diff --git a/src/ClaudeDo.Worker/Planning/PlanningSessionManager.cs b/src/ClaudeDo.Worker/Planning/PlanningSessionManager.cs
index 1517bed..7f35756 100644
--- a/src/ClaudeDo.Worker/Planning/PlanningSessionManager.cs
+++ b/src/ClaudeDo.Worker/Planning/PlanningSessionManager.cs
@@ -292,8 +292,14 @@ public sealed class PlanningSessionManager
         You are a planning assistant for ClaudeDo.
         Your role is to help break down a task into smaller, actionable subtasks.
 
-        Use the available MCP tools (mcp__claudedo__*) to create child tasks.
-        When you are done planning, finalize the session.
+        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.
+
+        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.
         """;
diff --git a/src/ClaudeDo.Worker/Planning/WindowsTerminalPlanningLauncher.cs b/src/ClaudeDo.Worker/Planning/WindowsTerminalPlanningLauncher.cs
index 9cf9af7..9298f77 100644
--- a/src/ClaudeDo.Worker/Planning/WindowsTerminalPlanningLauncher.cs
+++ b/src/ClaudeDo.Worker/Planning/WindowsTerminalPlanningLauncher.cs
@@ -60,6 +60,8 @@ public sealed class WindowsTerminalPlanningLauncher : IPlanningTerminalLauncher
         psi.ArgumentList.Add(resolvedClaude);
         psi.ArgumentList.Add("--model");
         psi.ArgumentList.Add(Model);
+        psi.ArgumentList.Add("--permission-mode");
+        psi.ArgumentList.Add("plan");
         psi.ArgumentList.Add("--allowedTools");
         psi.ArgumentList.Add(AllowedTools);
         psi.ArgumentList.Add("--append-system-prompt-file");
@@ -97,6 +99,8 @@ public sealed class WindowsTerminalPlanningLauncher : IPlanningTerminalLauncher
         psi.ArgumentList.Add("-d");
         psi.ArgumentList.Add(ctx.WorkingDir);
         psi.ArgumentList.Add(resolvedClaude);
+        psi.ArgumentList.Add("--permission-mode");
+        psi.ArgumentList.Add("plan");
         psi.ArgumentList.Add("--resume");
         psi.ArgumentList.Add(ctx.ClaudeSessionId);