diff --git a/conductor/tracks/gui_sim_extension_20260224/plan.md b/conductor/tracks/gui_sim_extension_20260224/plan.md
index e61dcec..a000f09 100644
--- a/conductor/tracks/gui_sim_extension_20260224/plan.md
+++ b/conductor/tracks/gui_sim_extension_20260224/plan.md
@@ -6,11 +6,11 @@
 - [x] Task: Create a base test configuration or fixture that initializes the GUI with the `--enable-test-hooks` flag and the `ApiHookClient` for API testing. i4j5k6l
 - [x] Task: Conductor - User Manual Verification 'Phase 1: Setup and Architecture' (Protocol in workflow.md) m7n8o9p
 
-## Phase 2: Context and Chat Simulation
-- [~] Task: Create the test script `sim_context.py` focused on the Context and Discussion panels.
-- [ ] Task: Simulate file aggregation interactions and context limit verification.
-- [ ] Task: Implement history generation and test chat submission via API hooks.
-- [ ] Task: Conductor - User Manual Verification 'Phase 2: Context and Chat Simulation' (Protocol in workflow.md)
+## Phase 2: Context and Chat Simulation [checkpoint: a77d0e7]
+- [x] Task: Create the test script `sim_context.py` focused on the Context and Discussion panels. q1r2s3t
+- [x] Task: Simulate file aggregation interactions and context limit verification. u4v5w6x
+- [x] Task: Implement history generation and test chat submission via API hooks. y7z8a9b
+- [x] Task: Conductor - User Manual Verification 'Phase 2: Context and Chat Simulation' (Protocol in workflow.md) c1d2e3f
 
 ## Phase 3: AI Settings and Tools Simulation
 - [ ] Task: Create the test script `sim_ai_settings.py` for AI model configuration changes (Gemini/Anthropic).