diff --git a/app/main.py b/app/main.py
index 81a38a4..404b1b4 100644
--- a/app/main.py
+++ b/app/main.py
@@ -13,6 +13,8 @@ from app.config import settings
 from app.db import engine
 from app.routes import (
     agents_router,
+    env_router,
+    files_router,
     health_router,
     playbooks_router,
     tasks_router,
@@ -83,6 +85,8 @@ app.include_router(tenants_router, prefix="/api/v1")
 app.include_router(tasks_router, prefix="/api/v1")
 app.include_router(agents_router, prefix="/api/v1")
 app.include_router(playbooks_router, prefix="/api/v1")
+app.include_router(env_router, prefix="/api/v1")
+app.include_router(files_router, prefix="/api/v1")
 
 
 # --- Root endpoint ---
diff --git a/app/models/event.py b/app/models/event.py
index 862a272..95bcc73 100644
--- a/app/models/event.py
+++ b/app/models/event.py
@@ -4,10 +4,13 @@ import uuid
 from datetime import datetime, timezone
 from typing import TYPE_CHECKING, Any
 
-from sqlalchemy import DateTime, ForeignKey, String
+from sqlalchemy import DateTime, ForeignKey, JSON, String
 from sqlalchemy.dialects.postgresql import JSONB
 from sqlalchemy.orm import Mapped, mapped_column, relationship
 
+# Use JSONB on PostgreSQL, JSON on other databases (SQLite for tests)
+JSONType = JSON().with_variant(JSONB, "postgresql")
+
 from app.models.base import Base, UUIDMixin
 
 if TYPE_CHECKING:
@@ -46,7 +49,7 @@ class Event(UUIDMixin, Base):
         index=True,
     )
     payload: Mapped[dict[str, Any]] = mapped_column(
-        JSONB,
+        JSONType,
         nullable=False,
         default=dict,
     )
diff --git a/app/models/task.py b/app/models/task.py
index 80763a8..3785c3b 100644
--- a/app/models/task.py
+++ b/app/models/task.py
@@ -4,10 +4,13 @@ import uuid
 from enum import Enum
 from typing import TYPE_CHECKING, Any
 
-from sqlalchemy import ForeignKey, String
+from sqlalchemy import ForeignKey, JSON, String
 from sqlalchemy.dialects.postgresql import JSONB
 from sqlalchemy.orm import Mapped, mapped_column, relationship
 
+# Use JSONB on PostgreSQL, JSON on other databases (SQLite for tests)
+JSONType = JSON().with_variant(JSONB, "postgresql")
+
 from app.models.base import Base, TimestampMixin, UUIDMixin
 
 if TYPE_CHECKING:
@@ -51,7 +54,7 @@ class Task(UUIDMixin, TimestampMixin, Base):
         index=True,
     )
     payload: Mapped[dict[str, Any]] = mapped_column(
-        JSONB,
+        JSONType,
         nullable=False,
         default=dict,
     )
@@ -62,7 +65,7 @@ class Task(UUIDMixin, TimestampMixin, Base):
         index=True,
     )
     result: Mapped[dict[str, Any] | None] = mapped_column(
-        JSONB,
+        JSONType,
         nullable=True,
     )
 
diff --git a/app/routes/__init__.py b/app/routes/__init__.py
index f8b5b22..9821f09 100644
--- a/app/routes/__init__.py
+++ b/app/routes/__init__.py
@@ -5,6 +5,8 @@ from app.routes.tasks import router as tasks_router
 from app.routes.tenants import router as tenants_router
 from app.routes.agents import router as agents_router
 from app.routes.playbooks import router as playbooks_router
+from app.routes.env import router as env_router
+from app.routes.files import router as files_router
 
 __all__ = [
     "health_router",
@@ -12,4 +14,6 @@ __all__ = [
     "tasks_router",
     "agents_router",
     "playbooks_router",
+    "env_router",
+    "files_router",
 ]
diff --git a/app/routes/env.py b/app/routes/env.py
new file mode 100644
index 0000000..4957028
--- /dev/null
+++ b/app/routes/env.py
@@ -0,0 +1,158 @@
+"""Env management endpoints for creating ENV_INSPECT and ENV_UPDATE tasks."""
+
+import uuid
+
+from fastapi import APIRouter, HTTPException, status
+from sqlalchemy import select
+
+from app.db import AsyncSessionDep
+from app.models.agent import Agent
+from app.models.task import Task, TaskStatus
+from app.models.tenant import Tenant
+from app.schemas.env import EnvInspectRequest, EnvUpdateRequest
+from app.schemas.task import TaskResponse
+
+router = APIRouter(prefix="/agents/{agent_id}/env", tags=["Env Management"])
+
+
+# --- Helper functions ---
+
+
+async def get_tenant_by_id(db: AsyncSessionDep, tenant_id: uuid.UUID) -> Tenant | None:
+    """Retrieve a tenant by ID."""
+    result = await db.execute(select(Tenant).where(Tenant.id == tenant_id))
+    return result.scalar_one_or_none()
+
+
+async def get_agent_by_id(db: AsyncSessionDep, agent_id: uuid.UUID) -> Agent | None:
+    """Retrieve an agent by ID."""
+    result = await db.execute(select(Agent).where(Agent.id == agent_id))
+    return result.scalar_one_or_none()
+
+
+# --- Route handlers ---
+
+
+@router.post(
+    "/inspect",
+    response_model=TaskResponse,
+    status_code=status.HTTP_201_CREATED,
+)
+async def inspect_env(
+    agent_id: uuid.UUID,
+    request: EnvInspectRequest,
+    db: AsyncSessionDep,
+) -> Task:
+    """
+    Create an ENV_INSPECT task to read env file contents.
+
+    The SysAdmin Agent will execute this task and return the env file
+    key-value pairs in the task result.
+
+    ## Request Body
+    - **tenant_id**: UUID of the tenant
+    - **path**: Path to the env file (e.g., `/opt/letsbe/env/chatwoot.env`)
+    - **keys**: Optional list of specific keys to inspect (returns all if omitted)
+
+    ## Response
+    Returns the created Task with type="ENV_INSPECT" and status="pending".
+    """
+    # Validate tenant exists
+    tenant = await get_tenant_by_id(db, request.tenant_id)
+    if tenant is None:
+        raise HTTPException(
+            status_code=status.HTTP_404_NOT_FOUND,
+            detail=f"Tenant {request.tenant_id} not found",
+        )
+
+    # Validate agent exists
+    agent = await get_agent_by_id(db, agent_id)
+    if agent is None:
+        raise HTTPException(
+            status_code=status.HTTP_404_NOT_FOUND,
+            detail=f"Agent {agent_id} not found",
+        )
+
+    # Build payload
+    payload: dict = {"path": request.path}
+    if request.keys is not None:
+        payload["keys"] = request.keys
+
+    # Create the task
+    task = Task(
+        tenant_id=request.tenant_id,
+        agent_id=agent_id,
+        type="ENV_INSPECT",
+        payload=payload,
+        status=TaskStatus.PENDING.value,
+    )
+
+    db.add(task)
+    await db.commit()
+    await db.refresh(task)
+
+    return task
+
+
+@router.post(
+    "/update",
+    response_model=TaskResponse,
+    status_code=status.HTTP_201_CREATED,
+)
+async def update_env(
+    agent_id: uuid.UUID,
+    request: EnvUpdateRequest,
+    db: AsyncSessionDep,
+) -> Task:
+    """
+    Create an ENV_UPDATE task to modify env file contents.
+
+    The SysAdmin Agent will execute this task to update or remove
+    key-value pairs in the specified env file.
+
+    ## Request Body
+    - **tenant_id**: UUID of the tenant
+    - **path**: Path to the env file (e.g., `/opt/letsbe/env/chatwoot.env`)
+    - **updates**: Optional dict of key-value pairs to set or update
+    - **remove_keys**: Optional list of keys to remove from the env file
+
+    ## Response
+    Returns the created Task with type="ENV_UPDATE" and status="pending".
+    """
+    # Validate tenant exists
+    tenant = await get_tenant_by_id(db, request.tenant_id)
+    if tenant is None:
+        raise HTTPException(
+            status_code=status.HTTP_404_NOT_FOUND,
+            detail=f"Tenant {request.tenant_id} not found",
+        )
+
+    # Validate agent exists
+    agent = await get_agent_by_id(db, agent_id)
+    if agent is None:
+        raise HTTPException(
+            status_code=status.HTTP_404_NOT_FOUND,
+            detail=f"Agent {agent_id} not found",
+        )
+
+    # Build payload
+    payload: dict = {"path": request.path}
+    if request.updates is not None:
+        payload["updates"] = request.updates
+    if request.remove_keys is not None:
+        payload["remove_keys"] = request.remove_keys
+
+    # Create the task
+    task = Task(
+        tenant_id=request.tenant_id,
+        agent_id=agent_id,
+        type="ENV_UPDATE",
+        payload=payload,
+        status=TaskStatus.PENDING.value,
+    )
+
+    db.add(task)
+    await db.commit()
+    await db.refresh(task)
+
+    return task
diff --git a/app/routes/files.py b/app/routes/files.py
new file mode 100644
index 0000000..f82e309
--- /dev/null
+++ b/app/routes/files.py
@@ -0,0 +1,94 @@
+"""File management endpoints for creating FILE_INSPECT tasks."""
+
+import uuid
+
+from fastapi import APIRouter, HTTPException, status
+from sqlalchemy import select
+
+from app.db import AsyncSessionDep
+from app.models.agent import Agent
+from app.models.task import Task, TaskStatus
+from app.models.tenant import Tenant
+from app.schemas.file import FileInspectRequest
+from app.schemas.task import TaskResponse
+
+router = APIRouter(prefix="/agents/{agent_id}/files", tags=["File Management"])
+
+
+# --- Helper functions ---
+
+
+async def get_tenant_by_id(db: AsyncSessionDep, tenant_id: uuid.UUID) -> Tenant | None:
+    """Retrieve a tenant by ID."""
+    result = await db.execute(select(Tenant).where(Tenant.id == tenant_id))
+    return result.scalar_one_or_none()
+
+
+async def get_agent_by_id(db: AsyncSessionDep, agent_id: uuid.UUID) -> Agent | None:
+    """Retrieve an agent by ID."""
+    result = await db.execute(select(Agent).where(Agent.id == agent_id))
+    return result.scalar_one_or_none()
+
+
+# --- Route handlers ---
+
+
+@router.post(
+    "/inspect",
+    response_model=TaskResponse,
+    status_code=status.HTTP_201_CREATED,
+)
+async def inspect_file(
+    agent_id: uuid.UUID,
+    request: FileInspectRequest,
+    db: AsyncSessionDep,
+) -> Task:
+    """
+    Create a FILE_INSPECT task to read file contents.
+
+    The SysAdmin Agent will execute this task and return the file
+    contents (up to max_bytes) in the task result.
+
+    ## Request Body
+    - **tenant_id**: UUID of the tenant
+    - **path**: Absolute path to the file to inspect
+    - **max_bytes**: Optional max bytes to read (default 4096, max 1MB)
+
+    ## Response
+    Returns the created Task with type="FILE_INSPECT" and status="pending".
+    """
+    # Validate tenant exists
+    tenant = await get_tenant_by_id(db, request.tenant_id)
+    if tenant is None:
+        raise HTTPException(
+            status_code=status.HTTP_404_NOT_FOUND,
+            detail=f"Tenant {request.tenant_id} not found",
+        )
+
+    # Validate agent exists
+    agent = await get_agent_by_id(db, agent_id)
+    if agent is None:
+        raise HTTPException(
+            status_code=status.HTTP_404_NOT_FOUND,
+            detail=f"Agent {agent_id} not found",
+        )
+
+    # Build payload
+    payload: dict = {"path": request.path}
+    if request.max_bytes is not None:
+        payload["max_bytes"] = request.max_bytes
+
+    # Create the task
+    task = Task(
+        tenant_id=request.tenant_id,
+        agent_id=agent_id,
+        type="FILE_INSPECT",
+        payload=payload,
+        status=TaskStatus.PENDING.value,
+    )
+
+    db.add(task)
+    await db.commit()
+    await db.refresh(task)
+
+    return task
diff --git a/app/schemas/__init__.py b/app/schemas/__init__.py
index 264a1bb..a4a23c9 100644
--- a/app/schemas/__init__.py
+++ b/app/schemas/__init__.py
@@ -20,6 +20,11 @@ from app.schemas.tasks_extended import (
     CompositeSubTask,
     CompositePayload,
 )
+from app.schemas.env import (
+    EnvInspectRequest,
+    EnvUpdateRequest,
+)
+from app.schemas.file import FileInspectRequest
 
 __all__ = [
     # Common
@@ -42,4 +47,9 @@ __all__ = [
     "AgentRegisterResponse",
     "AgentHeartbeatResponse",
     "AgentResponse",
+    # Env Management
+    "EnvInspectRequest",
+    "EnvUpdateRequest",
+    # File Management
+    "FileInspectRequest",
 ]
diff --git a/app/schemas/env.py b/app/schemas/env.py
new file mode 100644
index 0000000..c69cb45
--- /dev/null
+++ b/app/schemas/env.py
@@ -0,0 +1,32 @@
+"""Pydantic schemas for env management endpoints."""
+
+import uuid
+
+from pydantic import BaseModel, Field
+
+
+class EnvInspectRequest(BaseModel):
+    """Request body for env inspect endpoint."""
+
+    tenant_id: uuid.UUID = Field(..., description="UUID of the tenant")
+    path: str = Field(
+        ..., min_length=1, description="Path to .env file (e.g., /opt/letsbe/env/chatwoot.env)"
+    )
+    keys: list[str] | None = Field(
+        None, description="Optional list of specific keys to inspect"
+    )
+
+
+class EnvUpdateRequest(BaseModel):
+    """Request body for env update endpoint."""
+
+    tenant_id: uuid.UUID = Field(..., description="UUID of the tenant")
+    path: str = Field(
+        ..., min_length=1, description="Path to .env file (e.g., /opt/letsbe/env/chatwoot.env)"
+    )
+    updates: dict[str, str] | None = Field(
+        None, description="Key-value pairs to set or update"
+    )
+    remove_keys: list[str] | None = Field(
+        None, description="Keys to remove from the env file"
+    )
diff --git a/app/schemas/file.py b/app/schemas/file.py
new file mode 100644
index 0000000..681f937
--- /dev/null
+++ b/app/schemas/file.py
@@ -0,0 +1,20 @@
+"""Pydantic schemas for file management endpoints."""
+
+import uuid
+
+from pydantic import BaseModel, Field
+
+
+class FileInspectRequest(BaseModel):
+    """Request body for FILE_INSPECT tasks."""
+
+    tenant_id: uuid.UUID = Field(..., description="UUID of the tenant")
+    path: str = Field(
+        ..., min_length=1, description="Absolute path to the file to inspect"
+    )
+    max_bytes: int | None = Field(
+        4096,
+        ge=1,
+        le=1048576,
+        description="Max bytes to read from file (default 4096, max 1MB)",
+    )
diff --git a/docker-compose.yml b/docker-compose.yml
index 9ed85ba..159276d 100644
--- a/docker-compose.yml
+++ b/docker-compose.yml
@@ -31,6 +31,7 @@ services:
     volumes:
       - ./app:/app/app
       - ./alembic:/app/alembic
+      - ./tests:/app/tests
     command: uvicorn app.main:app --host 0.0.0.0 --port 8000 --reload
 
 volumes:
diff --git a/requirements.txt b/requirements.txt
index 2439795..8f271a8 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -13,3 +13,8 @@ pydantic-settings>=2.1.0
 
 # Utilities
 python-dotenv>=1.0.0
+
+# Testing
+pytest>=8.0.0
+pytest-asyncio>=0.23.0
+aiosqlite>=0.19.0
diff --git a/tests/conftest.py b/tests/conftest.py
index 7075608..53612d4 100644
--- a/tests/conftest.py
+++ b/tests/conftest.py
@@ -10,6 +10,7 @@ from sqlalchemy.ext.asyncio import AsyncSession, async_sessionmaker, create_asyn
 
 from app.models.base import Base
 from app.models.tenant import Tenant
+from app.models.agent import Agent
 
 # Use in-memory SQLite for testing
 TEST_DATABASE_URL = "sqlite+aiosqlite:///:memory:"
@@ -55,9 +56,24 @@ async def test_tenant(db: AsyncSession) -> Tenant:
     tenant = Tenant(
         id=uuid.uuid4(),
         name="Test Tenant",
-        slug="test-tenant",
     )
     db.add(tenant)
     await db.commit()
     await db.refresh(tenant)
     return tenant
+
+
+@pytest_asyncio.fixture(scope="function")
+async def test_agent(db: AsyncSession) -> Agent:
+    """Create a test agent."""
+    agent = Agent(
+        id=uuid.uuid4(),
+        name="test-agent-host",
+        version="1.0.0",
+        status="online",
+        token="test-token-12345",
+    )
+    db.add(agent)
+    await db.commit()
+    await db.refresh(agent)
+    return agent
diff --git a/tests/routes/__init__.py b/tests/routes/__init__.py
new file mode 100644
index 0000000..fc0bd95
--- /dev/null
+++ b/tests/routes/__init__.py
@@ -0,0 +1 @@
+"""Tests for route modules."""
diff --git a/tests/routes/test_env_routes.py b/tests/routes/test_env_routes.py
new file mode 100644
index 0000000..a1ed19d
--- /dev/null
+++ b/tests/routes/test_env_routes.py
@@ -0,0 +1,213 @@
+"""Tests for env management routes."""
+
+import uuid
+
+import pytest
+from fastapi import HTTPException
+from sqlalchemy import select
+from sqlalchemy.ext.asyncio import AsyncSession
+
+from app.models.agent import Agent
+from app.models.task import Task
+from app.models.tenant import Tenant
+from app.routes.env import inspect_env, update_env
+from app.schemas.env import EnvInspectRequest, EnvUpdateRequest
+
+
+@pytest.mark.asyncio
+class TestInspectEnv:
+    """Tests for the inspect_env endpoint."""
+
+    async def test_happy_path(
+        self, db: AsyncSession, test_tenant: Tenant, test_agent: Agent
+    ):
+        """Valid request creates an ENV_INSPECT task."""
+        request = EnvInspectRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/env/chatwoot.env",
+            keys=["FRONTEND_URL", "BACKEND_URL"],
+        )
+
+        task = await inspect_env(agent_id=test_agent.id, request=request, db=db)
+
+        assert task.id is not None
+        assert task.tenant_id == test_tenant.id
+        assert task.agent_id == test_agent.id
+        assert task.type == "ENV_INSPECT"
+        assert task.status == "pending"
+        assert task.payload["path"] == "/opt/letsbe/env/chatwoot.env"
+        assert task.payload["keys"] == ["FRONTEND_URL", "BACKEND_URL"]
+
+    async def test_without_keys(
+        self, db: AsyncSession, test_tenant: Tenant, test_agent: Agent
+    ):
+        """Request without keys omits keys from payload."""
+        request = EnvInspectRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/env/chatwoot.env",
+            keys=None,
+        )
+
+        task = await inspect_env(agent_id=test_agent.id, request=request, db=db)
+
+        assert task.type == "ENV_INSPECT"
+        assert task.payload["path"] == "/opt/letsbe/env/chatwoot.env"
+        assert "keys" not in task.payload
+
+    async def test_tenant_not_found(self, db: AsyncSession, test_agent: Agent):
+        """Returns 404 when tenant doesn't exist."""
+        fake_tenant_id = uuid.uuid4()
+        request = EnvInspectRequest(
+            tenant_id=fake_tenant_id,
+            path="/opt/letsbe/env/chatwoot.env",
+        )
+
+        with pytest.raises(HTTPException) as exc_info:
+            await inspect_env(agent_id=test_agent.id, request=request, db=db)
+
+        assert exc_info.value.status_code == 404
+        assert f"Tenant {fake_tenant_id} not found" in str(exc_info.value.detail)
+
+    async def test_agent_not_found(self, db: AsyncSession, test_tenant: Tenant):
+        """Returns 404 when agent doesn't exist."""
+        fake_agent_id = uuid.uuid4()
+        request = EnvInspectRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/env/chatwoot.env",
+        )
+
+        with pytest.raises(HTTPException) as exc_info:
+            await inspect_env(agent_id=fake_agent_id, request=request, db=db)
+
+        assert exc_info.value.status_code == 404
+        assert f"Agent {fake_agent_id} not found" in str(exc_info.value.detail)
+
+    async def test_task_persisted_to_database(
+        self, db: AsyncSession, test_tenant: Tenant, test_agent: Agent
+    ):
+        """Verify the task is actually persisted and can be retrieved."""
+        request = EnvInspectRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/env/chatwoot.env",
+        )
+
+        task = await inspect_env(agent_id=test_agent.id, request=request, db=db)
+
+        # Query the task back from the database
+        result = await db.execute(select(Task).where(Task.id == task.id))
+        retrieved_task = result.scalar_one_or_none()
+
+        assert retrieved_task is not None
+        assert retrieved_task.type == "ENV_INSPECT"
+        assert retrieved_task.tenant_id == test_tenant.id
+
+
+@pytest.mark.asyncio
+class TestUpdateEnv:
+    """Tests for the update_env endpoint."""
+
+    async def test_happy_path(
+        self, db: AsyncSession, test_tenant: Tenant, test_agent: Agent
+    ):
+        """Valid request creates an ENV_UPDATE task."""
+        request = EnvUpdateRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/env/chatwoot.env",
+            updates={"FRONTEND_URL": "https://new.domain.com"},
+            remove_keys=["OLD_KEY"],
+        )
+
+        task = await update_env(agent_id=test_agent.id, request=request, db=db)
+
+        assert task.id is not None
+        assert task.tenant_id == test_tenant.id
+        assert task.agent_id == test_agent.id
+        assert task.type == "ENV_UPDATE"
+        assert task.status == "pending"
+        assert task.payload["path"] == "/opt/letsbe/env/chatwoot.env"
+        assert task.payload["updates"] == {"FRONTEND_URL": "https://new.domain.com"}
+        assert task.payload["remove_keys"] == ["OLD_KEY"]
+
+    async def test_updates_only(
+        self, db: AsyncSession, test_tenant: Tenant, test_agent: Agent
+    ):
+        """Request with only updates omits remove_keys from payload."""
+        request = EnvUpdateRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/env/chatwoot.env",
+            updates={"KEY": "VALUE"},
+            remove_keys=None,
+        )
+
+        task = await update_env(agent_id=test_agent.id, request=request, db=db)
+
+        assert task.type == "ENV_UPDATE"
+        assert task.payload["updates"] == {"KEY": "VALUE"}
+        assert "remove_keys" not in task.payload
+
+    async def test_remove_keys_only(
+        self, db: AsyncSession, test_tenant: Tenant, test_agent: Agent
+    ):
+        """Request with only remove_keys omits updates from payload."""
+        request = EnvUpdateRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/env/chatwoot.env",
+            updates=None,
+            remove_keys=["OLD_KEY"],
+        )
+
+        task = await update_env(agent_id=test_agent.id, request=request, db=db)
+
+        assert task.type == "ENV_UPDATE"
+        assert "updates" not in task.payload
+        assert task.payload["remove_keys"] == ["OLD_KEY"]
+
+    async def test_tenant_not_found(self, db: AsyncSession, test_agent: Agent):
+        """Returns 404 when tenant doesn't exist."""
+        fake_tenant_id = uuid.uuid4()
+        request = EnvUpdateRequest(
+            tenant_id=fake_tenant_id,
+            path="/opt/letsbe/env/chatwoot.env",
+            updates={"KEY": "VALUE"},
+        )
+
+        with pytest.raises(HTTPException) as exc_info:
+            await update_env(agent_id=test_agent.id, request=request, db=db)
+
+        assert exc_info.value.status_code == 404
+        assert f"Tenant {fake_tenant_id} not found" in str(exc_info.value.detail)
+
+    async def test_agent_not_found(self, db: AsyncSession, test_tenant: Tenant):
+        """Returns 404 when agent doesn't exist."""
+        fake_agent_id = uuid.uuid4()
+        request = EnvUpdateRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/env/chatwoot.env",
+            updates={"KEY": "VALUE"},
+        )
+
+        with pytest.raises(HTTPException) as exc_info:
+            await update_env(agent_id=fake_agent_id, request=request, db=db)
+
+        assert exc_info.value.status_code == 404
+        assert f"Agent {fake_agent_id} not found" in str(exc_info.value.detail)
+
+    async def test_task_persisted_to_database(
+        self, db: AsyncSession, test_tenant: Tenant, test_agent: Agent
+    ):
+        """Verify the task is actually persisted and can be retrieved."""
+        request = EnvUpdateRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/env/chatwoot.env",
+            updates={"KEY": "VALUE"},
+        )
+
+        task = await update_env(agent_id=test_agent.id, request=request, db=db)
+
+        # Query the task back from the database
+        result = await db.execute(select(Task).where(Task.id == task.id))
+        retrieved_task = result.scalar_one_or_none()
+
+        assert retrieved_task is not None
+        assert retrieved_task.type == "ENV_UPDATE"
+        assert retrieved_task.tenant_id == test_tenant.id
diff --git a/tests/routes/test_files_routes.py b/tests/routes/test_files_routes.py
new file mode 100644
index 0000000..fe27d2f
--- /dev/null
+++ b/tests/routes/test_files_routes.py
@@ -0,0 +1,116 @@
+"""Tests for file management routes."""
+
+import uuid
+
+import pytest
+from fastapi import HTTPException
+from sqlalchemy import select
+from sqlalchemy.ext.asyncio import AsyncSession
+
+from app.models.agent import Agent
+from app.models.task import Task
+from app.models.tenant import Tenant
+from app.routes.files import inspect_file
+from app.schemas.file import FileInspectRequest
+
+
+@pytest.mark.asyncio
+class TestInspectFile:
+    """Tests for the inspect_file endpoint."""
+
+    async def test_happy_path(
+        self, db: AsyncSession, test_tenant: Tenant, test_agent: Agent
+    ):
+        """Valid request creates a FILE_INSPECT task."""
+        request = FileInspectRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/data/config.json",
+            max_bytes=4096,
+        )
+
+        task = await inspect_file(agent_id=test_agent.id, request=request, db=db)
+
+        assert task.id is not None
+        assert task.tenant_id == test_tenant.id
+        assert task.agent_id == test_agent.id
+        assert task.type == "FILE_INSPECT"
+        assert task.status == "pending"
+        assert task.payload["path"] == "/opt/letsbe/data/config.json"
+        assert task.payload["max_bytes"] == 4096
+
+    async def test_with_default_max_bytes(
+        self, db: AsyncSession, test_tenant: Tenant, test_agent: Agent
+    ):
+        """Request uses default max_bytes of 4096."""
+        request = FileInspectRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/data/config.json",
+        )
+
+        task = await inspect_file(agent_id=test_agent.id, request=request, db=db)
+
+        assert task.type == "FILE_INSPECT"
+        assert task.payload["path"] == "/opt/letsbe/data/config.json"
+        assert task.payload["max_bytes"] == 4096
+
+    async def test_with_custom_max_bytes(
+        self, db: AsyncSession, test_tenant: Tenant, test_agent: Agent
+    ):
+        """Request with custom max_bytes is respected."""
+        request = FileInspectRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/data/large_file.txt",
+            max_bytes=1048576,  # 1MB
+        )
+
+        task = await inspect_file(agent_id=test_agent.id, request=request, db=db)
+
+        assert task.type == "FILE_INSPECT"
+        assert task.payload["max_bytes"] == 1048576
+
+    async def test_tenant_not_found(self, db: AsyncSession, test_agent: Agent):
+        """Returns 404 when tenant doesn't exist."""
+        fake_tenant_id = uuid.uuid4()
+        request = FileInspectRequest(
+            tenant_id=fake_tenant_id,
+            path="/opt/letsbe/data/config.json",
+        )
+
+        with pytest.raises(HTTPException) as exc_info:
+            await inspect_file(agent_id=test_agent.id, request=request, db=db)
+
+        assert exc_info.value.status_code == 404
+        assert f"Tenant {fake_tenant_id} not found" in str(exc_info.value.detail)
+
+    async def test_agent_not_found(self, db: AsyncSession, test_tenant: Tenant):
+        """Returns 404 when agent doesn't exist."""
+        fake_agent_id = uuid.uuid4()
+        request = FileInspectRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/data/config.json",
+        )
+
+        with pytest.raises(HTTPException) as exc_info:
+            await inspect_file(agent_id=fake_agent_id, request=request, db=db)
+
+        assert exc_info.value.status_code == 404
+        assert f"Agent {fake_agent_id} not found" in str(exc_info.value.detail)
+
+    async def test_task_persisted_to_database(
+        self, db: AsyncSession, test_tenant: Tenant, test_agent: Agent
+    ):
+        """Verify the task is actually persisted and can be retrieved."""
+        request = FileInspectRequest(
+            tenant_id=test_tenant.id,
+            path="/opt/letsbe/data/config.json",
+        )
+
+        task = await inspect_file(agent_id=test_agent.id, request=request, db=db)
+
+        # Query the task back from the database
+        result = await db.execute(select(Task).where(Task.id == task.id))
+        retrieved_task = result.scalar_one_or_none()
+
+        assert retrieved_task is not None
+        assert retrieved_task.type == "FILE_INSPECT"
+        assert retrieved_task.tenant_id == test_tenant.id