diff --git a/src/khoj/processor/conversation/gpt.py b/src/khoj/processor/conversation/gpt.py
index 986ffc17..df6d851a 100644
--- a/src/khoj/processor/conversation/gpt.py
+++ b/src/khoj/processor/conversation/gpt.py
@@ -78,6 +78,50 @@ Summarize the notes in second person perspective:"""
     return str(story).replace("\n\n", "")
 
 
+def extract_questions(text, model="text-davinci-003", api_key=None, temperature=0, max_tokens=100):
+    """
+    Infer search queries to retrieve relevant notes to answer user query
+    """
+    # Initialize Variables
+    openai.api_key = api_key or os.getenv("OPENAI_API_KEY")
+
+    # Get dates relative to today for prompt creation
+    today = datetime.today()
+    current_new_year = today.replace(month=1, day=1)
+    last_new_year = current_new_year.replace(year=today.year - 1)
+
+    prompt = f"""
+You are Khoj, a chat assistant with the ability to search the users notes
+What searches, if any, will you need to perform to answer the users question below? Provide search queries as a JSON list of  strings
+Current Date: {today.strftime("%HH:%MM %A, %Y-%m-%d")}
+
+Q: How was my trip to Cambodia?
+
+["My Cambodia trip experience"]
+
+Q: How are you feeling?
+
+[]
+
+Q: What national parks did I go to last year?
+
+["National park I visited in {last_new_year.strftime("%Y")} dt>=\\"{last_new_year.strftime("%Y-%m-%d")}\\" dt<\\"{current_new_year.strftime("%Y-%m-%d")}\\""]
+
+Q: Is Bob older than Tom?
+
+["When was Bob born?", "What is Tom's age?"]
+
+Q: {text}"""
+
+    # Get Response from GPT
+    response = openai.Completion.create(prompt=prompt, model=model, temperature=temperature, max_tokens=max_tokens)
+
+    # Extract, Clean Message from GPT's Response
+    questions = json.loads(response["choices"][0]["text"].strip(empty_escape_sequences))
+    logger.debug(f"Extracted Questions by GPT: {questions}")
+    return questions
+
+
 def extract_search_type(text, model, api_key=None, temperature=0.5, max_tokens=100, verbose=0):
     """
     Extract search type from user query using OpenAI's GPT
diff --git a/src/khoj/routers/api.py b/src/khoj/routers/api.py
index 4839df48..2bbb0edf 100644
--- a/src/khoj/routers/api.py
+++ b/src/khoj/routers/api.py
@@ -10,7 +10,7 @@ from fastapi import HTTPException
 
 # Internal Packages
 from khoj.configure import configure_processor, configure_search
-from khoj.processor.conversation.gpt import converse
+from khoj.processor.conversation.gpt import converse, extract_questions
 from khoj.processor.conversation.utils import message_to_log, message_to_prompt
 from khoj.search_type import image_search, text_search
 from khoj.utils.helpers import timer
@@ -191,6 +191,7 @@ def update(t: Optional[SearchType] = None, force: Optional[bool] = False):
 def chat(q: Optional[str] = None):
     # Initialize Variables
     api_key = state.processor_config.conversation.openai_api_key
+    model = state.processor_config.conversation.model
 
     # Load Conversation History
     chat_session = state.processor_config.conversation.chat_session
@@ -203,9 +204,14 @@ def chat(q: Optional[str] = None):
         else:
             return {"status": "ok", "response": []}
 
-    # Collate context for GPT
-    result_list = search(q, n=2, r=True, score_threshold=0, dedupe=False)
-    collated_result = "\n\n".join([f"# {item.additional['compiled']}" for item in result_list])
+    # Extract search queries from user message
+    queries = extract_questions(q, model=model, api_key=api_key)
+
+    # Collate search results as context for GPT
+    result_list = []
+    for query in queries:
+        result_list.extend(search(query, n=2, r=True, score_threshold=0, dedupe=False))
+    collated_result = "\n\n".join({f"# {item.additional['compiled']}" for item in result_list})
     logger.debug(f"Reference Context:\n{collated_result}")
 
     try: