src/ClaudeDo.Worker/Planning/PlanningSessionManager.cs

@@ -72,7 +72,7 @@ public sealed class PlanningSessionManager
 
         var list = await lists.GetByIdAsync(task.ListId, ct)
             ?? throw new InvalidOperationException($"List {task.ListId} not found.");
-        return new PlanningSessionStartContext(taskId, list.WorkingDir, files);
+        return new PlanningSessionStartContext(taskId, list.WorkingDir ?? throw new InvalidOperationException($"List {task.ListId} has no working directory configured."), files);
     }
 
     public async Task<int> FinalizeAsync(string taskId, bool queueAgentTasks, CancellationToken ct)
@@ -125,7 +125,7 @@ public sealed class PlanningSessionManager
 
         var list = await lists.GetByIdAsync(task.ListId, ct)
             ?? throw new InvalidOperationException($"List {task.ListId} not found.");
-        return new PlanningSessionResumeContext(taskId, list.WorkingDir, task.PlanningSessionId, mcpConfigPath);
+        return new PlanningSessionResumeContext(taskId, list.WorkingDir ?? throw new InvalidOperationException($"List {task.ListId} has no working directory configured."), task.PlanningSessionId, mcpConfigPath);
     }
 
     private static string GenerateToken()

src/ClaudeDo.Worker/Program.cs

@@ -63,6 +63,9 @@ builder.Services.AddSingleton(sp =>
 builder.Services.AddSingleton<IPlanningTerminalLauncher, WindowsTerminalPlanningLauncher>();
 builder.Services.AddHttpContextAccessor();
 builder.Services.AddScoped<PlanningMcpContextAccessor>();
+builder.Services.AddScoped<ClaudeDoDbContext>(sp =>
+    sp.GetRequiredService<IDbContextFactory<ClaudeDoDbContext>>().CreateDbContext());
+builder.Services.AddScoped<TaskRepository>();
 builder.Services.AddScoped<PlanningMcpService>();
 builder.Services.AddMcpServer()
     .WithHttpTransport()