feat(ui): add Run interactively action to task context menu

Spawns Windows Terminal in the list working directory running
`claude --permission-mode auto` with the task title and description
prefilled as the initial prompt. Reuses the planning launcher
infrastructure but skips worktree, system prompt, and MCP setup.

Co-Authored-By: Claude Opus 4.7 (1M context) <noreply@anthropic.com>

src/ClaudeDo.Ui/Services/IWorkerClient.cs

@@ -28,6 +28,7 @@ public interface IWorkerClient : INotifyPropertyChanged
     Task<ListConfigDto?> GetListConfigAsync(string listId);
     Task UpdateTaskAgentSettingsAsync(UpdateTaskAgentSettingsDto dto);
     Task StartPlanningSessionAsync(string taskId, CancellationToken ct = default);
+    Task OpenInteractiveTerminalAsync(string taskId, CancellationToken ct = default);
     Task ResumePlanningSessionAsync(string taskId, CancellationToken ct = default);
     Task DiscardPlanningSessionAsync(string taskId, CancellationToken ct = default);
     Task FinalizePlanningSessionAsync(string taskId, bool queueAgentTasks = true, CancellationToken ct = default);

src/ClaudeDo.Ui/Services/WorkerClient.cs

@@ -386,6 +386,9 @@ public partial class WorkerClient : ObservableObject, IAsyncDisposable, IWorkerC
     public async Task<PlanningSessionResumeInfo> ResumePlanningSessionAsync(string taskId, CancellationToken ct = default)
         => await _hub.InvokeAsync<PlanningSessionResumeInfo>("ResumePlanningSessionAsync", taskId, ct);
 
+    public async Task OpenInteractiveTerminalAsync(string taskId, CancellationToken ct = default)
+        => await _hub.InvokeAsync("OpenInteractiveTerminalAsync", taskId, ct);
+
     public async Task DiscardPlanningSessionAsync(string taskId, CancellationToken ct = default)
         => await _hub.InvokeAsync("DiscardPlanningSessionAsync", taskId, ct);
 

src/ClaudeDo.Ui/ViewModels/Islands/TasksIslandViewModel.cs

@@ -516,6 +516,15 @@ public sealed partial class TasksIslandViewModel : ViewModelBase
         catch { }
     }
 
+    [RelayCommand]
+    private async Task RunInteractivelyAsync(TaskRowViewModel? row)
+    {
+        if (row is null || _worker is null) return;
+        ForegroundHelper.AllowAny();
+        try { await _worker.OpenInteractiveTerminalAsync(row.Id); }
+        catch { }
+    }
+
     [RelayCommand]
     private async Task ResumePlanningSessionAsync(TaskRowViewModel? row)
     {

src/ClaudeDo.Ui/Views/Islands/TaskRowView.axaml

@@ -38,6 +38,8 @@
                       IsVisible="{Binding IsQueued}"
                       Click="OnRemoveFromQueueClick"/>
             <Separator/>
+            <MenuItem Header="Run interactively"
+                      Click="OnRunInteractivelyClick"/>
             <MenuItem Header="Open planning Session"
                       Click="OnOpenPlanningSessionClick"
                       IsVisible="{Binding CanOpenPlanningSession}"/>

src/ClaudeDo.Ui/Views/Islands/TaskRowView.axaml.cs

@@ -45,6 +45,12 @@ public partial class TaskRowView : UserControl
             await vm.OpenPlanningSessionCommand.ExecuteAsync(row);
     }
 
+    private async void OnRunInteractivelyClick(object? sender, RoutedEventArgs e)
+    {
+        if (DataContext is TaskRowViewModel row && FindTasksVm() is { } vm)
+            await vm.RunInteractivelyCommand.ExecuteAsync(row);
+    }
+
     private async void OnResumePlanningSessionClick(object? sender, RoutedEventArgs e)
     {
         if (DataContext is TaskRowViewModel row && FindTasksVm() is { } vm)

src/ClaudeDo.Worker/Hub/WorkerHub.cs

@@ -346,6 +346,12 @@ public sealed class WorkerHub : Microsoft.AspNetCore.SignalR.Hub
         return ctx;
     }
 
+    public async Task OpenInteractiveTerminalAsync(string taskId)
+    {
+        var ctx = await _planning.OpenInteractiveAsync(taskId, Context.ConnectionAborted);
+        await _launcher.LaunchInteractiveAsync(ctx, Context.ConnectionAborted);
+    }
+
     public async Task DiscardPlanningSessionAsync(string taskId)
     {
         await _planning.DiscardAsync(taskId, Context.ConnectionAborted);

src/ClaudeDo.Worker/Planning/IPlanningTerminalLauncher.cs

@@ -4,6 +4,7 @@ public interface IPlanningTerminalLauncher
 {
     Task LaunchStartAsync(PlanningSessionStartContext ctx, CancellationToken cancellationToken);
     Task LaunchResumeAsync(PlanningSessionResumeContext ctx, CancellationToken cancellationToken);
+    Task LaunchInteractiveAsync(InteractiveLaunchContext ctx, CancellationToken cancellationToken);
 }
 
 public sealed class PlanningLaunchException : Exception

src/ClaudeDo.Worker/Planning/InteractiveLaunchContext.cs

@@ -0,0 +1,6 @@
+namespace ClaudeDo.Worker.Planning;
+
+public sealed record InteractiveLaunchContext(
+    string TaskId,
+    string WorkingDir,
+    string InitialPrompt);

src/ClaudeDo.Worker/Planning/PlanningSessionManager.cs

@@ -138,6 +138,40 @@ public sealed class PlanningSessionManager
             Files: files);
     }
 
+    public async Task<InteractiveLaunchContext> OpenInteractiveAsync(string taskId, CancellationToken ct)
+    {
+        var (tasks, lists, _, ctx) = CreateRepos();
+        await using var __ = ctx;
+
+        var task = await tasks.GetByIdAsync(taskId, ct)
+            ?? throw new InvalidOperationException($"Task {taskId} not found.");
+
+        var list = await lists.GetByIdAsync(task.ListId, ct)
+            ?? throw new InvalidOperationException($"List {task.ListId} not found.");
+
+        var workingDir = list.WorkingDir;
+        if (string.IsNullOrWhiteSpace(workingDir) || !Directory.Exists(workingDir))
+            throw new InvalidOperationException(
+                $"List '{list.Name}' has no valid working directory configured.");
+
+        return new InteractiveLaunchContext(
+            TaskId: taskId,
+            WorkingDir: workingDir,
+            InitialPrompt: BuildInteractivePrompt(task));
+    }
+
+    private static string BuildInteractivePrompt(TaskEntity task)
+    {
+        var sb = new StringBuilder();
+        sb.AppendLine($"# Task: {task.Title}");
+        if (!string.IsNullOrWhiteSpace(task.Description))
+        {
+            sb.AppendLine();
+            sb.AppendLine(task.Description);
+        }
+        return sb.ToString();
+    }
+
     public async Task<int> FinalizeAsync(string taskId, bool queueAgentTasks, CancellationToken ct)
     {
         var (tasks, lists, settings, ctx) = CreateRepos();
@@ -287,25 +321,31 @@ public sealed class PlanningSessionManager
         }
         """;
 
-    private static string BuildSystemPrompt() =>
-        """
-        You are a planning assistant for ClaudeDo.
-        Your role is to help break down a task into smaller, actionable subtasks.
-        Your final goal WILL ALWAYS be the creation of Subtasks
+    private static string BuildSystemPrompt()
+    {
+        var fromFile = PromptFiles.ReadOrNull(PromptKind.Planning);
+        if (fromFile is not null) return fromFile;
 
-        ALWAYS invoke the `superpowers:brainstorming` skill via the Skill tool at the
-        start of every planning session, and follow its process end-to-end. It guides
-        you through clarifying questions, approach exploration, and design approval
-        BEFORE any subtasks are created. Do not create child tasks until the user has
-        approved a design.
+        return
+            """
+            You are a planning assistant for ClaudeDo.
+            Your role is to help break down a task into smaller, actionable subtasks.
+            Your final goal WILL ALWAYS be the creation of Subtasks
 
-        NEVER Change files yourself. 
+            ALWAYS invoke the `superpowers:brainstorming` skill via the Skill tool at the
+            start of every planning session, and follow its process end-to-end. It guides
+            you through clarifying questions, approach exploration, and design approval
+            BEFORE any subtasks are created. Do not create child tasks until the user has
+            approved a design.
 
-        ALWAYS Use the available MCP tools (mcp__claudedo__*) to create child tasks once the
-        design is approved. When you are done planning, finalize the session.
+            NEVER Change files yourself.
 
-        Be concise and focused. Each subtask should be independently executable.
-        """;
+            ALWAYS Use the available MCP tools (mcp__claudedo__*) to create child tasks once the
+            design is approved. When you are done planning, finalize the session.
+
+            Be concise and focused. Each subtask should be independently executable.
+            """;
+    }
 
     private static string BuildInitialPrompt(TaskEntity task)
     {

src/ClaudeDo.Worker/Planning/WindowsTerminalPlanningLauncher.cs

@@ -74,6 +74,40 @@ public sealed class WindowsTerminalPlanningLauncher : IPlanningTerminalLauncher
         return Task.CompletedTask;
     }
 
+    public Task LaunchInteractiveAsync(InteractiveLaunchContext ctx, CancellationToken cancellationToken)
+    {
+        if (!Directory.Exists(ctx.WorkingDir))
+            throw new PlanningLaunchException($"Working directory does not exist: {ctx.WorkingDir}");
+
+        var resolvedWt = Resolve(_wtPath)
+            ?? throw new PlanningLaunchException($"Windows Terminal not found: {_wtPath}");
+        var resolvedClaude = Resolve(_claudePath)
+            ?? throw new PlanningLaunchException($"claude executable not found: {_claudePath}");
+
+        var psi = new ProcessStartInfo
+        {
+            FileName = resolvedWt,
+            UseShellExecute = false,
+            CreateNoWindow = false,
+        };
+
+        psi.Environment["MAX_THINKING_TOKENS"] = "20000";
+
+        psi.ArgumentList.Add("-d");
+        psi.ArgumentList.Add(ctx.WorkingDir);
+        psi.ArgumentList.Add(resolvedClaude);
+        psi.ArgumentList.Add("--model");
+        psi.ArgumentList.Add(Model);
+        psi.ArgumentList.Add("--permission-mode");
+        psi.ArgumentList.Add("auto");
+        psi.ArgumentList.Add(ctx.InitialPrompt);
+
+        var proc = Process.Start(psi)
+            ?? throw new PlanningLaunchException("Failed to start Windows Terminal process.");
+
+        return Task.CompletedTask;
+    }
+
     public Task LaunchResumeAsync(PlanningSessionResumeContext ctx, CancellationToken cancellationToken)
     {
         if (!Directory.Exists(ctx.WorkingDir))

tests/ClaudeDo.Worker.Tests/Hub/PlanningHubTests.cs

@@ -169,6 +169,7 @@ internal sealed class FakePlanningLauncher : IPlanningTerminalLauncher
     public bool ShouldThrow { get; set; }
     public int LaunchStartCalls { get; private set; }
     public int LaunchResumeCalls { get; private set; }
+    public int LaunchInteractiveCalls { get; private set; }
 
     public Task LaunchStartAsync(PlanningSessionStartContext ctx, CancellationToken cancellationToken)
     {
@@ -182,6 +183,13 @@ internal sealed class FakePlanningLauncher : IPlanningTerminalLauncher
         LaunchResumeCalls++;
         return Task.CompletedTask;
     }
+
+    public Task LaunchInteractiveAsync(InteractiveLaunchContext ctx, CancellationToken cancellationToken)
+    {
+        if (ShouldThrow) throw new PlanningLaunchException("fake launch failure");
+        LaunchInteractiveCalls++;
+        return Task.CompletedTask;
+    }
 }
 
 internal sealed class RecordingClientProxy : IClientProxy

tests/ClaudeDo.Worker.Tests/UiVm/TasksIslandViewModelPlanningTests.cs

@@ -39,6 +39,8 @@ sealed class FakeWorkerClient : IWorkerClient
     public Task UpdateTaskAgentSettingsAsync(UpdateTaskAgentSettingsDto dto) => Task.CompletedTask;
     public Task WakeQueueAsync() { WakeQueueCalls++; return Task.CompletedTask; }
     public Task StartPlanningSessionAsync(string taskId, CancellationToken ct = default) { StartPlanningCalls++; return Task.CompletedTask; }
+    public Task OpenInteractiveTerminalAsync(string taskId, CancellationToken ct = default) => Task.CompletedTask;
+    public Task QueuePlanningSubtasksAsync(string parentTaskId, CancellationToken ct = default) => Task.CompletedTask;
     public Task ResumePlanningSessionAsync(string taskId, CancellationToken ct = default) { ResumePlanningCalls++; return Task.CompletedTask; }
     public Task DiscardPlanningSessionAsync(string taskId, CancellationToken ct = default) { DiscardPlanningCalls++; return Task.CompletedTask; }
     public Task FinalizePlanningSessionAsync(string taskId, bool queueAgentTasks = true, CancellationToken ct = default) { FinalizePlanningCalls++; return Task.CompletedTask; }