feat: add approval checkpoints backend

Co-authored-by: Copilot <223556219+Copilot@users.noreply.github.com>

HANDOVER.md

@@ -0,0 +1,306 @@
+# Approval checkpoints frontend handover
+
+## What is implemented in the backend
+
+The backend now supports approval checkpoints in two places:
+
+1. `tool-call`
+2. `final-response`
+
+`tool-call` approvals are enforced inside the .NET sidecar through the Copilot permission callback.
+
+`final-response` approvals are enforced in the Electron main process after the sidecar finishes generating assistant messages but before those messages are published into the session transcript.
+
+The roadmap item **"pause before handing off outside the original working set"** is **not implemented** in this change. There is still no working-set model in the backend that can support that rule correctly.
+
+## Important behavioral semantics
+
+- A session **stays** `status: 'running'` while waiting for approval.
+- The backend exposes the paused state through `session.pendingApproval`.
+- The frontend should treat `session.pendingApproval` as "awaiting approval" even though `session.status` is still `running`.
+- Resolving an approval clears `session.pendingApproval`.
+- Approving a checkpoint resumes the run.
+- Rejecting a `final-response` checkpoint causes the run to fail with an explicit error after the backend resumes the waiting flow.
+- Rejecting a `tool-call` checkpoint sends a denial back to the Copilot runtime. The eventual run outcome depends on the runtime response, but it should be treated as a rejected risky action.
+- If Eryx restarts while an approval is pending, the backend marks that session as errored and converts the pending approval into a rejected/interrupted run event.
+
+## New shared model shapes
+
+### Pattern approval policy
+
+File: `src/shared/domain/approval.ts`
+
+Patterns can now carry an optional `approvalPolicy`:
+
+```ts
+type ApprovalCheckpointKind = 'tool-call' | 'final-response';
+
+interface ApprovalCheckpointRule {
+  kind: ApprovalCheckpointKind;
+  agentIds?: string[]; // omitted or empty = all agents in the pattern
+}
+
+interface ApprovalPolicy {
+  rules: ApprovalCheckpointRule[];
+}
+```
+
+This is attached to `PatternDefinition` as:
+
+```ts
+approvalPolicy?: ApprovalPolicy;
+```
+
+Backend validation already rejects agent IDs that do not exist in the pattern.
+
+### Session pending approval
+
+File: `src/shared/domain/approval.ts`
+
+Sessions can now expose a single active pending approval:
+
+```ts
+interface PendingApprovalMessageRecord {
+  id: string;
+  authorName: string;
+  content: string;
+}
+
+interface PendingApprovalRecord {
+  id: string;
+  kind: 'tool-call' | 'final-response';
+  status: 'pending' | 'approved' | 'rejected';
+  requestedAt: string;
+  resolvedAt?: string;
+  agentId?: string;
+  agentName?: string;
+  toolName?: string;
+  permissionKind?: string;
+  title: string;
+  detail?: string;
+  messages?: PendingApprovalMessageRecord[];
+}
+```
+
+This is attached to `SessionRecord` as:
+
+```ts
+pendingApproval?: PendingApprovalRecord;
+```
+
+For `final-response`, `pendingApproval.messages` contains the unpublished assistant output that the reviewer should inspect before publication.
+
+For `tool-call`, `pendingApproval.messages` is typically absent.
+
+### Run timeline event
+
+File: `src/shared/domain/runTimeline.ts`
+
+There is a new run timeline event kind:
+
+```ts
+kind: 'approval'
+```
+
+The event is updated in place over time rather than creating separate requested/approved/rejected entries.
+
+Relevant fields:
+
+```ts
+approvalId?: string;
+approvalKind?: 'tool-call' | 'final-response';
+approvalTitle?: string;
+approvalDetail?: string;
+permissionKind?: string;
+decision?: 'approved' | 'rejected';
+status: 'running' | 'completed' | 'error';
+```
+
+Interpretation:
+
+- `status: 'running'` => approval requested and still pending
+- `status: 'completed'` + `decision: 'approved'` => approval granted
+- `status: 'error'` + `decision: 'rejected'` => approval rejected
+
+## New IPC surface
+
+Files:
+
+- `src/shared/contracts/ipc.ts`
+- `src/shared/contracts/channels.ts`
+- `src/preload/index.ts`
+- `src/main/ipc/registerIpcHandlers.ts`
+
+New preload/API call:
+
+```ts
+resolveSessionApproval({
+  sessionId: string;
+  approvalId: string;
+  decision: 'approved' | 'rejected';
+}): Promise<WorkspaceState>
+```
+
+This is the frontend action to approve or reject the active checkpoint.
+
+## Internal sidecar protocol additions
+
+These are backend-only, but useful context for debugging:
+
+Files:
+
+- `src/shared/contracts/sidecar.ts`
+- `sidecar/src/Eryx.AgentHost/Contracts/ProtocolModels.cs`
+- `sidecar/src/Eryx.AgentHost/Services/SidecarProtocolHost.cs`
+- `sidecar/src/Eryx.AgentHost/Services/CopilotWorkflowRunner.cs`
+
+New sidecar event:
+
+```ts
+type: 'approval-requested'
+```
+
+New sidecar command:
+
+```ts
+type: 'resolve-approval'
+```
+
+The Electron main process already handles this handshake. The frontend should not talk to the sidecar directly.
+
+## Files that already understand approval data
+
+Backend and shared code:
+
+- `src/shared/domain/approval.ts`
+- `src/shared/domain/pattern.ts`
+- `src/shared/domain/session.ts`
+- `src/shared/domain/runTimeline.ts`
+- `src/main/EryxAppService.ts`
+- `src/main/sidecar/sidecarProcess.ts`
+
+Minimal renderer compile-support only:
+
+- `src/renderer/lib/runTimelineFormatting.ts`
+- `src/renderer/components/RunTimeline.tsx`
+
+Those renderer changes are intentionally minimal. They only keep the current app build/typecheck working with the new timeline event kind.
+
+## Frontend work still needed
+
+### 1. Pattern editor support for approval policy
+
+Files to inspect:
+
+- `src/renderer/components/PatternEditor.tsx`
+- `src/renderer/App.tsx`
+
+Needed UI:
+
+- Allow enabling `tool-call` approvals.
+- Allow enabling `final-response` approvals.
+- Allow scoping each checkpoint to:
+  - all agents
+  - selected agents
+
+Recommended representation:
+
+- one section named "Approval checkpoints"
+- one row per checkpoint kind
+- a toggle
+- an "all agents / selected agents" selector
+- multi-select agent chips when scoped
+
+### 2. Pending approval UI in chat/session surfaces
+
+Files to inspect:
+
+- `src/renderer/components/ChatPane.tsx`
+- `src/renderer/components/ActivityPanel.tsx`
+- `src/renderer/components/Sidebar.tsx`
+- `src/renderer/lib/sessionWorkspace.ts`
+
+Needed behavior:
+
+- Show a visible checkpoint card/banner whenever `session.pendingApproval` exists.
+- Present:
+  - title
+  - detail
+  - agent name
+  - permission kind (for tool-call)
+  - preview messages (for final-response)
+- Add **Approve** and **Reject** actions that call `api.resolveSessionApproval(...)`.
+
+### 3. Final-response review UI
+
+Use `session.pendingApproval.messages` when `kind === 'final-response'`.
+
+Recommended UX:
+
+- Render the candidate assistant messages exactly as they would appear in chat.
+- Make it clear they are pending publication, not yet committed to transcript history.
+- On approval, let the backend publish them.
+- On rejection, expect the run to fail and show an error state after the backend resumes the blocked flow.
+
+### 4. Run timeline UI
+
+Files to inspect:
+
+- `src/renderer/components/RunTimeline.tsx`
+- `src/renderer/lib/runTimelineFormatting.ts`
+
+Needed improvements:
+
+- Add a dedicated approval event treatment instead of the current minimal fallback.
+- Show distinct visuals for:
+  - requested
+  - approved
+  - rejected
+- Include checkpoint kind and detail text.
+- Include message preview affordances for final-response if desired.
+
+### 5. Session activity / status treatment
+
+Files to inspect:
+
+- `src/renderer/lib/sessionActivity.ts`
+- `src/renderer/components/ActivityPanel.tsx`
+- `src/renderer/components/ChatPane.tsx`
+
+Important rule:
+
+- Do **not** rely on `session.status` alone to decide whether the session is actively streaming versus blocked on approval.
+- Use `session.pendingApproval` as the signal for "paused awaiting human action."
+
+### 6. Error / stale checkpoint handling
+
+The frontend should handle two backend-produced edge cases cleanly:
+
+1. `resolveSessionApproval(...)` can fail if the approval is no longer active.
+2. A pending approval can disappear on reload because the backend converted it into an interrupted error after restart.
+
+Recommended UX:
+
+- show a toast or inline error if approval resolution fails
+- refresh from workspace state afterward
+- show the session error banner when the run has been interrupted
+
+## Suggested frontend implementation order
+
+1. Add read-only pending approval banner/card in `ChatPane`.
+2. Wire approve/reject buttons to `resolveSessionApproval`.
+3. Render final-response preview from `pendingApproval.messages`.
+4. Add timeline rendering for `approval` events.
+5. Add pattern editor controls for configuring `approvalPolicy`.
+6. Refine sidebar/activity badges for "awaiting approval" state.
+
+## Validation commands
+
+Backend changes already pass:
+
+- `bun run typecheck`
+- `bun test`
+- `bun run sidecar:test`
+- `bun run build`
+
+After the frontend agent finishes, rerun the same four commands.

sidecar/src/Eryx.AgentHost/Contracts/ProtocolModels.cs

@@ -21,11 +21,23 @@ public sealed class PatternDefinitionDto
     public string Availability { get; init; } = "available";
     public string? UnavailabilityReason { get; init; }
     public int MaxIterations { get; init; }
+    public ApprovalPolicyDto? ApprovalPolicy { get; init; }
     public IReadOnlyList<PatternAgentDefinitionDto> Agents { get; init; } = [];
     public string CreatedAt { get; init; } = string.Empty;
     public string UpdatedAt { get; init; } = string.Empty;
 }
 
+public sealed class ApprovalPolicyDto
+{
+    public IReadOnlyList<ApprovalCheckpointRuleDto> Rules { get; init; } = [];
+}
+
+public sealed class ApprovalCheckpointRuleDto
+{
+    public string Kind { get; init; } = string.Empty;
+    public IReadOnlyList<string> AgentIds { get; init; } = [];
+}
+
 public sealed class ChatMessageDto
 {
     public string Id { get; init; } = string.Empty;
@@ -116,6 +128,12 @@ public sealed class RunTurnCommandDto : SidecarCommandEnvelope
     public RunTurnToolingConfigDto? Tooling { get; init; }
 }
 
+public sealed class ResolveApprovalCommandDto : SidecarCommandEnvelope
+{
+    public string ApprovalId { get; init; } = string.Empty;
+    public string Decision { get; init; } = string.Empty;
+}
+
 public sealed class RunTurnToolingConfigDto
 {
     public IReadOnlyList<RunTurnMcpServerConfigDto> McpServers { get; init; } = [];
@@ -187,6 +205,19 @@ public sealed class AgentActivityEventDto : SidecarEventDto
     public string? ToolName { get; init; }
 }
 
+public sealed class ApprovalRequestedEventDto : SidecarEventDto
+{
+    public string SessionId { get; init; } = string.Empty;
+    public string ApprovalId { get; init; } = string.Empty;
+    public string ApprovalKind { get; init; } = string.Empty;
+    public string? AgentId { get; init; }
+    public string? AgentName { get; init; }
+    public string? ToolName { get; init; }
+    public string? PermissionKind { get; init; }
+    public string Title { get; init; } = string.Empty;
+    public string? Detail { get; init; }
+}
+
 public sealed class CommandErrorEventDto : SidecarEventDto
 {
     public string Message { get; init; } = string.Empty;

sidecar/src/Eryx.AgentHost/Services/CopilotWorkflowRunner.cs

@@ -1,3 +1,4 @@
+using System.Collections.Concurrent;
 using System.Text;
 using GitHub.Copilot.SDK;
 using Eryx.AgentHost.Contracts;
@@ -22,6 +23,7 @@ public sealed class CopilotWorkflowRunner : ITurnWorkflowRunner
     private static readonly Type? ImageGenerationToolCallContentType = LoadType(
         "Microsoft.Extensions.AI.ImageGenerationToolCallContent, Microsoft.Extensions.AI.Abstractions");
     private readonly PatternValidator _patternValidator;
+    private readonly ConcurrentDictionary<string, PendingApprovalRequest> _pendingApprovals = new(StringComparer.Ordinal);
 
     public CopilotWorkflowRunner(PatternValidator patternValidator)
     {
@@ -32,6 +34,7 @@ public sealed class CopilotWorkflowRunner : ITurnWorkflowRunner
         RunTurnCommandDto command,
         Func<TurnDeltaEventDto, Task> onDelta,
         Func<AgentActivityEventDto, Task> onActivity,
+        Func<ApprovalRequestedEventDto, Task> onApproval,
         CancellationToken cancellationToken)
     {
         PatternValidationIssueDto? validationError = _patternValidator.Validate(command.Pattern).FirstOrDefault();
@@ -40,7 +43,16 @@ public sealed class CopilotWorkflowRunner : ITurnWorkflowRunner
             throw new InvalidOperationException(validationError.Message);
         }
 
-        await using AgentBundle bundle = await AgentBundle.CreateAsync(command, cancellationToken);
+        await using AgentBundle bundle = await AgentBundle.CreateAsync(
+            command,
+            (agent, request, invocation) => RequestApprovalAsync(
+                command,
+                agent,
+                request,
+                invocation,
+                onApproval,
+                cancellationToken),
+            cancellationToken);
         Workflow workflow = bundle.BuildWorkflow(command.Pattern);
         List<ChatMessage> inputMessages = command.Messages.Select(ToChatMessage).ToList();
 
@@ -169,6 +181,38 @@ public sealed class CopilotWorkflowRunner : ITurnWorkflowRunner
         return completedMessages;
     }
 
+    public Task ResolveApprovalAsync(
+        ResolveApprovalCommandDto command,
+        CancellationToken cancellationToken)
+    {
+        ArgumentNullException.ThrowIfNull(command);
+
+        if (string.IsNullOrWhiteSpace(command.ApprovalId))
+        {
+            throw new InvalidOperationException("Approval ID is required.");
+        }
+
+        if (!_pendingApprovals.TryGetValue(command.ApprovalId, out PendingApprovalRequest? pending))
+        {
+            throw new InvalidOperationException($"Approval \"{command.ApprovalId}\" is not pending.");
+        }
+
+        PermissionRequestResultKind decision = command.Decision.Trim().ToLowerInvariant() switch
+        {
+            "approved" => PermissionRequestResultKind.Approved,
+            "rejected" => PermissionRequestResultKind.DeniedInteractivelyByUser,
+            _ => throw new InvalidOperationException(
+                $"Unsupported approval decision \"{command.Decision}\"."),
+        };
+
+        if (!pending.Decision.TrySetResult(decision))
+        {
+            throw new InvalidOperationException($"Approval \"{command.ApprovalId}\" is no longer pending.");
+        }
+
+        return Task.CompletedTask;
+    }
+
     private static AgentActivityEventDto CreateActivityEvent(
         RunTurnCommandDto command,
         string activityType,
@@ -190,6 +234,61 @@ public sealed class CopilotWorkflowRunner : ITurnWorkflowRunner
         };
     }
 
+    private async Task<PermissionRequestResult> RequestApprovalAsync(
+        RunTurnCommandDto command,
+        PatternAgentDefinitionDto agent,
+        PermissionRequest request,
+        PermissionInvocation invocation,
+        Func<ApprovalRequestedEventDto, Task> onApproval,
+        CancellationToken cancellationToken)
+    {
+        if (!RequiresApproval(command.Pattern.ApprovalPolicy, "tool-call", agent.Id))
+        {
+            return new PermissionRequestResult
+            {
+                Kind = PermissionRequestResultKind.Approved,
+            };
+        }
+
+        string approvalId = CreateApprovalRequestId();
+        TaskCompletionSource<PermissionRequestResultKind> decisionSource =
+            new(TaskCreationOptions.RunContinuationsAsynchronously);
+        PendingApprovalRequest pending = new(
+            command.RequestId,
+            command.SessionId,
+            approvalId,
+            decisionSource);
+
+        if (!_pendingApprovals.TryAdd(approvalId, pending))
+        {
+            throw new InvalidOperationException($"Approval \"{approvalId}\" is already pending.");
+        }
+
+        try
+        {
+            await onApproval(BuildPermissionApprovalEvent(command, agent, request, invocation, approvalId))
+                .ConfigureAwait(false);
+
+            using CancellationTokenRegistration registration = cancellationToken.Register(
+                static state =>
+                {
+                    ((TaskCompletionSource<PermissionRequestResultKind>)state!)
+                        .TrySetCanceled();
+                },
+                decisionSource);
+
+            PermissionRequestResultKind decision = await decisionSource.Task.ConfigureAwait(false);
+            return new PermissionRequestResult
+            {
+                Kind = decision,
+            };
+        }
+        finally
+        {
+            _pendingApprovals.TryRemove(approvalId, out _);
+        }
+    }
+
     private static AgentActivityEventDto? TryCreateActivityFromRequest(
         RunTurnCommandDto command,
         RequestInfoEvent requestInfo,
@@ -284,6 +383,75 @@ public sealed class CopilotWorkflowRunner : ITurnWorkflowRunner
         return false;
     }
 
+    private static ApprovalRequestedEventDto BuildPermissionApprovalEvent(
+        RunTurnCommandDto command,
+        PatternAgentDefinitionDto agent,
+        PermissionRequest request,
+        PermissionInvocation invocation,
+        string approvalId)
+    {
+        string permissionKind = string.IsNullOrWhiteSpace(request.Kind)
+            ? "tool access"
+            : request.Kind.Trim();
+        string agentName = string.IsNullOrWhiteSpace(agent.Name) ? agent.Id : agent.Name;
+        string? sessionId = string.IsNullOrWhiteSpace(invocation.SessionId)
+            ? null
+            : invocation.SessionId.Trim();
+
+        return new ApprovalRequestedEventDto
+        {
+            Type = "approval-requested",
+            RequestId = command.RequestId,
+            SessionId = command.SessionId,
+            ApprovalId = approvalId,
+            ApprovalKind = "tool-call",
+            AgentId = string.IsNullOrWhiteSpace(agent.Id) ? null : agent.Id,
+            AgentName = string.IsNullOrWhiteSpace(agentName) ? null : agentName,
+            PermissionKind = permissionKind,
+            Title = $"Approve {permissionKind}",
+            Detail = sessionId is null
+                ? $"{agentName} requested {permissionKind} permission."
+                : $"{agentName} requested {permissionKind} permission for Copilot session {sessionId}.",
+        };
+    }
+
+    private static bool RequiresApproval(
+        ApprovalPolicyDto? approvalPolicy,
+        string checkpointKind,
+        string agentId)
+    {
+        if (approvalPolicy?.Rules is null || approvalPolicy.Rules.Count == 0)
+        {
+            return false;
+        }
+
+        foreach (ApprovalCheckpointRuleDto rule in approvalPolicy.Rules)
+        {
+            if (!string.Equals(rule.Kind, checkpointKind, StringComparison.OrdinalIgnoreCase))
+            {
+                continue;
+            }
+
+            if (rule.AgentIds.Count == 0)
+            {
+                return true;
+            }
+
+            if (rule.AgentIds.Any(candidate =>
+                    string.Equals(candidate, agentId, StringComparison.OrdinalIgnoreCase)))
+            {
+                return true;
+            }
+        }
+
+        return false;
+    }
+
+    private static string CreateApprovalRequestId()
+    {
+        return $"approval-{Guid.NewGuid():N}";
+    }
+
     private static Type? LoadType(string assemblyQualifiedName)
     {
         return Type.GetType(assemblyQualifiedName, throwOnError: false);
@@ -512,6 +680,7 @@ public sealed class CopilotWorkflowRunner : ITurnWorkflowRunner
 
         public static async Task<AgentBundle> CreateAsync(
             RunTurnCommandDto command,
+            Func<PatternAgentDefinitionDto, PermissionRequest, PermissionInvocation, Task<PermissionRequestResult>> onPermissionRequest,
             CancellationToken cancellationToken)
         {
             List<IAsyncDisposable> disposables = [];
@@ -542,7 +711,7 @@ public sealed class CopilotWorkflowRunner : ITurnWorkflowRunner
                         Content = AgentInstructionComposer.Compose(command.Pattern, definition, agentIndex, command.WorkspaceKind),
                     },
                     WorkingDirectory = command.ProjectPath,
-                    OnPermissionRequest = ApprovePermissionAsync,
+                    OnPermissionRequest = (request, invocation) => onPermissionRequest(definition, request, invocation),
                     Streaming = true,
                 };
 
@@ -649,14 +818,11 @@ public sealed class CopilotWorkflowRunner : ITurnWorkflowRunner
                 .Build();
         }
 
-        private static Task<PermissionRequestResult> ApprovePermissionAsync(
-            PermissionRequest request,
-            PermissionInvocation invocation)
-        {
-            return Task.FromResult(new PermissionRequestResult
-            {
-                Kind = PermissionRequestResultKind.Approved,
-            });
-        }
     }
+
+    private sealed record PendingApprovalRequest(
+        string RequestId,
+        string SessionId,
+        string ApprovalId,
+        TaskCompletionSource<PermissionRequestResultKind> Decision);
 }

sidecar/src/Eryx.AgentHost/Services/ITurnWorkflowRunner.cs

@@ -8,5 +8,10 @@ public interface ITurnWorkflowRunner
         RunTurnCommandDto command,
         Func<TurnDeltaEventDto, Task> onDelta,
         Func<AgentActivityEventDto, Task> onActivity,
+        Func<ApprovalRequestedEventDto, Task> onApproval,
+        CancellationToken cancellationToken);
+
+    Task ResolveApprovalAsync(
+        ResolveApprovalCommandDto command,
         CancellationToken cancellationToken);
 }

sidecar/src/Eryx.AgentHost/Services/SidecarProtocolHost.cs

@@ -127,6 +127,7 @@ public sealed class SidecarProtocolHost
                         runTurnCommand,
                         delta => WriteAsync(output, delta, cancellationToken),
                         activity => WriteAsync(output, activity, cancellationToken),
+                        approval => WriteAsync(output, approval, cancellationToken),
                         cancellationToken).ConfigureAwait(false);
 
                     await WriteAsync(output, new TurnCompleteEventDto
@@ -138,6 +139,15 @@ public sealed class SidecarProtocolHost
                     }, cancellationToken).ConfigureAwait(false);
                     break;
 
+                case "resolve-approval":
+                    ResolveApprovalCommandDto resolveApprovalCommand =
+                        JsonSerializer.Deserialize<ResolveApprovalCommandDto>(rawCommand, _jsonOptions)
+                        ?? throw new InvalidOperationException("Could not deserialize resolve-approval command.");
+
+                    await _workflowRunner.ResolveApprovalAsync(resolveApprovalCommand, cancellationToken)
+                        .ConfigureAwait(false);
+                    break;
+
                 default:
                     throw new NotSupportedException($"Unknown sidecar command type '{envelope.Type}'.");
             }

sidecar/tests/Eryx.AgentHost.Tests/SidecarProtocolHostTests.cs

@@ -108,7 +108,7 @@ public sealed class SidecarProtocolHostTests
     {
         SidecarProtocolHost host = new(
             new PatternValidator(),
-            new FakeWorkflowRunner(async (command, onDelta, onActivity, cancellationToken) =>
+            new FakeWorkflowRunner(async (command, onDelta, onActivity, onApproval, cancellationToken) =>
             {
                 await onActivity(new AgentActivityEventDto
                 {
@@ -226,6 +226,102 @@ public sealed class SidecarProtocolHostTests
             });
     }
 
+    [Fact]
+    public async Task RunTurnCommand_ReturnsApprovalEvents()
+    {
+        SidecarProtocolHost host = new(
+            new PatternValidator(),
+            new FakeWorkflowRunner(async (command, onDelta, onActivity, onApproval, cancellationToken) =>
+            {
+                await onApproval(new ApprovalRequestedEventDto
+                {
+                    Type = "approval-requested",
+                    RequestId = command.RequestId,
+                    SessionId = command.SessionId,
+                    ApprovalId = "approval-1",
+                    ApprovalKind = "tool-call",
+                    AgentId = "agent-1",
+                    AgentName = "Primary",
+                    PermissionKind = "tool access",
+                    Title = "Approve tool access",
+                });
+
+                return [];
+            }));
+
+        IReadOnlyList<JsonElement> events = await RunHostAsync(
+            new RunTurnCommandDto
+            {
+                Type = "run-turn",
+                RequestId = "turn-approval",
+                SessionId = "session-1",
+                ProjectPath = "C:\\workspace\\project",
+                Pattern = new PatternDefinitionDto
+                {
+                    Id = "pattern-1",
+                    Name = "Single Agent",
+                    Mode = "single",
+                    Availability = "available",
+                    Agents =
+                    [
+                        CreateAgent(name: "Primary"),
+                    ],
+                },
+            },
+            host);
+
+        Assert.Collection(
+            events,
+            approvalEvent =>
+            {
+                Assert.Equal("approval-requested", approvalEvent.GetProperty("type").GetString());
+                Assert.Equal("turn-approval", approvalEvent.GetProperty("requestId").GetString());
+                Assert.Equal("approval-1", approvalEvent.GetProperty("approvalId").GetString());
+                Assert.Equal("tool-call", approvalEvent.GetProperty("approvalKind").GetString());
+                Assert.Equal("Approve tool access", approvalEvent.GetProperty("title").GetString());
+            },
+            completionEvent =>
+            {
+                Assert.Equal("turn-complete", completionEvent.GetProperty("type").GetString());
+            },
+            commandCompleteEvent =>
+            {
+                Assert.Equal("command-complete", commandCompleteEvent.GetProperty("type").GetString());
+                Assert.Equal("turn-approval", commandCompleteEvent.GetProperty("requestId").GetString());
+            });
+    }
+
+    [Fact]
+    public async Task ResolveApprovalCommand_DelegatesToWorkflowRunnerAndCompletes()
+    {
+        ResolveApprovalCommandDto? captured = null;
+        SidecarProtocolHost host = new(
+            new PatternValidator(),
+            new FakeWorkflowRunner(
+                handler: async (command, onDelta, onActivity, onApproval, cancellationToken) => [],
+                resolveApprovalHandler: (command, cancellationToken) =>
+                {
+                    captured = command;
+                    return Task.CompletedTask;
+                }));
+
+        IReadOnlyList<JsonElement> events = await RunHostAsync(
+            new ResolveApprovalCommandDto
+            {
+                Type = "resolve-approval",
+                RequestId = "approval-command-1",
+                ApprovalId = "approval-1",
+                Decision = "approved",
+            },
+            host);
+
+        JsonElement completionEvent = Assert.Single(events);
+        Assert.Equal("command-complete", completionEvent.GetProperty("type").GetString());
+        Assert.Equal("approval-command-1", completionEvent.GetProperty("requestId").GetString());
+        Assert.Equal("approval-1", captured?.ApprovalId);
+        Assert.Equal("approved", captured?.Decision);
+    }
+
     [Fact]
     public void ClassifyConnectionStatus_ReturnsAuthRequiredForLoginFailures()
     {
@@ -371,27 +467,40 @@ public sealed class SidecarProtocolHostTests
             RunTurnCommandDto,
             Func<TurnDeltaEventDto, Task>,
             Func<AgentActivityEventDto, Task>,
+            Func<ApprovalRequestedEventDto, Task>,
             CancellationToken,
             Task<IReadOnlyList<ChatMessageDto>>> _handler;
+        private readonly Func<ResolveApprovalCommandDto, CancellationToken, Task> _resolveApprovalHandler;
 
         public FakeWorkflowRunner(
             Func<
                 RunTurnCommandDto,
                 Func<TurnDeltaEventDto, Task>,
                 Func<AgentActivityEventDto, Task>,
+                Func<ApprovalRequestedEventDto, Task>,
                 CancellationToken,
-                Task<IReadOnlyList<ChatMessageDto>>> handler)
+                Task<IReadOnlyList<ChatMessageDto>>> handler,
+            Func<ResolveApprovalCommandDto, CancellationToken, Task>? resolveApprovalHandler = null)
         {
             _handler = handler;
+            _resolveApprovalHandler = resolveApprovalHandler ?? ((_, _) => Task.CompletedTask);
         }
 
         public Task<IReadOnlyList<ChatMessageDto>> RunTurnAsync(
             RunTurnCommandDto command,
             Func<TurnDeltaEventDto, Task> onDelta,
             Func<AgentActivityEventDto, Task> onActivity,
+            Func<ApprovalRequestedEventDto, Task> onApproval,
             CancellationToken cancellationToken)
         {
-            return _handler(command, onDelta, onActivity, cancellationToken);
+            return _handler(command, onDelta, onActivity, onApproval, cancellationToken);
+        }
+
+        public Task ResolveApprovalAsync(
+            ResolveApprovalCommandDto command,
+            CancellationToken cancellationToken)
+        {
+            return _resolveApprovalHandler(command, cancellationToken);
         }
     }
 }

src/main/EryxAppService.ts

@@ -5,6 +5,7 @@ import { dialog } from 'electron';
 
 import type {
   AgentActivityEvent,
+  ApprovalRequestedEvent,
   RunTurnLspProfileConfig,
   RunTurnMcpServerConfig,
   RunTurnToolingConfig,
@@ -23,6 +24,14 @@ import {
   type ReasoningEffort,
   validatePatternDefinition,
 } from '@shared/domain/pattern';
+import {
+  approvalPolicyRequiresCheckpoint,
+  normalizeApprovalPolicy,
+  resolvePendingApproval,
+  type ApprovalDecision,
+  type PendingApprovalMessageRecord,
+  type PendingApprovalRecord,
+} from '@shared/domain/approval';
 import { isScratchpadProject, type ProjectRecord } from '@shared/domain/project';
 import {
   duplicateSessionRecord,
@@ -45,6 +54,7 @@ import {
   completeSessionRunRecord,
   createSessionRunRecord,
   failSessionRunRecord,
+  upsertRunApprovalEvent,
   upsertRunMessageEvent,
   upsertSessionRunRecord,
   type SessionRunRecord,
@@ -75,6 +85,12 @@ type AppServiceEvents = {
   'session-event': [SessionEventRecord];
 };
 
+type PendingApprovalHandle = {
+  sessionId: string;
+  requestId: string;
+  resolve: (decision: ApprovalDecision) => void | Promise<void>;
+};
+
 function isBuiltinPattern(patternId: string): boolean {
   return patternId.startsWith('pattern-');
 }
@@ -84,6 +100,7 @@ export class EryxAppService extends EventEmitter<AppServiceEvents> {
   private readonly sidecar = new SidecarClient();
   private readonly secretStore = new SecretStore();
   private readonly gitService = new GitService();
+  private readonly pendingApprovalHandles = new Map<string, PendingApprovalHandle>();
   private workspace?: WorkspaceState;
   private sidecarCapabilities?: SidecarCapabilities;
   private didScheduleInitialProjectGitRefresh = false;
@@ -99,6 +116,9 @@ export class EryxAppService extends EventEmitter<AppServiceEvents> {
   async loadWorkspace(): Promise<WorkspaceState> {
     if (!this.workspace) {
       this.workspace = await this.workspaceRepository.load();
+      if (this.failInterruptedPendingApprovals(this.workspace)) {
+        await this.workspaceRepository.save(this.workspace);
+      }
     }
 
     if (!this.didScheduleInitialProjectGitRefresh) {
@@ -180,6 +200,7 @@ export class EryxAppService extends EventEmitter<AppServiceEvents> {
     const existingIndex = workspace.patterns.findIndex((current) => current.id === pattern.id);
     const candidate: PatternDefinition = {
       ...pattern,
+      approvalPolicy: normalizeApprovalPolicy(pattern.approvalPolicy),
       isFavorite: pattern.isFavorite ?? workspace.patterns[existingIndex]?.isFavorite,
       createdAt: existingIndex >= 0 ? workspace.patterns[existingIndex].createdAt : nowIso(),
       updatedAt: nowIso(),
@@ -385,6 +406,9 @@ export class EryxAppService extends EventEmitter<AppServiceEvents> {
   async sendSessionMessage(sessionId: string, content: string): Promise<void> {
     const workspace = await this.loadWorkspace();
     const session = this.requireSession(workspace, sessionId);
+    if (session.status === 'running') {
+      throw new Error('Wait for the current response or approval checkpoint to finish before sending another message.');
+    }
     const project = this.requireProject(workspace, session.projectId);
     const pattern = this.requirePattern(workspace, session.patternId);
     const effectivePattern = await this.buildEffectivePattern(project, pattern, session);
@@ -447,8 +471,13 @@ export class EryxAppService extends EventEmitter<AppServiceEvents> {
         async (event) => {
           await this.applyAgentActivity(workspace, session.id, requestId, event);
         },
+        async (event) => {
+          await this.handleApprovalRequested(workspace, session.id, requestId, event, (decision) =>
+            this.sidecar.resolveApproval(event.approvalId, decision));
+        },
       );
 
+      await this.awaitFinalResponseApproval(workspace, session.id, requestId, effectivePattern, responseMessages);
       this.finalizeTurn(workspace, session.id, requestId, responseMessages);
       await this.persistAndBroadcast(workspace);
     } catch (error) {
@@ -474,6 +503,66 @@ export class EryxAppService extends EventEmitter<AppServiceEvents> {
     }
   }
 
+  async resolveSessionApproval(
+    sessionId: string,
+    approvalId: string,
+    decision: ApprovalDecision,
+  ): Promise<WorkspaceState> {
+    const workspace = await this.loadWorkspace();
+    const session = this.requireSession(workspace, sessionId);
+    const approval = session.pendingApproval;
+    if (!approval || approval.id !== approvalId) {
+      throw new Error(`Approval "${approvalId}" is not pending for session "${sessionId}".`);
+    }
+
+    const handle = this.pendingApprovalHandles.get(approvalId);
+    if (!handle || handle.sessionId !== sessionId) {
+      throw new Error(`Approval "${approvalId}" is no longer active. Restart the run and try again.`);
+    }
+
+    const resolvedAt = nowIso();
+    const resolvedApproval = resolvePendingApproval(approval, decision, resolvedAt);
+    session.pendingApproval = undefined;
+    session.updatedAt = resolvedAt;
+
+    const updatedRun = this.updateSessionRun(session, handle.requestId, (run) =>
+      upsertRunApprovalEvent(run, resolvedApproval));
+
+    const result = await this.persistAndBroadcast(workspace);
+    if (updatedRun) {
+      this.emitRunUpdated(sessionId, resolvedAt, updatedRun);
+    }
+
+    this.pendingApprovalHandles.delete(approvalId);
+
+    try {
+      await Promise.resolve(handle.resolve(decision));
+    } catch (error) {
+      const failedAt = nowIso();
+      session.status = 'error';
+      session.lastError = error instanceof Error ? error.message : String(error);
+      session.updatedAt = failedAt;
+
+      const failedRun = this.updateSessionRun(session, handle.requestId, (run) =>
+        failSessionRunRecord(run, failedAt, session.lastError ?? 'Unknown error.'));
+
+      this.emitSessionEvent({
+        sessionId,
+        kind: 'error',
+        occurredAt: failedAt,
+        error: session.lastError,
+      });
+      if (failedRun) {
+        this.emitRunUpdated(sessionId, failedAt, failedRun);
+      }
+
+      await this.persistAndBroadcast(workspace);
+      throw error;
+    }
+
+    return result;
+  }
+
   async updateScratchpadSessionConfig(
     sessionId: string,
     model: string,
@@ -834,6 +923,131 @@ export class EryxAppService extends EventEmitter<AppServiceEvents> {
     }
   }
 
+  private async handleApprovalRequested(
+    workspace: WorkspaceState,
+    sessionId: string,
+    requestId: string,
+    approval: ApprovalRequestedEvent | PendingApprovalRecord,
+    resolve: (decision: ApprovalDecision) => void | Promise<void>,
+  ): Promise<void> {
+    const session = this.requireSession(workspace, sessionId);
+    if (session.pendingApproval) {
+      throw new Error(`Session "${sessionId}" already has a pending approval.`);
+    }
+
+    const pendingApproval =
+      'type' in approval ? this.createPendingApprovalFromSidecarEvent(approval) : approval;
+
+    session.pendingApproval = pendingApproval;
+    session.updatedAt = pendingApproval.requestedAt;
+
+    const updatedRun = this.updateSessionRun(session, requestId, (run) =>
+      upsertRunApprovalEvent(run, pendingApproval));
+
+    this.pendingApprovalHandles.set(pendingApproval.id, {
+      sessionId,
+      requestId,
+      resolve,
+    });
+
+    await this.persistAndBroadcast(workspace);
+    if (updatedRun) {
+      this.emitRunUpdated(sessionId, pendingApproval.requestedAt, updatedRun);
+    }
+  }
+
+  private createPendingApprovalFromSidecarEvent(event: ApprovalRequestedEvent): PendingApprovalRecord {
+    return {
+      id: event.approvalId,
+      kind: event.approvalKind,
+      status: 'pending',
+      requestedAt: nowIso(),
+      agentId: event.agentId,
+      agentName: event.agentName,
+      toolName: event.toolName,
+      permissionKind: event.permissionKind,
+      title: event.title,
+      detail: event.detail,
+    };
+  }
+
+  private async awaitFinalResponseApproval(
+    workspace: WorkspaceState,
+    sessionId: string,
+    requestId: string,
+    pattern: PatternDefinition,
+    messages: ChatMessageRecord[],
+  ): Promise<void> {
+    const pendingApproval = this.buildFinalResponseApproval(pattern, messages);
+    if (!pendingApproval) {
+      return;
+    }
+
+    let resolveDecision: ((decision: ApprovalDecision) => void) | undefined;
+    const decisionPromise = new Promise<ApprovalDecision>((resolve) => {
+      resolveDecision = resolve;
+    });
+
+    await this.handleApprovalRequested(
+      workspace,
+      sessionId,
+      requestId,
+      pendingApproval,
+      (decision) => {
+        resolveDecision?.(decision);
+      },
+    );
+
+    const decision = await decisionPromise;
+    if (decision === 'rejected') {
+      throw new Error('Final response approval was rejected.');
+    }
+  }
+
+  private buildFinalResponseApproval(
+    pattern: PatternDefinition,
+    messages: ChatMessageRecord[],
+  ): PendingApprovalRecord | undefined {
+    const assistantMessages = messages.filter((message) => message.role === 'assistant');
+    if (assistantMessages.length === 0) {
+      return undefined;
+    }
+
+    const previewMessages: PendingApprovalMessageRecord[] = assistantMessages.map((message) => ({
+      id: message.id,
+      authorName: message.authorName,
+      content: message.content,
+    }));
+
+    for (let index = assistantMessages.length - 1; index >= 0; index -= 1) {
+      const message = assistantMessages[index];
+      if (!message) {
+        continue;
+      }
+
+      const agent = pattern.agents.find((candidate) =>
+        candidate.id === message.authorName || candidate.name === message.authorName);
+      if (!approvalPolicyRequiresCheckpoint(pattern.approvalPolicy, 'final-response', agent?.id)) {
+        continue;
+      }
+
+      const agentName = agent?.name ?? message.authorName;
+      return {
+        id: createId('approval'),
+        kind: 'final-response',
+        status: 'pending',
+        requestedAt: nowIso(),
+        agentId: agent?.id,
+        agentName,
+        title: agentName ? `Approve final response from ${agentName}` : 'Approve final response',
+        detail: 'Review the pending assistant response before it is added to the session transcript.',
+        messages: previewMessages,
+      };
+    }
+
+    return undefined;
+  }
+
   private async persistAndBroadcast(workspace: WorkspaceState): Promise<WorkspaceState> {
     await this.workspaceRepository.save(workspace);
     this.emit('workspace-updated', workspace);
@@ -974,6 +1188,51 @@ export class EryxAppService extends EventEmitter<AppServiceEvents> {
     this.emit('session-event', event);
   }
 
+  private failInterruptedPendingApprovals(workspace: WorkspaceState): boolean {
+    let changed = false;
+
+    for (const session of workspace.sessions) {
+      const pendingApproval = session.pendingApproval;
+      if (!pendingApproval) {
+        continue;
+      }
+
+      changed = true;
+      const failedAt = nowIso();
+      const error = 'Pending approval was interrupted because Eryx restarted before a decision was recorded.';
+      const requestId = this.findApprovalRequestId(session, pendingApproval.id);
+      const rejectedApproval = resolvePendingApproval(pendingApproval, 'rejected', failedAt, error);
+
+      session.pendingApproval = undefined;
+      session.status = 'error';
+      session.lastError = error;
+      session.updatedAt = failedAt;
+
+      if (!requestId) {
+        continue;
+      }
+
+      this.updateSessionRun(session, requestId, (run) =>
+        failSessionRunRecord(
+          upsertRunApprovalEvent(run, rejectedApproval),
+          failedAt,
+          error,
+        ));
+    }
+
+    return changed;
+  }
+
+  private findApprovalRequestId(session: SessionRecord, approvalId: string): string | undefined {
+    const matchingRun = session.runs.find((run) =>
+      run.events.some((event) => event.kind === 'approval' && event.approvalId === approvalId));
+    if (matchingRun) {
+      return matchingRun.requestId;
+    }
+
+    return session.runs.find((run) => run.status === 'running')?.requestId;
+  }
+
   private async loadSidecarCapabilities(forceRefresh = false): Promise<SidecarCapabilities> {
     if (forceRefresh || !this.sidecarCapabilities) {
       this.sidecarCapabilities = await this.sidecar.describeCapabilities();

src/main/ipc/registerIpcHandlers.ts

@@ -5,6 +5,7 @@ import type {
   CreateSessionInput,
   DuplicateSessionInput,
   RenameSessionInput,
+  ResolveSessionApprovalInput,
   SaveLspProfileInput,
   SaveMcpServerInput,
   SavePatternInput,
@@ -77,6 +78,9 @@ export function registerIpcHandlers(window: BrowserWindow, service: EryxAppServi
   ipcMain.handle(ipcChannels.sendSessionMessage, (_event, input: SendSessionMessageInput) =>
     service.sendSessionMessage(input.sessionId, input.content),
   );
+  ipcMain.handle(ipcChannels.resolveSessionApproval, (_event, input: ResolveSessionApprovalInput) =>
+    service.resolveSessionApproval(input.sessionId, input.approvalId, input.decision),
+  );
   ipcMain.handle(
     ipcChannels.updateScratchpadSessionConfig,
     (_event, input: UpdateScratchpadSessionConfigInput) =>

src/main/persistence/workspaceRepository.ts

@@ -5,6 +5,10 @@ import type { PatternDefinition } from '@shared/domain/pattern';
 import { mergeScratchpadProject } from '@shared/domain/project';
 import { normalizeSessionRunRecords } from '@shared/domain/runTimeline';
 import { normalizeSessionToolingSelection, normalizeWorkspaceSettings } from '@shared/domain/tooling';
+import {
+  normalizeApprovalPolicy,
+  normalizePendingApproval,
+} from '@shared/domain/approval';
 import { createWorkspaceSeed, type WorkspaceState } from '@shared/domain/workspace';
 import { nowIso } from '@shared/utils/ids';
 
@@ -59,12 +63,16 @@ export class WorkspaceRepository {
 
     const workspace: WorkspaceState = {
       ...stored,
-      patterns: mergePatterns(stored.patterns ?? []),
+      patterns: mergePatterns(stored.patterns ?? []).map((pattern) => ({
+        ...pattern,
+        approvalPolicy: normalizeApprovalPolicy(pattern.approvalPolicy),
+      })),
       projects,
       sessions: (stored.sessions ?? []).map((session) => ({
         ...session,
         runs: normalizeSessionRunRecords(session.runs),
         tooling: normalizeSessionToolingSelection(session.tooling),
+        pendingApproval: normalizePendingApproval(session.pendingApproval),
       })),
       settings: normalizeWorkspaceSettings(stored.settings),
       selectedProjectId: projects.some((project) => project.id === stored.selectedProjectId)

src/main/sidecar/runTurnPending.ts

@@ -1,4 +1,4 @@
-import type { AgentActivityEvent, TurnDeltaEvent } from '@shared/contracts/sidecar';
+import type { AgentActivityEvent, ApprovalRequestedEvent, TurnDeltaEvent } from '@shared/contracts/sidecar';
 import type { ChatMessageRecord } from '@shared/domain/session';
 
 export interface RunTurnPendingCommand {
@@ -7,6 +7,7 @@ export interface RunTurnPendingCommand {
   reject: (error: Error) => void;
   onDelta: (event: TurnDeltaEvent) => void | Promise<void>;
   onActivity: (event: AgentActivityEvent) => void | Promise<void>;
+  onApproval: (event: ApprovalRequestedEvent) => void | Promise<void>;
   errored: boolean;
 }
 

src/main/sidecar/sidecarProcess.ts

@@ -3,13 +3,15 @@ import { spawn, type ChildProcessWithoutNullStreams } from 'node:child_process';
 
 import type {
   AgentActivityEvent,
-  SidecarCapabilities,
+  ApprovalRequestedEvent,
   SidecarCommand,
+  SidecarCapabilities,
   SidecarEvent,
   TurnDeltaEvent,
   ValidatePatternCommand,
   RunTurnCommand,
 } from '@shared/contracts/sidecar';
+import type { ApprovalDecision } from '@shared/domain/approval';
 import type { ChatMessageRecord } from '@shared/domain/session';
 import { createSidecarEnvironment } from '@main/sidecar/sidecarEnvironment';
 import {
@@ -30,6 +32,11 @@ type PendingCommand =
       resolve: (issues: ValidatePatternCommand['pattern'] extends never ? never : unknown) => void;
       reject: (error: Error) => void;
     }
+  | {
+      kind: 'resolve-approval';
+      resolve: () => void;
+      reject: (error: Error) => void;
+    }
   | RunTurnPendingCommand;
 
 export class SidecarClient {
@@ -58,8 +65,18 @@ export class SidecarClient {
     command: RunTurnCommand,
     onDelta: (event: TurnDeltaEvent) => void | Promise<void>,
     onActivity: (event: AgentActivityEvent) => void | Promise<void>,
+    onApproval: (event: ApprovalRequestedEvent) => void | Promise<void>,
   ): Promise<ChatMessageRecord[]> {
-    return this.dispatch<ChatMessageRecord[]>(command, onDelta, onActivity);
+    return this.dispatch<ChatMessageRecord[]>(command, onDelta, onActivity, onApproval);
+  }
+
+  async resolveApproval(approvalId: string, decision: ApprovalDecision): Promise<void> {
+    return this.dispatch<void>({
+      type: 'resolve-approval',
+      requestId: `approval-${Date.now()}`,
+      approvalId,
+      decision,
+    });
   }
 
   async dispose(): Promise<void> {
@@ -118,6 +135,7 @@ export class SidecarClient {
     command: SidecarCommand,
     onDelta?: (event: TurnDeltaEvent) => void | Promise<void>,
     onActivity?: (event: AgentActivityEvent) => void | Promise<void>,
+    onApproval?: (event: ApprovalRequestedEvent) => void | Promise<void>,
   ): Promise<TResult> {
     const process = await this.ensureProcess();
 
@@ -129,6 +147,7 @@ export class SidecarClient {
           reject,
           onDelta: onDelta ?? (() => undefined),
           onActivity: onActivity ?? (() => undefined),
+          onApproval: onApproval ?? (() => undefined),
           errored: false,
         });
       } else if (command.type === 'validate-pattern') {
@@ -137,6 +156,12 @@ export class SidecarClient {
           resolve: resolve as (issues: unknown) => void,
           reject,
         });
+      } else if (command.type === 'resolve-approval') {
+        this.pending.set(command.requestId, {
+          kind: 'resolve-approval',
+          resolve: resolve as () => void,
+          reject,
+        });
       } else {
         this.pending.set(command.requestId, {
           kind: 'capabilities',
@@ -193,6 +218,11 @@ export class SidecarClient {
           this.invokeRunTurnHandler(event.requestId, pending, () => pending.onActivity(event));
         }
         return;
+      case 'approval-requested':
+        if (pending.kind === 'run-turn' && shouldHandleRunTurnEvent(pending)) {
+          this.invokeRunTurnHandler(event.requestId, pending, () => pending.onApproval(event));
+        }
+        return;
       case 'turn-complete':
         if (pending.kind === 'run-turn') {
           if (shouldHandleRunTurnEvent(pending)) {
@@ -210,7 +240,10 @@ export class SidecarClient {
         this.pending.delete(event.requestId);
         return;
       case 'command-complete':
-        if (pending.kind !== 'run-turn' || pending.errored) {
+        if (pending.kind === 'resolve-approval') {
+          pending.resolve();
+          this.pending.delete(event.requestId);
+        } else if (pending.kind !== 'run-turn' || pending.errored) {
           this.pending.delete(event.requestId);
         }
         return;

src/preload/index.ts

@@ -25,6 +25,7 @@ const api: ElectronApi = {
   setSessionPinned: (input) => ipcRenderer.invoke(ipcChannels.setSessionPinned, input),
   setSessionArchived: (input) => ipcRenderer.invoke(ipcChannels.setSessionArchived, input),
   sendSessionMessage: (input) => ipcRenderer.invoke(ipcChannels.sendSessionMessage, input),
+  resolveSessionApproval: (input) => ipcRenderer.invoke(ipcChannels.resolveSessionApproval, input),
   updateScratchpadSessionConfig: (input) =>
     ipcRenderer.invoke(ipcChannels.updateScratchpadSessionConfig, input),
   querySessions: (input) => ipcRenderer.invoke(ipcChannels.querySessions, input),

src/renderer/components/RunTimeline.tsx

@@ -59,6 +59,8 @@ function EventIcon({ kind, status }: { kind: RunTimelineEventRecord['kind']; sta
       return <ArrowRight className={`${base} text-amber-400`} />;
     case 'tool-call':
       return <Wrench className={`${base} text-violet-400`} />;
+    case 'approval':
+      return <AlertTriangle className={`${base} ${status === 'running' ? 'text-amber-400 animate-pulse' : status === 'error' ? 'text-red-400' : 'text-emerald-400'}`} />;
     case 'message':
       return <MessageSquare className={`${base} ${status === 'running' ? 'text-blue-400 animate-pulse' : status === 'error' ? 'text-red-400' : 'text-emerald-400'}`} />;
     case 'run-completed':

src/renderer/lib/runTimelineFormatting.ts

@@ -78,6 +78,14 @@ export function formatEventLabel(event: RunTimelineEventRecord): string {
       return event.toolName
         ? `${event.agentName ?? 'Agent'} used ${event.toolName}`
         : `${event.agentName ?? 'Agent'} tool call`;
+    case 'approval':
+      if (event.status === 'completed') {
+        return event.approvalTitle ? `${event.approvalTitle} approved` : 'Approval granted';
+      }
+      if (event.status === 'error') {
+        return event.approvalTitle ? `${event.approvalTitle} rejected` : 'Approval rejected';
+      }
+      return event.approvalTitle ?? 'Approval requested';
     case 'message':
       return event.agentName ?? 'Response';
     case 'run-completed':
@@ -132,9 +140,10 @@ const eventKindOrder: Record<RunTimelineEventKind, number> = {
   'thinking': 1,
   'handoff': 2,
   'tool-call': 3,
-  'message': 4,
+  'approval': 4,
-  'run-completed': 5,
+  'message': 5,
-  'run-failed': 5,
+  'run-completed': 6,
+  'run-failed': 6,
 };
 
 export function isTerminalEvent(kind: RunTimelineEventKind): boolean {

src/shared/contracts/channels.ts

@@ -20,6 +20,7 @@ export const ipcChannels = {
   setSessionPinned: 'sessions:set-pinned',
   setSessionArchived: 'sessions:set-archived',
   sendSessionMessage: 'sessions:send-message',
+  resolveSessionApproval: 'sessions:resolve-approval',
   querySessions: 'sessions:query',
   updateScratchpadSessionConfig: 'sessions:update-scratchpad-config',
   selectProject: 'selection:project',

src/shared/contracts/ipc.ts

@@ -1,3 +1,4 @@
+import type { ApprovalDecision } from '@shared/domain/approval';
 import type { SidecarCapabilities } from '@shared/contracts/sidecar';
 import type { PatternDefinition, ReasoningEffort } from '@shared/domain/pattern';
 import type { ProjectRecord } from '@shared/domain/project';
@@ -25,6 +26,12 @@ export interface SendSessionMessageInput {
   content: string;
 }
 
+export interface ResolveSessionApprovalInput {
+  sessionId: string;
+  approvalId: string;
+  decision: ApprovalDecision;
+}
+
 export interface UpdateScratchpadSessionConfigInput {
   sessionId: string;
   model: string;
@@ -87,6 +94,7 @@ export interface ElectronApi {
   setSessionPinned(input: SetSessionPinnedInput): Promise<WorkspaceState>;
   setSessionArchived(input: SetSessionArchivedInput): Promise<WorkspaceState>;
   sendSessionMessage(input: SendSessionMessageInput): Promise<void>;
+  resolveSessionApproval(input: ResolveSessionApprovalInput): Promise<WorkspaceState>;
   updateScratchpadSessionConfig(input: UpdateScratchpadSessionConfigInput): Promise<WorkspaceState>;
   querySessions(input: QuerySessionsInput): Promise<SessionQueryResult[]>;
   selectProject(projectId?: string): Promise<WorkspaceState>;

src/shared/contracts/sidecar.ts

@@ -1,4 +1,5 @@
 import type { PatternDefinition, PatternValidationIssue, ReasoningEffort } from '@shared/domain/pattern';
+import type { ApprovalCheckpointKind, ApprovalDecision } from '@shared/domain/approval';
 import type { ChatMessageRecord } from '@shared/domain/session';
 
 export interface SidecarModeCapability {
@@ -76,7 +77,18 @@ export interface RunTurnCommand {
   tooling?: RunTurnToolingConfig;
 }
 
-export type SidecarCommand = DescribeCapabilitiesCommand | ValidatePatternCommand | RunTurnCommand;
+export interface ResolveApprovalCommand {
+  type: 'resolve-approval';
+  requestId: string;
+  approvalId: string;
+  decision: ApprovalDecision;
+}
+
+export type SidecarCommand =
+  | DescribeCapabilitiesCommand
+  | ValidatePatternCommand
+  | RunTurnCommand
+  | ResolveApprovalCommand;
 
 export interface RunTurnLocalMcpServerConfig {
   id: string;
@@ -157,6 +169,20 @@ export interface AgentActivityEvent {
   toolName?: string;
 }
 
+export interface ApprovalRequestedEvent {
+  type: 'approval-requested';
+  requestId: string;
+  sessionId: string;
+  approvalId: string;
+  approvalKind: ApprovalCheckpointKind;
+  agentId?: string;
+  agentName?: string;
+  toolName?: string;
+  permissionKind?: string;
+  title: string;
+  detail?: string;
+}
+
 export interface CommandErrorEvent {
   type: 'command-error';
   requestId: string;
@@ -174,5 +200,6 @@ export type SidecarEvent =
   | TurnDeltaEvent
   | TurnCompleteEvent
   | AgentActivityEvent
+  | ApprovalRequestedEvent
   | CommandErrorEvent
   | CommandCompleteEvent;

src/shared/domain/approval.ts

@@ -0,0 +1,212 @@
+export type ApprovalCheckpointKind = 'tool-call' | 'final-response';
+export type ApprovalStatus = 'pending' | 'approved' | 'rejected';
+export type ApprovalDecision = Exclude<ApprovalStatus, 'pending'>;
+
+export interface ApprovalCheckpointRule {
+  kind: ApprovalCheckpointKind;
+  agentIds?: string[];
+}
+
+export interface ApprovalPolicy {
+  rules: ApprovalCheckpointRule[];
+}
+
+export interface PendingApprovalMessageRecord {
+  id: string;
+  authorName: string;
+  content: string;
+}
+
+export interface PendingApprovalRecord {
+  id: string;
+  kind: ApprovalCheckpointKind;
+  status: ApprovalStatus;
+  requestedAt: string;
+  resolvedAt?: string;
+  agentId?: string;
+  agentName?: string;
+  toolName?: string;
+  permissionKind?: string;
+  title: string;
+  detail?: string;
+  messages?: PendingApprovalMessageRecord[];
+}
+
+const approvalCheckpointKinds: ApprovalCheckpointKind[] = ['tool-call', 'final-response'];
+const approvalCheckpointKindSet = new Set<ApprovalCheckpointKind>(approvalCheckpointKinds);
+const approvalStatusSet = new Set<ApprovalStatus>(['pending', 'approved', 'rejected']);
+
+export function isApprovalCheckpointKind(value: string | undefined): value is ApprovalCheckpointKind {
+  return value !== undefined && approvalCheckpointKindSet.has(value as ApprovalCheckpointKind);
+}
+
+export function isApprovalStatus(value: string | undefined): value is ApprovalStatus {
+  return value !== undefined && approvalStatusSet.has(value as ApprovalStatus);
+}
+
+export function normalizeApprovalPolicy(policy?: Partial<ApprovalPolicy>): ApprovalPolicy | undefined {
+  const rules = Array.isArray(policy?.rules) ? policy.rules : [];
+  const selectedAgents = new Map<ApprovalCheckpointKind, Set<string>>();
+  const appliesToAllAgents = new Set<ApprovalCheckpointKind>();
+
+  for (const rule of rules) {
+    if (!isApprovalCheckpointKind(rule?.kind)) {
+      continue;
+    }
+
+    const normalizedAgentIds = normalizeStringArray(rule.agentIds);
+    if (normalizedAgentIds.length === 0) {
+      appliesToAllAgents.add(rule.kind);
+      selectedAgents.delete(rule.kind);
+      continue;
+    }
+
+    if (appliesToAllAgents.has(rule.kind)) {
+      continue;
+    }
+
+    const existing = selectedAgents.get(rule.kind) ?? new Set<string>();
+    for (const agentId of normalizedAgentIds) {
+      existing.add(agentId);
+    }
+    selectedAgents.set(rule.kind, existing);
+  }
+
+  const normalizedRules = approvalCheckpointKinds.flatMap((kind): ApprovalCheckpointRule[] => {
+    if (appliesToAllAgents.has(kind)) {
+      return [{ kind }];
+    }
+
+    const agentIds = [...(selectedAgents.get(kind) ?? [])];
+    if (agentIds.length === 0) {
+      return [];
+    }
+
+    return [{ kind, agentIds }];
+  });
+
+  return normalizedRules.length > 0 ? { rules: normalizedRules } : undefined;
+}
+
+export function validateApprovalPolicy(
+  policy: ApprovalPolicy | undefined,
+  knownAgentIds: readonly string[],
+): string[] {
+  if (!policy) {
+    return [];
+  }
+
+  const knownAgents = new Set(normalizeStringArray(knownAgentIds));
+  const issues: string[] = [];
+
+  for (const rule of policy.rules) {
+    for (const agentId of rule.agentIds ?? []) {
+      if (!knownAgents.has(agentId)) {
+        issues.push(`Approval checkpoint "${rule.kind}" references unknown agent "${agentId}".`);
+      }
+    }
+  }
+
+  return issues;
+}
+
+export function approvalPolicyRequiresCheckpoint(
+  policy: ApprovalPolicy | undefined,
+  kind: ApprovalCheckpointKind,
+  agentId?: string,
+): boolean {
+  const rule = policy?.rules.find((candidate) => candidate.kind === kind);
+  if (!rule) {
+    return false;
+  }
+
+  if (!rule.agentIds || rule.agentIds.length === 0) {
+    return true;
+  }
+
+  const normalizedAgentId = normalizeOptionalString(agentId);
+  if (!normalizedAgentId) {
+    return false;
+  }
+
+  return rule.agentIds.includes(normalizedAgentId);
+}
+
+export function normalizePendingApproval(
+  approval?: Partial<PendingApprovalRecord>,
+): PendingApprovalRecord | undefined {
+  const id = normalizeOptionalString(approval?.id);
+  const kind = isApprovalCheckpointKind(approval?.kind) ? approval.kind : undefined;
+  const status = isApprovalStatus(approval?.status) ? approval.status : undefined;
+  const requestedAt = normalizeOptionalString(approval?.requestedAt);
+  const title = normalizeOptionalString(approval?.title);
+  if (!id || !kind || !status || !requestedAt || !title) {
+    return undefined;
+  }
+
+  return {
+    id,
+    kind,
+    status,
+    requestedAt,
+    resolvedAt: status === 'pending' ? undefined : normalizeOptionalString(approval?.resolvedAt),
+    agentId: normalizeOptionalString(approval?.agentId),
+    agentName: normalizeOptionalString(approval?.agentName),
+    toolName: normalizeOptionalString(approval?.toolName),
+    permissionKind: normalizeOptionalString(approval?.permissionKind),
+    title,
+    detail: normalizeOptionalString(approval?.detail),
+    messages: normalizePendingApprovalMessages(approval?.messages),
+  };
+}
+
+export function resolvePendingApproval(
+  approval: PendingApprovalRecord,
+  decision: ApprovalDecision,
+  resolvedAt: string,
+  detail?: string,
+): PendingApprovalRecord {
+  return {
+    ...approval,
+    status: decision,
+    resolvedAt,
+    detail: normalizeOptionalString(detail) ?? approval.detail,
+  };
+}
+
+function normalizePendingApprovalMessages(
+  messages?: ReadonlyArray<Partial<PendingApprovalMessageRecord>>,
+): PendingApprovalMessageRecord[] | undefined {
+  if (!messages || messages.length === 0) {
+    return undefined;
+  }
+
+  const normalized = messages.flatMap((message) => {
+    const id = normalizeOptionalString(message.id);
+    const authorName = normalizeOptionalString(message.authorName);
+    if (!id || !authorName) {
+      return [];
+    }
+
+    return [{
+      id,
+      authorName,
+      content: message.content ?? '',
+    }];
+  });
+
+  return normalized.length > 0 ? normalized : undefined;
+}
+
+function normalizeOptionalString(value: string | undefined): string | undefined {
+  const trimmed = value?.trim();
+  return trimmed ? trimmed : undefined;
+}
+
+function normalizeStringArray(values?: ReadonlyArray<string>): string[] {
+  if (!values) {
+    return [];
+  }
+
+  return [...new Set(values.map((value) => value.trim()).filter((value) => value.length > 0))];
+}

src/shared/domain/pattern.ts

@@ -1,4 +1,9 @@
 import type { ChatMessageRecord } from '@shared/domain/session';
+import {
+  normalizeApprovalPolicy,
+  type ApprovalPolicy,
+  validateApprovalPolicy,
+} from '@shared/domain/approval';
 
 export type OrchestrationMode =
   | 'single'
@@ -36,6 +41,7 @@ export interface PatternDefinition {
   availability: PatternAvailability;
   unavailabilityReason?: string;
   maxIterations: number;
+  approvalPolicy?: ApprovalPolicy;
   agents: PatternAgentDefinition[];
   createdAt: string;
   updatedAt: string;
@@ -315,6 +321,17 @@ export function validatePatternDefinition(pattern: PatternDefinition): PatternVa
     }
   }
 
+  for (const message of validateApprovalPolicy(
+    normalizeApprovalPolicy(pattern.approvalPolicy),
+    pattern.agents.map((agent) => agent.id),
+  )) {
+    issues.push({
+      level: 'error',
+      field: 'approvalPolicy',
+      message,
+    });
+  }
+
   return issues;
 }
 

src/shared/domain/runTimeline.ts

@@ -1,3 +1,8 @@
+import type {
+  ApprovalCheckpointKind,
+  ApprovalDecision,
+  PendingApprovalRecord,
+} from '@shared/domain/approval';
 import type { PatternDefinition, ReasoningEffort } from '@shared/domain/pattern';
 import type { ProjectRecord } from '@shared/domain/project';
 import { createId } from '@shared/utils/ids';
@@ -9,6 +14,7 @@ export type RunTimelineEventKind =
   | 'thinking'
   | 'handoff'
   | 'tool-call'
+  | 'approval'
   | 'message'
   | 'run-completed'
   | 'run-failed';
@@ -34,6 +40,12 @@ export interface RunTimelineEventRecord {
   targetAgentId?: string;
   targetAgentName?: string;
   toolName?: string;
+  approvalId?: string;
+  approvalKind?: ApprovalCheckpointKind;
+  approvalTitle?: string;
+  approvalDetail?: string;
+  permissionKind?: string;
+  decision?: ApprovalDecision;
   messageId?: string;
   content?: string;
   error?: string;
@@ -84,6 +96,17 @@ export interface UpsertRunMessageEventInput {
   error?: string;
 }
 
+function approvalStatusToRunStatus(status: PendingApprovalRecord['status']): RunTimelineEventStatus {
+  switch (status) {
+    case 'approved':
+      return 'completed';
+    case 'rejected':
+      return 'error';
+    default:
+      return 'running';
+  }
+}
+
 function normalizeOptionalString(value: string | undefined): string | undefined {
   const trimmed = value?.trim();
   return trimmed ? trimmed : undefined;
@@ -129,6 +152,12 @@ function normalizeRunTimelineEvent(
     targetAgentId: normalizeOptionalString(event.targetAgentId),
     targetAgentName: normalizeOptionalString(event.targetAgentName),
     toolName: normalizeOptionalString(event.toolName),
+    approvalId: normalizeOptionalString(event.approvalId),
+    approvalKind: event.approvalKind,
+    approvalTitle: normalizeOptionalString(event.approvalTitle),
+    approvalDetail: normalizeOptionalString(event.approvalDetail),
+    permissionKind: normalizeOptionalString(event.permissionKind),
+    decision: event.decision,
     messageId: normalizeOptionalString(event.messageId),
     content: event.content,
     error: normalizeOptionalString(event.error),
@@ -317,6 +346,60 @@ export function upsertSessionRunRecord(
   return nextRuns;
 }
 
+export function upsertRunApprovalEvent(
+  run: SessionRunRecord,
+  approval: PendingApprovalRecord,
+): SessionRunRecord {
+  const existingIndex = run.events.findIndex(
+    (event) => event.kind === 'approval' && event.approvalId === approval.id,
+  );
+  const nextStatus = approvalStatusToRunStatus(approval.status);
+  const nextEvent: RunTimelineEventRecord = {
+    id: existingIndex >= 0 ? run.events[existingIndex].id : createId('run-event'),
+    kind: 'approval',
+    occurredAt:
+      existingIndex >= 0 ? run.events[existingIndex].occurredAt : approval.requestedAt,
+    updatedAt: approval.status === 'pending' ? undefined : approval.resolvedAt,
+    status: nextStatus,
+    agentId: normalizeOptionalString(approval.agentId),
+    agentName: normalizeOptionalString(approval.agentName),
+    toolName: normalizeOptionalString(approval.toolName),
+    approvalId: approval.id,
+    approvalKind: approval.kind,
+    approvalTitle: approval.title,
+    approvalDetail: normalizeOptionalString(approval.detail),
+    permissionKind: normalizeOptionalString(approval.permissionKind),
+    decision: approval.status === 'pending' ? undefined : approval.status,
+  };
+
+  if (existingIndex < 0) {
+    return appendRunTimelineEvent(run, nextEvent);
+  }
+
+  const existingEvent = run.events[existingIndex];
+  if (
+    existingEvent.updatedAt === nextEvent.updatedAt
+    && existingEvent.status === nextEvent.status
+    && existingEvent.agentId === nextEvent.agentId
+    && existingEvent.agentName === nextEvent.agentName
+    && existingEvent.toolName === nextEvent.toolName
+    && existingEvent.approvalKind === nextEvent.approvalKind
+    && existingEvent.approvalTitle === nextEvent.approvalTitle
+    && existingEvent.approvalDetail === nextEvent.approvalDetail
+    && existingEvent.permissionKind === nextEvent.permissionKind
+    && existingEvent.decision === nextEvent.decision
+  ) {
+    return run;
+  }
+
+  const nextEvents = run.events.slice();
+  nextEvents[existingIndex] = nextEvent;
+  return {
+    ...run,
+    events: nextEvents,
+  };
+}
+
 export function appendRunActivityEvent(
   run: SessionRunRecord,
   input: AppendRunActivityEventInput,

src/shared/domain/session.ts

@@ -4,6 +4,7 @@ import {
   normalizeSessionToolingSelection,
   type SessionToolingSelection,
 } from '@shared/domain/tooling';
+import type { PendingApprovalRecord } from '@shared/domain/approval';
 import type { SessionRunRecord } from '@shared/domain/runTimeline';
 
 export type ChatRole = 'system' | 'user' | 'assistant';
@@ -39,6 +40,7 @@ export interface SessionRecord {
   lastError?: string;
   scratchpadConfig?: ScratchpadSessionConfig;
   tooling?: SessionToolingSelection;
+  pendingApproval?: PendingApprovalRecord;
   runs: SessionRunRecord[];
 }
 

src/shared/domain/sessionLibrary.ts

@@ -181,6 +181,7 @@ export function duplicateSessionRecord(
           enabledLspProfileIds: [...session.tooling.enabledLspProfileIds],
         }
       : undefined,
+    pendingApproval: undefined,
     runs: [],
     messages: session.messages.map((message): ChatMessageRecord => ({
       ...message,

tests/main/runTurnPending.test.ts

@@ -15,6 +15,7 @@ describe('run turn pending helpers', () => {
       reject: (error) => rejected.push(error),
       onDelta: () => undefined,
       onActivity: () => undefined,
+      onApproval: () => undefined,
       errored: false,
     };
 
@@ -36,6 +37,7 @@ describe('run turn pending helpers', () => {
       reject: () => undefined,
       onDelta: () => undefined,
       onActivity: () => undefined,
+      onApproval: () => undefined,
       errored: false,
     };
 

tests/renderer/runTimelineFormatting.test.ts

@@ -66,6 +66,16 @@ describe('run timeline formatting', () => {
       agentName: 'Writer',
       toolName: 'file_search',
     }))).toBe('Writer used file_search');
+    expect(formatEventLabel(createEvent({
+      kind: 'approval',
+      status: 'running',
+      approvalTitle: 'Approve tool access',
+    }))).toBe('Approve tool access');
+    expect(formatEventLabel(createEvent({
+      kind: 'approval',
+      status: 'completed',
+      approvalTitle: 'Approve final response',
+    }))).toBe('Approve final response approved');
     expect(formatEventLabel(createEvent({ kind: 'message', agentName: 'Reviewer' }))).toBe('Reviewer');
     expect(formatEventLabel(createEvent({ kind: 'run-completed' }))).toBe('Completed');
     expect(formatEventLabel(createEvent({ kind: 'run-failed' }))).toBe('Failed');

tests/shared/approval.test.ts

@@ -0,0 +1,67 @@
+import { describe, expect, test } from 'bun:test';
+
+import {
+  approvalPolicyRequiresCheckpoint,
+  normalizeApprovalPolicy,
+  normalizePendingApproval,
+} from '@shared/domain/approval';
+
+describe('approval helpers', () => {
+  test('normalizes duplicate checkpoint rules into stable agent-scoped policy entries', () => {
+    expect(normalizeApprovalPolicy({
+      rules: [
+        { kind: 'tool-call', agentIds: ['agent-1', ' agent-1 ', 'agent-2'] },
+        { kind: 'tool-call', agentIds: ['agent-2', 'agent-3'] },
+        { kind: 'final-response', agentIds: [] },
+      ],
+    })).toEqual({
+      rules: [
+        { kind: 'tool-call', agentIds: ['agent-1', 'agent-2', 'agent-3'] },
+        { kind: 'final-response' },
+      ],
+    });
+  });
+
+  test('matches approval requirements for all-agent and agent-specific rules', () => {
+    const policy = normalizeApprovalPolicy({
+      rules: [
+        { kind: 'tool-call', agentIds: ['agent-1'] },
+        { kind: 'final-response', agentIds: [] },
+      ],
+    });
+
+    expect(approvalPolicyRequiresCheckpoint(policy, 'tool-call', 'agent-1')).toBe(true);
+    expect(approvalPolicyRequiresCheckpoint(policy, 'tool-call', 'agent-2')).toBe(false);
+    expect(approvalPolicyRequiresCheckpoint(policy, 'final-response', 'agent-2')).toBe(true);
+  });
+
+  test('normalizes pending approvals with optional message previews', () => {
+    expect(normalizePendingApproval({
+      id: 'approval-1',
+      kind: 'final-response',
+      status: 'pending',
+      requestedAt: '2026-03-24T10:00:00.000Z',
+      title: 'Approve final response',
+      messages: [
+        {
+          id: 'msg-1',
+          authorName: 'Primary Agent',
+          content: 'Draft answer',
+        },
+      ],
+    })).toEqual({
+      id: 'approval-1',
+      kind: 'final-response',
+      status: 'pending',
+      requestedAt: '2026-03-24T10:00:00.000Z',
+      title: 'Approve final response',
+      messages: [
+        {
+          id: 'msg-1',
+          authorName: 'Primary Agent',
+          content: 'Draft answer',
+        },
+      ],
+    });
+  });
+});

tests/shared/pattern.test.ts

@@ -101,4 +101,28 @@ describe('pattern validation', () => {
     expect(groupChat?.agents[1].instructions).toContain('specific improvements');
     expect(groupChat?.agents[1].instructions).toContain('instead of restarting the conversation');
   });
+
+  test('approval policy rejects unknown agent references', () => {
+    const singlePattern = createBuiltinPatterns(BUILTIN_TIMESTAMP).find(
+      (pattern) => pattern.mode === 'single',
+    );
+
+    expect(singlePattern).toBeDefined();
+
+    const issues = validatePatternDefinition({
+      ...singlePattern!,
+      approvalPolicy: {
+        rules: [
+          {
+            kind: 'tool-call',
+            agentIds: ['agent-missing'],
+          },
+        ],
+      },
+    });
+
+    expect(issues.find((issue) => issue.field === 'approvalPolicy')?.message).toBe(
+      'Approval checkpoint "tool-call" references unknown agent "agent-missing".',
+    );
+  });
 });

tests/shared/runTimeline.test.ts

@@ -6,9 +6,11 @@ import {
   completeSessionRunRecord,
   createSessionRunRecord,
   normalizeSessionRunRecords,
+  upsertRunApprovalEvent,
   upsertRunMessageEvent,
 } from '@shared/domain/runTimeline';
 import type { ProjectRecord } from '@shared/domain/project';
+import type { PendingApprovalRecord } from '@shared/domain/approval';
 
 function createPattern(): PatternDefinition {
   return {
@@ -168,4 +170,44 @@ describe('run timeline helpers', () => {
   test('normalizes missing run collections to an empty array', () => {
     expect(normalizeSessionRunRecords(undefined)).toEqual([]);
   });
+
+  test('tracks approval checkpoints as a single timeline event that can be resolved later', () => {
+    const baseRun = createSessionRunRecord({
+      requestId: 'turn-1',
+      project: createProject(),
+      workspaceKind: 'project',
+      pattern: createPattern(),
+      triggerMessageId: 'msg-user-1',
+      startedAt: '2026-03-23T00:00:01.000Z',
+    });
+
+    const pendingApproval: PendingApprovalRecord = {
+      id: 'approval-1',
+      kind: 'tool-call',
+      status: 'pending',
+      requestedAt: '2026-03-23T00:00:02.000Z',
+      agentId: 'agent-writer',
+      agentName: 'Writer',
+      title: 'Approve tool access',
+      permissionKind: 'tool access',
+    };
+
+    const pendingRun = upsertRunApprovalEvent(baseRun, pendingApproval);
+    const resolvedRun = upsertRunApprovalEvent(pendingRun, {
+      ...pendingApproval,
+      status: 'approved',
+      resolvedAt: '2026-03-23T00:00:03.000Z',
+    });
+
+    const approvalEvent = resolvedRun.events.find((event) => event.kind === 'approval');
+    expect(approvalEvent).toMatchObject({
+      approvalId: 'approval-1',
+      approvalKind: 'tool-call',
+      approvalTitle: 'Approve tool access',
+      permissionKind: 'tool access',
+      status: 'completed',
+      decision: 'approved',
+      updatedAt: '2026-03-23T00:00:03.000Z',
+    });
+  });
 });

tests/shared/sessionLibrary.test.ts

@@ -122,6 +122,13 @@ describe('session library helpers', () => {
         isPinned: true,
         isArchived: true,
         lastError: 'sidecar crashed',
+        pendingApproval: {
+          id: 'approval-1',
+          kind: 'tool-call',
+          status: 'pending',
+          requestedAt: '2026-03-23T00:01:00.000Z',
+          title: 'Approve tool access',
+        },
         messages: [
           {
             id: 'msg-1',
@@ -149,6 +156,7 @@ describe('session library helpers', () => {
       updatedAt: '2026-03-23T00:07:00.000Z',
     });
     expect(session.messages[0]?.pending).toBe(false);
+    expect(session.pendingApproval).toBeUndefined();
     expect(session.runs).toEqual([]);
   });