundary/user-arn` | | ssm , cmk arn | `/harbor/boundary/kms-key-arn` | | ssm , analyst access key id | `/harbor/boundary/analyst-access-key-id` | | ssm , analyst secret key | `/harbor/boundary/analyst-secret-key` | | cloudwatch log group | `/harbor/boundary/decisions` |
Bash
{
  "command": "echo \"AWS_ENDPOINT_URL=$AWS_ENDPOINT_URL\"; echo \"ENFORCE_IAM=$ENFORCE_IAM\"; aws --version 2>&1 | head -1",
  "description": "Check environment"
}
output
AWS_ENDPOINT_URL=http://localstack:4566
ENFORCE_IAM=
aws-cli/2.34.48 Python/3.14.4 Linux/6.12.76-linuxkit exe/aarch64.ubuntu.24

[stdout]
AWS_ENDPOINT_URL=http://localstack:4566
ENFORCE_IAM=
aws-cli/2.34.48 Python/3.14.4 Linux/6.12.76-linuxkit exe/aarch64.ubuntu.24
Bash
{
  "command": "aws ssm get-parameters-by-path --path /harbor/boundary --region us-east-1 --output json",
  "description": "Read SSM manifest"
}
output
{
    "Parameters": [
        {
            "Name": "/harbor/boundary/policy-arn",
            "Type": "String",
            "Value": "arn:aws:iam::000000000000:policy/AnalystBoundaryPolicy",
            "Version": 1,
            "LastModifiedDate": "2026-05-17T08:05:35.358000+00:00",
            "ARN": "arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/policy-arn",
            "DataType": "text"
        },
        {
            "Name": "/harbor/boundary/identity-arn",
            "Type": "String",
            "Value": "arn:aws:iam::000000000000:policy/AnalystIdentityPolicy",
            "Version": 1,
            "LastModifiedDate": "2026-05-17T08:05:35.705000+00:00",
            "ARN": "arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/identity-arn",
            "DataType": "text"
        },
        {
            "Name": "/harbor/boundary/user-arn",
            "Type": "String",
            "Value": "arn:aws:iam::000000000000:user/analyst-user",
            "Version": 1,
            "LastModifiedDate": "2026-05-17T08:05:36.029000+00:00",
            "ARN": "arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/user-arn",
            "DataType": "text"
        },
        {
            "Name": "/harbor/boundary/kms-key-arn",
            "Type": "String",
            "Value": "arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0",
            "Version": 1,
            "LastModifiedDate": "2026-05-17T08:05:36.358000+00:00",
            "ARN": "arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/kms-key-arn",
            "DataType": "text"
        },
        {
            "Name": "/harbor/boundary/bucket-name",
            "Type": "String",
            "Value": "vault-bucket",
            "Version": 1,
            "LastModifiedDate": "2026-05-17T08:05:36.696000+00:00",
            "ARN": "arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/bucket-name",
            "DataType": "text"
        },
        {
            "Name": "/harbor/boundary/analyst-access-key-id",
            "Type": "String",
            "Value": "LKIAQAAAAAAAHYWXEGT7",
            "Version": 1,
            "LastModifiedDate": "2026-05-17T08:05:37.108000+00:00",
            "ARN": "arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/analyst-access-key-id",
            "DataType": "text"
        },
        {
            "Name": "/harbor/boundary/analyst-secret-key",
            "Type": "SecureString",
            "Value": "kms:alias/aws/ssm:ruEfR3X3dL9cg8M3I8uFt1hwkzlMs8bdbzT+kJ6m",
            "Version": 1,
            "LastModifiedDate": "2026-05-17T08:05:37.474000+00:00",
            "ARN": "arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/analyst-secret-key",
            "DataType": "text"
        }
    ]
}

[stdout]
{
    "Parameters": [
        {
            "Name": "/harbor/boundary/policy-arn",
            "Type": "String",
            "Value": "arn:aws:iam::000000000000:policy/AnalystBoundaryPolicy",
            "Version": 1,
            "LastModifiedDate": "2026-05-17T08:05:35.358000+00:00",
            "ARN": "arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/policy-arn",
            "DataType": "text"
        },
        {
            "Name": "/harbor/boundary/identity-arn",
            "Type": "String",
            "Value": "arn:aws:iam::000000000000:policy/AnalystIdentityPolicy",
            "Version": 1,
            "LastModifiedDate": "2026-05-17T08:05:35.705000+00:00",
            "ARN": "arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/identity-arn",
            "DataType": "text"
        },
        {
            "Name": "/harbor/boundary/user-arn",
            "Type": "String",
            "Value": "arn:aws:iam::000000000000:user/analyst-user",
            "Version": 1,
            "LastModifiedDate": "2026-05-17T08:05:36.029000+00:00",
            "ARN": "arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/user-arn",
      
…[truncated]
Bash
{
  "command": "aws iam list-policies --scope Local --output json",
  "description": "List local policies"
}
output
{
    "Policies": [
        {
            "PolicyName": "AnalystBoundary",
            "PolicyId": "ALJ1G0EJDWUBEPK6DJYXB",
            "Arn": "arn:aws:iam::000000000000:policy/AnalystBoundary",
            "Path": "/",
            "DefaultVersionId": "v1",
            "AttachmentCount": 0,
            "PermissionsBoundaryUsageCount": 0,
            "IsAttachable": true,
            "CreateDate": "2026-05-17T08:05:31.921779+00:00",
            "UpdateDate": "2026-05-17T08:05:31.921779+00:00"
        },
        {
            "PolicyName": "AnalystIdentityPolicy",
            "PolicyId": "AKPTWNPHUGLQWGU1S9JO3",
            "Arn": "arn:aws:iam::000000000000:policy/AnalystIdentityPolicy",
            "Path": "/",
            "DefaultVersionId": "v1",
            "AttachmentCount": 1,
            "PermissionsBoundaryUsageCount": 0,
            "IsAttachable": true,
            "CreateDate": "2026-05-17T08:05:31.561783+00:00",
            "UpdateDate": "2026-05-17T08:05:31.561783+00:00"
        }
    ]
}

[stdout]
{
    "Policies": [
        {
            "PolicyName": "AnalystBoundary",
            "PolicyId": "ALJ1G0EJDWUBEPK6DJYXB",
            "Arn": "arn:aws:iam::000000000000:policy/AnalystBoundary",
            "Path": "/",
            "DefaultVersionId": "v1",
            "AttachmentCount": 0,
            "PermissionsBoundaryUsageCount": 0,
            "IsAttachable": true,
            "CreateDate": "2026-05-17T08:05:31.921779+00:00",
            "UpdateDate": "2026-05-17T08:05:31.921779+00:00"
        },
        {
            "PolicyName": "AnalystIdentityPolicy",
            "PolicyId": "AKPTWNPHUGLQWGU1S9JO3",
            "Arn": "arn:aws:iam::000000000000:policy/AnalystIdentityPolicy",
            "Path": "/",
            "DefaultVersionId": "v1",
            "AttachmentCount": 1,
            "PermissionsBoundaryUsageCount": 0,
            "IsAttachable": true,
            "CreateDate": "2026-05-17T08:05:31.561783+00:00",
            "UpdateDate": "2026-05-17T08:05:31.561783+00:00"
        }
    ]
}
Bash
{
  "command": "aws iam get-user --user-name analyst-user --output json",
  "description": "Get analyst-user"
}
output
{
    "User": {
        "Path": "/",
        "UserName": "analyst-user",
        "UserId": "AIDAQAAAAAAAOIMOFM2YW",
        "Arn": "arn:aws:iam::000000000000:user/analyst-user",
        "CreateDate": "2026-05-17T08:05:32.732090+00:00"
    }
}

[stdout]
{
    "User": {
        "Path": "/",
        "UserName": "analyst-user",
        "UserId": "AIDAQAAAAAAAOIMOFM2YW",
        "Arn": "arn:aws:iam::000000000000:user/analyst-user",
        "CreateDate": "2026-05-17T08:05:32.732090+00:00"
    }
}
Bash
{
  "command": "aws iam list-attached-user-policies --user-name analyst-user --output json",
  "description": "List analyst attached policies"
}
output
{
    "AttachedPolicies": [
        {
            "PolicyName": "AnalystIdentityPolicy",
            "PolicyArn": "arn:aws:iam::000000000000:policy/AnalystIdentityPolicy"
        }
    ]
}

[stdout]
{
    "AttachedPolicies": [
        {
            "PolicyName": "AnalystIdentityPolicy",
            "PolicyArn": "arn:aws:iam::000000000000:policy/AnalystIdentityPolicy"
        }
    ]
}
Bash
{
  "command": "aws iam get-policy-version --policy-arn arn:aws:iam::000000000000:policy/AnalystBoundary --version-id v1 --output json",
  "description": "Get AnalystBoundary document"
}
output
{
    "PolicyVersion": {
        "Document": {
            "Version": "2012-10-17",
            "Statement": [
                {
                    "Sid": "BucketListing",
                    "Effect": "Allow",
                    "Action": [
                        "s3:ListBucket",
                        "s3:GetBucketLocation"
                    ],
                    "NotResource": "arn:aws:s3:::vault-bucket/public/*"
                },
                {
                    "Sid": "ObjectOps",
                    "Effect": "Allow",
                    "Action": [
                        "s3:GetObject",
                        "s3:PutObject",
                        "s3:DeleteObject"
                    ],
                    "Resource": "arn:aws:s3:::vault-bucket/Confidential/*"
                },
                {
                    "Sid": "PublicGuard",
                    "Effect": "Deny",
                    "Action": "s3:*",
                    "Resource": "arn:aws:s3:::vault-bucket/public/*"
                },
                {
                    "Sid": "KmsForVault",
                    "Effect": "Allow",
                    "Action": "kms:*",
                    "Resource": "arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0"
                }
            ]
        },
        "VersionId": "v1",
        "IsDefaultVersion": true,
        "CreateDate": "2026-05-17T08:05:31.921779+00:00"
    }
}

[stdout]
{
    "PolicyVersion": {
        "Document": {
            "Version": "2012-10-17",
            "Statement": [
                {
                    "Sid": "BucketListing",
                    "Effect": "Allow",
                    "Action": [
                        "s3:ListBucket",
                        "s3:GetBucketLocation"
                    ],
                    "NotResource": "arn:aws:s3:::vault-bucket/public/*"
                },
                {
                    "Sid": "ObjectOps",
                    "Effect": "Allow",
                    "Action": [
                        "s3:GetObject",
                        "s3:PutObject",
                        "s3:DeleteObject"
                    ],
                    "Resource": "arn:aws:s3:::vault-bucket/Confidential/*"
                },
                {
                    "Sid": "PublicGuard",
                    "Effect": "Deny",
                    "Action": "s3:*",
                    "Resource": "arn:aws:s3:::vault-bucket/public/*"
                },
                {
                    "Sid": "KmsForVault",
                    "Effect": "Allow",
                    "Action": "kms:*",
                    "Resource": "arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0"
                }
            ]
        },
        "VersionId": "v1",
        "IsDefaultVersion": true,
        "CreateDate": "2026-05-17T08:05:31.921779+00:00"
    }
}
Bash
{
  "command": "aws iam get-policy-version --policy-arn arn:aws:iam::000000000000:policy/AnalystIdentityPolicy --version-id v1 --output json",
  "description": "Get AnalystIdentityPolicy document"
}
output
{
    "PolicyVersion": {
        "Document": {
            "Version": "2012-10-17",
            "Statement": [
                {
                    "Sid": "AnalystS3",
                    "Effect": "Allow",
                    "Action": "s3:*",
                    "Resource": "*"
                },
                {
                    "Sid": "AnalystKms",
                    "Effect": "Allow",
                    "Action": "kms:*",
                    "Resource": "*"
                },
                {
                    "Sid": "AnalystGuard",
                    "Effect": "Deny",
                    "Action": "s3:PutObject",
                    "Resource": "arn:aws:s3:::vault-bucket/public/*"
                }
            ]
        },
        "VersionId": "v1",
        "IsDefaultVersion": true,
        "CreateDate": "2026-05-17T08:05:31.561783+00:00"
    }
}

[stdout]
{
    "PolicyVersion": {
        "Document": {
            "Version": "2012-10-17",
            "Statement": [
                {
                    "Sid": "AnalystS3",
                    "Effect": "Allow",
                    "Action": "s3:*",
                    "Resource": "*"
                },
                {
                    "Sid": "AnalystKms",
                    "Effect": "Allow",
                    "Action": "kms:*",
                    "Resource": "*"
                },
                {
                    "Sid": "AnalystGuard",
                    "Effect": "Deny",
                    "Action": "s3:PutObject",
                    "Resource": "arn:aws:s3:::vault-bucket/public/*"
                }
            ]
        },
        "VersionId": "v1",
        "IsDefaultVersion": true,
        "CreateDate": "2026-05-17T08:05:31.561783+00:00"
    }
}
Bash
{
  "command": "aws kms describe-key --key-id alias/vault-kms --output json",
  "description": "Inspect vault-kms key"
}
output
{
    "KeyMetadata": {
        "AWSAccountId": "000000000000",
        "KeyId": "2c94f730-82a2-48ba-8ea5-b91cec428df0",
        "Arn": "arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0",
        "CreationDate": "2026-05-17T08:05:28.913816+00:00",
        "Enabled": true,
        "Description": "harbor vault cmk",
        "KeyUsage": "ENCRYPT_DECRYPT",
        "KeyState": "Enabled",
        "Origin": "AWS_KMS",
        "KeyManager": "CUSTOMER",
        "CustomerMasterKeySpec": "SYMMETRIC_DEFAULT",
        "KeySpec": "SYMMETRIC_DEFAULT",
        "EncryptionAlgorithms": [
            "SYMMETRIC_DEFAULT"
        ],
        "MultiRegion": false,
        "CurrentKeyMaterialId": "90624fb61b3e5829b3ffba043887692b90624fb61b3e5829b3ffba043887692b"
    }
}

[stdout]
{
    "KeyMetadata": {
        "AWSAccountId": "000000000000",
        "KeyId": "2c94f730-82a2-48ba-8ea5-b91cec428df0",
        "Arn": "arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0",
        "CreationDate": "2026-05-17T08:05:28.913816+00:00",
        "Enabled": true,
        "Description": "harbor vault cmk",
        "KeyUsage": "ENCRYPT_DECRYPT",
        "KeyState": "Enabled",
        "Origin": "AWS_KMS",
        "KeyManager": "CUSTOMER",
        "CustomerMasterKeySpec": "SYMMETRIC_DEFAULT",
        "KeySpec": "SYMMETRIC_DEFAULT",
        "EncryptionAlgorithms": [
            "SYMMETRIC_DEFAULT"
        ],
        "MultiRegion": false,
        "CurrentKeyMaterialId": "90624fb61b3e5829b3ffba043887692b90624fb61b3e5829b3ffba043887692b"
    }
}
Bash
{
  "command": "aws s3api list-buckets --output json; aws s3api get-bucket-encryption --bucket vault-bucket --output json 2>&1 | head -40",
  "description": "Inspect S3 state"
}
output
{
    "Buckets": [
        {
            "Name": "vault-bucket",
            "CreationDate": "2026-05-17T08:05:29+00:00",
            "BucketRegion": "us-east-1",
            "BucketArn": "arn:aws:s3:::vault-bucket"
        }
    ],
    "Owner": {
        "ID": "75aa57f09aa0c8caeab4f8c24e99d10f8e7faeebf76c078efc7c6caea54ba06a"
    },
    "Prefix": null
}
{
    "ServerSideEncryptionConfiguration": {
        "Rules": [
            {
                "ApplyServerSideEncryptionByDefault": {
                    "SSEAlgorithm": "aws:kms",
                    "KMSMasterKeyID": "arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0"
                },
                "BucketKeyEnabled": true
            }
        ]
    }
}

[stdout]
{
    "Buckets": [
        {
            "Name": "vault-bucket",
            "CreationDate": "2026-05-17T08:05:29+00:00",
            "BucketRegion": "us-east-1",
            "BucketArn": "arn:aws:s3:::vault-bucket"
        }
    ],
    "Owner": {
        "ID": "75aa57f09aa0c8caeab4f8c24e99d10f8e7faeebf76c078efc7c6caea54ba06a"
    },
    "Prefix": null
}
{
    "ServerSideEncryptionConfiguration": {
        "Rules": [
            {
                "ApplyServerSideEncryptionByDefault": {
                    "SSEAlgorithm": "aws:kms",
                    "KMSMasterKeyID": "arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0"
                },
                "BucketKeyEnabled": true
            }
        ]
    }
}
Found the issues. Let me lay them out before fixing: 1. SSM `/harbor/boundary/policy-arn` points to `AnalystBoundaryPolicy` but the actual policy is named `AnalystBoundary` (which is what the spec requires). SSM pointer is stale. 2. `analyst-user` has **no permissions boundary** attached , `AnalystBoundary` exists as a managed policy but isn't wired up as the user's boundary. 3. `AnalystBoundary` document is wrong: uses `Confidential/*` (capital C), allows `kms:*` (would permit non-Create kms ops, but more importantly the shape is mixed with a deny , boundary should be a clean ceiling). 4. `AnalystIdentityPolicy` has a `Deny s3:PutObject` on `vault-bucket/public/*` , the spec explicitly says identity must stay broad (`s3:*` / `kms:*` on `*`) with no gating. I'll fix each in place using new policy versions (managed policies can be edited via versions). Let me first sanity-check the analyst keys work and probe current behavior.
Bash
{
  "command": "SK=$(aws ssm get-parameter --name /harbor/boundary/analyst-secret-key --with-decryption --query Parameter.Value --output text)\nAK=$(aws ssm get-parameter --name /harbor/boundary/analyst-access-key-id --query Parameter.Value --output text)\necho \"AccessKeyId=$AK\"\necho \"SecretLen=${#SK}\"\necho \"SecretFirst10=${SK:0:10}\"",
  "description": "Pull analyst credentials from SSM"
}
output
AccessKeyId=LKIAQAAAAAAAHYWXEGT7
SecretLen=40
SecretFirst10=ruEfR3X3dL

[stdout]
AccessKeyId=LKIAQAAAAAAAHYWXEGT7
SecretLen=40
SecretFirst10=ruEfR3X3dL
ToolSearch
{
  "query": "select:TaskCreate,TaskUpdate,TaskList",
  "max_results": 3
}
output
{"type": "tool_reference", "tool_name": "TaskCreate"}

{"type": "tool_reference", "tool_name": "TaskUpdate"}

{"type": "tool_reference", "tool_name": "TaskList"}
TaskCreate
{
  "subject": "Fix SSM boundary policy-arn pointer",
  "description": "Point /harbor/boundary/policy-arn at arn:aws:iam::000000000000:policy/AnalystBoundary (currently points at non-existent AnalystBoundaryPolicy)"
}
output
Task #1 created successfully: Fix SSM boundary policy-arn pointer
TaskCreate
{
  "subject": "Rewrite AnalystBoundary document as a ceiling",
  "description": "Replace default version: Allow s3 object ops on vault-bucket/confidential/*, s3 list/getloc on vault-bucket, kms encrypt/decrypt/gendk/describe on the vault CMK only. No iam, no kms:CreateKey, no broad allows."
}
output
Task #2 created successfully: Rewrite AnalystBoundary document as a ceiling
TaskCreate
{
  "subject": "Attach AnalystBoundary as PermissionsBoundary",
  "description": "Call iam:PutUserPermissionsBoundary so iam:GetUser returns PermissionsBoundary.PermissionsBoundaryArn for analyst-user."
}
output
Task #3 created successfully: Attach AnalystBoundary as PermissionsBoundary
TaskCreate
{
  "subject": "End-to-end verify with analyst keys",
  "description": "Exercise: PutObject + GetObject confidential/ succeed; PutObject public/ deny; PutObject another bucket deny; kms:CreateKey deny; kms:Decrypt/GenerateDataKey on vault CMK succeed."
}
output
Task #4 created successfully: End-to-end verify with analyst keys
TaskCreate
{
  "subject": "Strip Deny from AnalystIdentityPolicy",
  "description": "Identity must stay broad (s3:* on *, kms:* on *) with no gating; remove the AnalystGuard Deny statement."
}
output
Task #5 created successfully: Strip Deny from AnalystIdentityPolicy
TaskUpdate
{
  "taskId": "1",
  "status": "in_progress"
}
output
Updated task #1 status
Bash
{
  "command": "aws ssm put-parameter --name /harbor/boundary/policy-arn --value 'arn:aws:iam::000000000000:policy/AnalystBoundary' --type String --overwrite --output json",
  "description": "Repoint SSM boundary arn"
}
output
{
    "Version": 2,
    "Tier": "Standard"
}

[stdout]
{
    "Version": 2,
    "Tier": "Standard"
}
Now writing the new boundary and identity documents.
Write
{
  "file_path": "/tmp/boundary.json",
  "content": "{\n  \"Version\": \"2012-10-17\",\n  \"Statement\": [\n    {\n      \"Sid\": \"VaultObjectOps\",\n      \"Effect\": \"Allow\",\n      \"Action\": [\"s3:GetObject\", \"s3:PutObject\", \"s3:DeleteObject\"],\n      \"Resource\": \"arn:aws:s3:::vault-bucket/confidential/*\"\n    },\n    {\n      \"Sid\": \"VaultBucketReads\",\n      \"Effect\": \"Allow\",\n      \"Action\": [\"s3:ListBucket\", \"s3:GetBucketLocation\"],\n      \"Resource\": \"arn:aws:s3:::vault-bucket\"\n    },\n    {\n      \"Sid\": \"VaultCmkOps\",\n      \"Effect\": \"Allow\",\n      \"Action\": [\n        \"kms:Decrypt\",\n        \"kms:Encrypt\",\n        \"kms:GenerateDataKey\",\n        \"kms:GenerateDataKeyWithoutPlaintext\",\n        \"kms:ReEncryptFrom\",\n        \"kms:ReEncryptTo\",\n        \"kms:DescribeKey\"\n      ],\n      \"Resource\": \"arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0\"\n    }\n  ]\n}\n"
}
output
File created successfully at: /tmp/boundary.json (file state is current in your context , no need to Read it back)
Write
{
  "file_path": "/tmp/identity.json",
  "content": "{\n  \"Version\": \"2012-10-17\",\n  \"Statement\": [\n    {\"Sid\": \"AnalystS3\", \"Effect\": \"Allow\", \"Action\": \"s3:*\", \"Resource\": \"*\"},\n    {\"Sid\": \"AnalystKms\", \"Effect\": \"Allow\", \"Action\": \"kms:*\", \"Resource\": \"*\"}\n  ]\n}\n"
}
output
File created successfully at: /tmp/identity.json (file state is current in your context , no need to Read it back)
TaskUpdate
{
  "taskId": "2",
  "status": "in_progress"
}
output
Updated task #2 status
Bash
{
  "command": "aws iam create-policy-version --policy-arn arn:aws:iam::000000000000:policy/AnalystBoundary --policy-document file:///tmp/boundary.json --set-as-default --output json",
  "description": "New default version for boundary"
}
output
{
    "PolicyVersion": {
        "VersionId": "v3",
        "IsDefaultVersion": true,
        "CreateDate": "2026-05-17T08:11:49.370242+00:00"
    }
}

[stdout]
{
    "PolicyVersion": {
        "VersionId": "v3",
        "IsDefaultVersion": true,
        "CreateDate": "2026-05-17T08:11:49.370242+00:00"
    }
}
Bash
{
  "command": "aws iam create-policy-version --policy-arn arn:aws:iam::000000000000:policy/AnalystIdentityPolicy --policy-document file:///tmp/identity.json --set-as-default --output json",
  "description": "New default version for identity policy"
}
output
{
    "PolicyVersion": {
        "VersionId": "v2",
        "IsDefaultVersion": true,
        "CreateDate": "2026-05-17T08:11:49.697321+00:00"
    }
}

[stdout]
{
    "PolicyVersion": {
        "VersionId": "v2",
        "IsDefaultVersion": true,
        "CreateDate": "2026-05-17T08:11:49.697321+00:00"
    }
}
TaskUpdate
{
  "taskId": "5",
  "status": "completed"
}
output
Updated task #5 status
TaskUpdate
{
  "taskId": "2",
  "status": "completed"
}
output
Updated task #2 status
TaskUpdate
{
  "taskId": "1",
  "status": "completed"
}
output
Updated task #1 status
TaskUpdate
{
  "taskId": "3",
  "status": "in_progress"
}
output
Updated task #3 status
Bash
{
  "command": "aws iam put-user-permissions-boundary --user-name analyst-user --permissions-boundary arn:aws:iam::000000000000:policy/AnalystBoundary && aws iam get-user --user-name analyst-user --output json",
  "description": "Attach boundary; verify get-user"
}
output
{
    "User": {
        "Path": "/",
        "UserName": "analyst-user",
        "UserId": "AIDAQAAAAAAAOIMOFM2YW",
        "Arn": "arn:aws:iam::000000000000:user/analyst-user",
        "CreateDate": "2026-05-17T08:05:32.732090+00:00",
        "PermissionsBoundary": {
            "PermissionsBoundaryType": "Policy",
            "PermissionsBoundaryArn": "arn:aws:iam::000000000000:policy/AnalystBoundary"
        }
    }
}

[stdout]
{
    "User": {
        "Path": "/",
        "UserName": "analyst-user",
        "UserId": "AIDAQAAAAAAAOIMOFM2YW",
        "Arn": "arn:aws:iam::000000000000:user/analyst-user",
        "CreateDate": "2026-05-17T08:05:32.732090+00:00",
        "PermissionsBoundary": {
            "PermissionsBoundaryType": "Policy",
            "PermissionsBoundaryArn": "arn:aws:iam::000000000000:policy/AnalystBoundary"
        }
    }
}
Boundary wired up. Now end-to-end verify with analyst's own keys.
TaskUpdate
{
  "taskId": "4",
  "status": "in_progress"
}
output
Updated task #4 status
TaskUpdate
{
  "taskId": "3",
  "status": "completed"
}
output
Updated task #3 status
Bash
{
  "command": "set -e\nexport AWS_ACCESS_KEY_ID=$(aws ssm get-parameter --name /harbor/boundary/analyst-access-key-id --query Parameter.Value --output text)\nexport AWS_SECRET_ACCESS_KEY=$(aws ssm get-parameter --name /harbor/boundary/analyst-secret-key --with-decryption --query Parameter.Value --output text)\nexport AWS_SESSION_TOKEN=\nunset AWS_SESSION_TOKEN\necho \"=== identity ===\"; aws sts get-caller-identity --output json\n\necho \"=== PUT vault-bucket/confidential/test.txt (expect OK) ===\"\necho \"hello\" > /tmp/x.txt\naws s3api put-object --bucket vault-bucket --key confidential/test.txt --body /tmp/x.txt --output json 2>&1 | head -20\n\necho \"=== GET vault-bucket/confidential/test.txt (expect OK) ===\"\naws s3api get-object --bucket vault-bucket --key confidential/test.txt /tmp/out.txt --output json 2>&1 | head -10\ncat /tmp/out.txt 2>/dev/null\n\necho \"=== PUT vault-bucket/public/test.txt (expect AccessDenied) ===\"\naws s3api put-object --bucket vault-bucket --key public/test.txt --body /tmp/x.txt 2>&1 | head -5\n\necho \"=== PUT some-other-bucket/test.txt (expect AccessDenied) ===\"\naws s3api put-object --bucket some-other-bucket --key test.txt --body /tmp/x.txt 2>&1 | head -5\n\necho \"=== kms CreateKey (expect AccessDenied) ===\"\naws kms create-key 2>&1 | head -5\n\necho \"=== kms GenerateDataKey on vault CMK (expect OK) ===\"\naws kms generate-data-key --key-id alias/vault-kms --key-spec AES_256 --output json 2>&1 | head -5\n\necho \"=== kms Decrypt against vault CMK (expect OK) ===\"\nCT=$(aws kms encrypt --key-id alias/vault-kms --plaintext $(echo -n \"hi\" | base64) --query CiphertextBlob --output text)\naws kms decrypt --ciphertext-blob fileb://<(echo \"$CT\" | base64 -d) --output json 2>&1 | head -10",
  "description": "Run end-to-end checks as analyst"
}
output
aws: [ERROR]: An error occurred (AccessDeniedException) when calling the GetParameter operation: User: arn:aws:iam::000000000000:user/analyst-user is not authorized to perform: ssm:GetParameter on resource: arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/analyst-secret-key because no identity-based policy allows the ssm:GetParameter action
=== identity ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== PUT vault-bucket/confidential/test.txt (expect OK) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== GET vault-bucket/confidential/test.txt (expect OK) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== PUT vault-bucket/public/test.txt (expect AccessDenied) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== PUT some-other-bucket/test.txt (expect AccessDenied) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== kms CreateKey (expect AccessDenied) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== kms GenerateDataKey on vault CMK (expect OK) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== kms Decrypt against vault CMK (expect OK) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY

[stdout]
aws: [ERROR]: An error occurred (AccessDeniedException) when calling the GetParameter operation: User: arn:aws:iam::000000000000:user/analyst-user is not authorized to perform: ssm:GetParameter on resource: arn:aws:ssm:us-east-1:000000000000:parameter/harbor/boundary/analyst-secret-key because no identity-based policy allows the ssm:GetParameter action
=== identity ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== PUT vault-bucket/confidential/test.txt (expect OK) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== GET vault-bucket/confidential/test.txt (expect OK) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== PUT vault-bucket/public/test.txt (expect AccessDenied) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== PUT some-other-bucket/test.txt (expect AccessDenied) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== kms CreateKey (expect AccessDenied) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== kms GenerateDataKey on vault CMK (expect OK) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
=== kms Decrypt against vault CMK (expect OK) ===

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY

aws: [ERROR]: Partial credentials found in env, missing: AWS_SECRET_ACCESS_KEY
Need to fetch both creds before exporting the analyst keys.
Bash
{
  "command": "AK=$(aws ssm get-parameter --name /harbor/boundary/analyst-access-key-id --query Parameter.Value --output text)\nSK=$(aws ssm get-parameter --name /harbor/boundary/analyst-secret-key --with-decryption --query Parameter.Value --output text)\nexport AWS_ACCESS_KEY_ID=\"$AK\"\nexport AWS_SECRET_ACCESS_KEY=\"$SK\"\nunset AWS_SESSION_TOKEN\necho \"=== identity ===\"; aws sts get-caller-identity --output json\necho\necho \"=== PUT confidential/ (expect OK) ===\"\necho \"hello\" > /tmp/x.txt\naws s3api put-object --bucket vault-bucket --key confidential/test.txt --body /tmp/x.txt 2>&1 | head -10\necho\necho \"=== GET confidential/ (expect OK) ===\"\naws s3api get-object --bucket vault-bucket --key confidential/test.txt /tmp/out.txt 2>&1 | head -10\ncat /tmp/out.txt 2>/dev/null\necho\necho \"=== PUT public/ (expect AccessDenied) ===\"\naws s3api put-object --bucket vault-bucket --key public/test.txt --body /tmp/x.txt 2>&1 | head -5\necho\necho \"=== PUT other bucket (expect AccessDenied) ===\"\naws s3api put-object --bucket some-other-bucket --key test.txt --body /tmp/x.txt 2>&1 | head -5\necho\necho \"=== kms:CreateKey (expect AccessDenied) ===\"\naws kms create-key 2>&1 | head -5\necho\necho \"=== kms:GenerateDataKey on vault CMK (expect OK) ===\"\naws kms generate-data-key --key-id alias/vault-kms --key-spec AES_256 --query 'KeyId' --output text 2>&1 | head -5",
  "description": "End-to-end verify (corrected)"
}
output
=== identity ===
{
    "UserId": "AIDAQAAAAAAAOIMOFM2YW",
    "Account": "000000000000",
    "Arn": "arn:aws:iam::000000000000:user/analyst-user"
}

=== PUT confidential/ (expect OK) ===
{
    "ETag": "\"b1946ac92492d2347c6235b4d2611184\"",
    "ChecksumCRC64NVME": "akP7S61aVgc=",
    "ChecksumType": "FULL_OBJECT",
    "ServerSideEncryption": "aws:kms",
    "SSEKMSKeyId": "arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0",
    "BucketKeyEnabled": true
}

=== GET confidential/ (expect OK) ===
{
    "AcceptRanges": "bytes",
    "LastModified": "2026-05-17T08:12:25+00:00",
    "ContentLength": 6,
    "ETag": "\"b1946ac92492d2347c6235b4d2611184\"",
    "ChecksumCRC64NVME": "akP7S61aVgc=",
    "ChecksumType": "FULL_OBJECT",
    "ContentType": "binary/octet-stream",
    "ServerSideEncryption": "aws:kms",
    "Metadata": {},
hello

=== PUT public/ (expect AccessDenied) ===

aws: [ERROR]: An error occurred (AccessDenied) when calling the PutObject operation: Access Denied

=== PUT other bucket (expect AccessDenied) ===

aws: [ERROR]: An error occurred (AccessDenied) when calling the PutObject operation: Access Denied

=== kms:CreateKey (expect AccessDenied) ===

aws: [ERROR]: An error occurred (AccessDeniedException) when calling the CreateKey operation: User: arn:aws:iam::000000000000:user/analyst-user is not authorized to perform: kms:CreateKey on resource: * because no identity-based policy allows the kms:CreateKey action

=== kms:GenerateDataKey on vault CMK (expect OK) ===

aws: [ERROR]: An error occurred (AccessDeniedException) when calling the GenerateDataKey operation: User: arn:aws:iam::000000000000:user/analyst-user is not authorized to perform: kms:GenerateDataKey on resource: * because no identity-based policy allows the kms:GenerateDataKey action

[stdout]
=== identity ===
{
    "UserId": "AIDAQAAAAAAAOIMOFM2YW",
    "Account": "000000000000",
    "Arn": "arn:aws:iam::000000000000:user/analyst-user"
}

=== PUT confidential/ (expect OK) ===
{
    "ETag": "\"b1946ac92492d2347c6235b4d2611184\"",
    "ChecksumCRC64NVME": "akP7S61aVgc=",
    "ChecksumType": "FULL_OBJECT",
    "ServerSideEncryption": "aws:kms",
    "SSEKMSKeyId": "arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0",
    "BucketKeyEnabled": true
}

=== GET confidential/ (expect OK) ===
{
    "AcceptRanges": "bytes",
    "LastModified": "2026-05-17T08:12:25+00:00",
    "ContentLength": 6,
    "ETag": "\"b1946ac92492d2347c6235b4d2611184\"",
    "ChecksumCRC64NVME": "akP7S61aVgc=",
    "ChecksumType": "FULL_OBJECT",
    "ContentType": "binary/octet-stream",
    "ServerSideEncryption": "aws:kms",
    "Metadata": {},
hello

=== PUT public/ (expect AccessDenied) ===

aws: [ERROR]: An error occurred (AccessDenied) when calling the PutObject operation: Access Denied

=== PUT other bucket (expect AccessDenied) ===

aws: [ERROR]: An error occurred (AccessDenied) when calling the PutObject operation: Access Denied

=== kms:CreateKey (expect AccessDenied) ===

aws: [ERROR]: An error occurred (AccessDeniedException) when calling the CreateKey operation: User: arn:aws:iam::000000000000:user/analyst-user is not authorized to perform: kms:CreateKey on resource: * because no identity-based policy allows the kms:CreateKey action

=== kms:GenerateDataKey on vault CMK (expect OK) ===

aws: [ERROR]: An error occurred (AccessDeniedException) when calling the GenerateDataKey operation: User: arn:aws:iam::000000000000:user/analyst-user is not authorized to perform: kms:GenerateDataKey on resource: * because no identity-based policy allows the kms:GenerateDataKey action
Bash
{
  "command": "AK=$(aws ssm get-parameter --name /harbor/boundary/analyst-access-key-id --query Parameter.Value --output text)\nSK=$(aws ssm get-parameter --name /harbor/boundary/analyst-secret-key --with-decryption --query Parameter.Value --output text)\nKEY_ARN=$(aws ssm get-parameter --name /harbor/boundary/kms-key-arn --query Parameter.Value --output text)\nexport AWS_ACCESS_KEY_ID=\"$AK\"\nexport AWS_SECRET_ACCESS_KEY=\"$SK\"\nunset AWS_SESSION_TOKEN\n\necho \"=== kms:GenerateDataKey by ARN (expect OK) ===\"\naws kms generate-data-key --key-id \"$KEY_ARN\" --key-spec AES_256 --query KeyId --output text 2>&1 | head -5\necho\necho \"=== kms:Decrypt against vault CMK (encrypt+decrypt round trip) ===\"\nCT=$(aws kms encrypt --key-id \"$KEY_ARN\" --plaintext $(echo -n \"hi\" | base64) --query CiphertextBlob --output text 2>&1)\necho \"encrypt result first chars: ${CT:0:40}\"\nif [ -n \"$CT\" ] && [[ \"$CT\" != *\"ERROR\"* ]]; then\n  echo \"$CT\" | base64 -d > /tmp/ct.bin\n  aws kms decrypt --ciphertext-blob fileb:///tmp/ct.bin --key-id \"$KEY_ARN\" --query Plaintext --output text 2>&1 | head -5\nfi",
  "description": "Retry kms checks using ARN instead of alias"
}
output
=== kms:GenerateDataKey by ARN (expect OK) ===
arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0

=== kms:Decrypt against vault CMK (encrypt+decrypt round trip) ===
encrypt result first chars: MmM5NGY3MzAtODJhMi00OGJhLThlYTUtYjkxY2Vj
aGk=

[stdout]
=== kms:GenerateDataKey by ARN (expect OK) ===
arn:aws:kms:us-east-1:000000000000:key/2c94f730-82a2-48ba-8ea5-b91cec428df0

=== kms:Decrypt against vault CMK (encrypt+decrypt round trip) ===
encrypt result first chars: MmM5NGY3MzAtODJhMi00OGJhLThlYTUtYjkxY2Vj
aGk=
All five runtime behaviors verified end-to-end with the analyst's own keys.
TaskUpdate
{
  "taskId": "4",
  "status": "completed"
}
output
Updated task #4 status
### What was wrong | issue | fix | |-|-| | `/harbor/boundary/policy-arn` pointed at `AnalystBoundaryPolicy` (didn't exist); actual policy is `AnalystBoundary` | repointed SSM to `arn:aws:iam::000000000000:policy/AnalystBoundary` | | `analyst-user` had no `PermissionsBoundary` attached at all , `iam:GetUser` returned nothing for the auditor's signal | `iam:PutUserPermissionsBoundary` with the `AnalystBoundary` arn | | `AnalystBoundary` default doc used `Confidential/*` (capital C), allowed `kms:*` (over-broad for a ceiling), and mixed in a `Deny` on `public/*` , wrong shape for a ceiling | new default version: `s3:{Get,Put,Delete}Object` on `vault-bucket/confidential/*`, list/loc on bucket, and only encrypt/decrypt/gendk/describe scoped to the vault CMK arn. No `iam:*`, no `kms:CreateKey`, no broad allows , so the intersection with the broad identity collapses to exactly the spec | | `AnalystIdentityPolicy` had an `AnalystGuard` `Deny s3:PutObject` on `public/*` , identity must stay broad so intersection is the only thing shaping behaviour | new default version with just `s3:* on *` and `kms:* on *` | ### Verified as `analyst-user` (signed with the keys from SSM) - PUT `vault-bucket/confidential/test.txt` → OK (SSE-KMS via vault CMK) - GET `vault-bucket/confidential/test.txt` → `hello` - PUT `vault-bucket/public/test.txt` → AccessDenied - PUT `some-other-bucket/test.txt` → AccessDenied - `kms:CreateKey` → AccessDenied - `kms:GenerateDataKey` on vault CMK arn → OK - `kms:Encrypt`+`kms:Decrypt` round-trip on vault CMK → recovered plaintext `iam:GetUser analyst-user` now returns `PermissionsBoundary.PermissionsBoundaryArn = arn:aws:iam::000000000000:policy/AnalystBoundary`, matching the SSM pointer.
Final diff , what the agent changed

No file changes, the agent left the workspace untouched.

Verifier output , the proof behind the reward
tests/test.sh
downloading uv 0.9.7 aarch64-unknown-linux-gnu
Downloading pygments (1.2MiB)
Downloading botocore (12.7MiB)
 Downloading pygments
 Downloading botocore
Installed 13 packages in 44ms
============================= test session starts ==============================
platform linux -- Python 3.12.3, pytest-8.4.1, pluggy-1.6.0 -- /root/.cache/uv/archive-v0/Sc4VieUwprxIwjZsIEnjc/bin/python
cachedir: .pytest_cache
rootdir: /tests
plugins: json-ctrf-0.3.5
collecting ... collected 27 items

../tests/test_outputs.py::test_01_analyst_user_exists PASSED             [  3%]
../tests/test_outputs.py::test_02_identity_policy_attached_to_user PASSED [  7%]
../tests/test_outputs.py::test_03_boundary_attached_via_get_user PASSED  [ 11%]
../tests/test_outputs.py::test_04_vault_bucket_exists_with_public_access_block PASSED [ 14%]
../tests/test_outputs.py::test_05_kms_alias_and_ssm_pointers_resolve PASSED [ 18%]
../tests/test_outputs.py::test_06_identity_policy_grants_full_s3_and_full_kms PASSED [ 22%]
../tests/test_outputs.py::test_07_identity_policy_has_no_explicit_deny_anywhere PASSED [ 25%]
../tests/test_outputs.py::test_08_user_has_no_admin_managed_policy_attached PASSED [ 29%]
../tests/test_outputs.py::test_09_boundary_effect_allow_only PASSED      [ 33%]
../tests/test_outputs.py::test_10_boundary_has_no_NotResource_or_NotAction PASSED [ 37%]
../tests/test_outputs.py::test_11_boundary_object_actions_scoped_to_confidential_prefix PASSED [ 40%]
../tests/test_outputs.py::test_12_boundary_listbucket_uses_s3_prefix_condition FAILED [ 44%]
../tests/test_outputs.py::test_13_boundary_kms_actions_scoped_to_cmk_arn PASSED [ 48%]
../tests/test_outputs.py::test_14_boundary_does_not_grant_kms_create_key_or_wildcard_kms PASSED [ 51%]
../tests/test_outputs.py::test_15_boundary_does_not_grant_iam_self_modify PASSED [ 55%]
../tests/test_outputs.py::test_16_boundary_size_under_managed_policy_limit PASSED [ 59%]
../tests/test_outputs.py::test_17_boundary_allows_confidential_put_via_simulator PASSED [ 62%]
../tests/test_outputs.py::test_18_boundary_denies_public_put_via_simulator PASSED [ 66%]
../tests/test_outputs.py::test_19_boundary_allows_kms_decrypt_via_simulator PASSED [ 70%]
../tests/test_outputs.py::test_20_boundary_denies_kms_create_key_via_simulator PASSED [ 74%]
../tests/test_outputs.py::test_21_analyst_can_put_to_confidential_prefix PASSED [ 77%]
../tests/test_outputs.py::test_22_analyst_cannot_put_to_public_prefix PASSED [ 81%]
../tests/test_outputs.py::test_23_analyst_cannot_create_kms_key PASSED   [ 85%]
../tests/test_outputs.py::test_24_analyst_cannot_put_to_a_different_bucket PASSED [ 88%]
../tests/test_outputs.py::test_25_boundary_object_resource_prefix_is_lowercase_confidential PASSED [ 92%]
../tests/test_outputs.py::test_26_ssm_policy_arn_resolves_to_a_live_boundary_managed_policy PASSED [ 96%]
../tests/test_outputs.py::test_27_boundary_default_version_reflects_the_runtime_intended_shape PASSED [100%]

=================================== FAILURES ===================================
_____________ test_12_boundary_listbucket_uses_s3_prefix_condition _____________

    def test_12_boundary_listbucket_uses_s3_prefix_condition():
        bucket = _bucket()
        bucket_arn = f"arn:aws:s3:::{bucket}"
        found = False
        for s in _stmts(_boundary_doc()):
            if s.get("Effect") != "Allow":
                continue
            actions = set(_as_list(s.get("Action")))
            if "s3:ListBucket" not in actions:
                continue
            found = True
            resources = _as_list(s.get("Resource"))
            assert bucket_arn in resources, (
                f"boundary s3:ListBucket Resource={resources!r} does not include the bucket ARN {bucket_arn!r}; "
                f"ListBucket is a bucket-level action and must target the bucket ARN, not an object-prefix ARN"
            )
            cond = s.get("Condition", {}) or {}
            sl = cond.get("StringLike", {})
            prefixes = _as_list(sl.get("s3:prefix"))
>           assert any("confidential/" in p for p in prefixes), (
                f"boundary s3:ListBucket has no Condition.StringLike on s3:prefix matching 'confidential/*'; "
                f"got Condition={cond!r}. The prefix condition is the documented way to restrict list to a "
                f"prefix , anything else (NotResource, object-ARN scoping, etc.) does not actually restrict list."
            )
E           AssertionError: boundary s3:ListBucket has no Condition.StringLike on s3:prefix matching 'confidential/*'; got Condition={}. The prefix condition is the documented way to restrict list to a prefix , anything else (NotResource, object-ARN scoping, etc.) does not actually restrict list.
E           assert False
E            +  where False = any(<generator object test_12_boundary_listbucket_uses_s3_prefix_condition.<locals>.<genexpr> at 0xffff92e61700>)

/tests/test_outputs.py:314: AssertionError
=============================== warnings summary ===============================
test_outputs.py: 54 warnings
  /root/.cache/uv/archive-v0/Sc4VieUwprxIwjZsIEnjc/lib/python3.12/site-packages/botocore/auth.py:424: DeprecationWarning: datetime.datetime.utcnow() is deprecated and scheduled for removal in a future version. Use timezone-aware objects to represent datetimes in UTC: datetime.datetime.now(datetime.UTC).
    datetime_now = datetime.datetime.utcnow()

-- Docs: https://docs.pytest.org/en/stable/how-to/capture-warnings.html
==================================== PASSES ====================================
=========================== short test summary info ============================
PASSED ../tests/test_outputs.py::test_01_analyst_user_exists
PASSED ../tests/test_outputs.py::test_02_identity_policy_attached_to_user
PASSED ../tests/test_outputs.py::test_03_boundary_attached_via_get_user
PASSED ../tests/test_outputs.py::test_04_vault_bucket_exists_with_public_access_block
PASSED ../tests/test_outputs.py::test_05_kms_alias_and_ssm_pointers_resolve
PASSED ../tests/test_outputs.py::test_06_identity_policy_grants_full_s3_and_full_kms
PASSED ../tests/test_outputs.py::test_07_identity_policy_has_no_explicit_deny_anywhere
PASSED ../tests/test_outputs.py::test_08_user_has_no_admin_managed_policy_attached
PASSED ../tests/test_outputs.py::test_09_boundary_effect_allow_only
PASSED ../tests/test_outputs.py::test_10_boundary_has_no_NotResource_or_NotAction
PASSED ../tests/test_outputs.py::test_11_boundary_object_actions_scoped_to_confidential_prefix
PASSED ../tests/test_outputs.py::test_13_boundary_kms_actions_scoped_to_cmk_arn
PASSED ../tests/test_outputs.py::test_14_boundary_does_not_grant_kms_create_key_or_wildcard_kms
PASSED ../tests/test_outputs.py::test_15_boundary_does_not_grant_iam_self_modify
PASSED ../tests/test_outputs.py::test_16_boundary_size_under_managed_policy_limit
PASSED ../tests/test_outputs.py::test_17_boundary_allows_confidential_put_via_simulator
PASSED ../tests/test_outputs.py::test_18_boundary_denies_public_put_via_simulator
PASSED ../tests/test_outputs.py::test_19_boundary_allows_kms_decrypt_via_simulator
PASSED ../tests/test_outputs.py::test_20_boundary_denies_kms_create_key_via_simulator
PASSED ../tests/test_outputs.py::test_21_analyst_can_put_to_confidential_prefix
PASSED ../tests/test_outputs.py::test_22_analyst_cannot_put_to_public_prefix
PASSED ../tests/test_outputs.py::test_23_analyst_cannot_create_kms_key
PASSED ../tests/test_outputs.py::test_24_analyst_cannot_put_to_a_different_bucket
PASSED ../tests/test_outputs.py::test_25_boundary_object_resource_prefix_is_lowercase_confidential
PASSED ../tests/test_outputs.py::test_26_ssm_policy_arn_resolves_to_a_live_boundary_managed_policy
PASSED ../tests/test_outputs.py::test_27_boundary_default_version_reflects_the_runtime_intended_shape
FAILED ../tests/test_outputs.py::test_12_boundary_listbucket_uses_s3_prefix_condition
================== 1 failed, 26 passed, 54 warnings in 0.57s ===================

Reproduce this trial: git checkout 2f94510 && PYTHONPATH=src python3 scripts/build_site.py , then open trial/trial_0a0eb65800ba4385. Re-running the agent live requires EVAL_PLATFORM_ENABLE_OAUTH_SMOKE=1 and is non-deterministic.

Trial trial_0a0eb65800ba4385 · verifier authoritative; classifier explanatory.