diff --git a/src/khoj/processor/conversation/gpt.py b/src/khoj/processor/conversation/gpt.py
index 423a2124..ed8ea455 100644
--- a/src/khoj/processor/conversation/gpt.py
+++ b/src/khoj/processor/conversation/gpt.py
@@ -110,14 +110,16 @@ def extract_questions(
 
     # Extract, Clean Message from GPT's Response
     try:
-        questions = json.loads(
-            # Clean response to increase likelihood of valid JSON. E.g replace ' with " to enclose strings
+        questions = (
             response.strip(empty_escape_sequences)
             .replace("['", '["')
             .replace("']", '"]')
             .replace("', '", '", "')
+            .replace('["', "")
+            .replace('"]', "")
+            .split('", "')
         )
-    except json.decoder.JSONDecodeError:
+    except:
         logger.warning(f"GPT returned invalid JSON. Falling back to using user message as search query.\n{response}")
         questions = [text]
     logger.debug(f"Extracted Questions by GPT: {questions}")
diff --git a/src/khoj/processor/conversation/prompts.py b/src/khoj/processor/conversation/prompts.py
index 2cbc9f40..04b5d108 100644
--- a/src/khoj/processor/conversation/prompts.py
+++ b/src/khoj/processor/conversation/prompts.py
@@ -102,7 +102,7 @@ A: You visited the Angkor Wat Temple in Cambodia with Pablo, Namita and Xi.
 
 Q: What national parks did I go to last year?
 
-["National park I visited in {last_new_year} dt>=\\"{last_new_year_date}\\" dt<\\"{current_new_year_date}\\""]
+["National park I visited in {last_new_year} dt>="{last_new_year_date}" dt<"{current_new_year_date}""]
 
 A: You visited the Grand Canyon and Yellowstone National Park in {last_new_year}.
 
diff --git a/tests/test_chat_actors.py b/tests/test_chat_actors.py
index df710ed3..524f0813 100644
--- a/tests/test_chat_actors.py
+++ b/tests/test_chat_actors.py
@@ -4,6 +4,7 @@ from datetime import datetime
 
 # External Packages
 import pytest
+import freezegun
 from freezegun import freeze_time
 
 # Internal Packages
@@ -19,6 +20,8 @@ if api_key is None:
         allow_module_level=True,
     )
 
+freezegun.configure(extend_ignore_list=["transformers"])
+
 
 # Test
 # ----------------------------------------------------------------------------------------------------