diff --git a/backend/danswer/chunking/models.py b/backend/danswer/chunking/models.py
index 83e7d308d..745ea2127 100644
--- a/backend/danswer/chunking/models.py
+++ b/backend/danswer/chunking/models.py
@@ -4,6 +4,8 @@ from dataclasses import dataclass
 from typing import Any
 from typing import cast
 
+from danswer.configs.constants import METADATA
+from danswer.configs.constants import SOURCE_LINKS
 from danswer.connectors.models import Document
 
 
@@ -35,20 +37,23 @@ class InferenceChunk(BaseChunk):
     document_id: str
     source_type: str
     semantic_identifier: str
+    metadata: dict[str, Any]
 
     @classmethod
     def from_dict(cls, init_dict: dict[str, Any]) -> "InferenceChunk":
         init_kwargs = {
             k: v for k, v in init_dict.items() if k in inspect.signature(cls).parameters
         }
-        if "source_links" in init_kwargs:
-            source_links = init_kwargs["source_links"]
+        if SOURCE_LINKS in init_kwargs:
+            source_links = init_kwargs[SOURCE_LINKS]
             source_links_dict = (
                 json.loads(source_links)
                 if isinstance(source_links, str)
                 else source_links
             )
-            init_kwargs["source_links"] = {
+            init_kwargs[SOURCE_LINKS] = {
                 int(k): v for k, v in cast(dict[str, str], source_links_dict).items()
             }
+        if METADATA in init_kwargs:
+            init_kwargs[METADATA] = json.loads(init_kwargs[METADATA])
         return cls(**init_kwargs)
diff --git a/backend/danswer/configs/app_configs.py b/backend/danswer/configs/app_configs.py
index 08d43d813..809b7cce4 100644
--- a/backend/danswer/configs/app_configs.py
+++ b/backend/danswer/configs/app_configs.py
@@ -96,6 +96,8 @@ NUM_GENERATIVE_AI_INPUT_DOCS = 5
 # 1 edit per 2 characters, currently unused due to fuzzy match being too slow
 QUOTE_ALLOWED_ERROR_PERCENT = 0.05
 QA_TIMEOUT = 10  # 10 seconds
+# Include additional document/chunk metadata in prompt to GenerativeAI
+INCLUDE_METADATA = False
 
 
 #####
diff --git a/backend/danswer/configs/constants.py b/backend/danswer/configs/constants.py
index 9ede56eed..219f66886 100644
--- a/backend/danswer/configs/constants.py
+++ b/backend/danswer/configs/constants.py
@@ -11,6 +11,7 @@ SEMANTIC_IDENTIFIER = "semantic_identifier"
 SECTION_CONTINUATION = "section_continuation"
 ALLOWED_USERS = "allowed_users"
 ALLOWED_GROUPS = "allowed_groups"
+METADATA = "metadata"
 OPENAI_API_KEY_STORAGE_KEY = "openai_api_key"
 HTML_SEPARATOR = "\n"
 PUBLIC_DOC_PAT = "PUBLIC"
diff --git a/backend/danswer/connectors/confluence/connector.py b/backend/danswer/connectors/confluence/connector.py
index 24ced9c18..6b2edee8c 100644
--- a/backend/danswer/connectors/confluence/connector.py
+++ b/backend/danswer/connectors/confluence/connector.py
@@ -136,7 +136,10 @@ class ConfluenceConnector(LoadConnector, PollConnector):
                         sections=[Section(link=page_url, text=page_text)],
                         source=DocumentSource.CONFLUENCE,
                         semantic_identifier=page["title"],
-                        metadata={},
+                        metadata={
+                            "Wiki Space Name": self.space,
+                            "Updated At": page["version"]["friendlyWhen"],
+                        },
                     )
                 )
         return doc_batch, len(batch)
diff --git a/backend/danswer/connectors/factory.py b/backend/danswer/connectors/factory.py
index 0cce12848..5377f6f1c 100644
--- a/backend/danswer/connectors/factory.py
+++ b/backend/danswer/connectors/factory.py
@@ -27,7 +27,7 @@ class ConnectorMissingException(Exception):
 
 def identify_connector_class(
     source: DocumentSource,
-    input_type: InputType,
+    input_type: InputType | None = None,
 ) -> Type[BaseConnector]:
     connector_map = {
         DocumentSource.WEB: WebConnector,
@@ -46,7 +46,11 @@ def identify_connector_class(
     connector_by_source = connector_map.get(source, {})
 
     if isinstance(connector_by_source, dict):
-        connector = connector_by_source.get(input_type)
+        if input_type is None:
+            # If not specified, default to most exhaustive update
+            connector = connector_by_source.get(InputType.LOAD_STATE)
+        else:
+            connector = connector_by_source.get(input_type)
     else:
         connector = connector_by_source
     if connector is None:
diff --git a/backend/danswer/connectors/interfaces.py b/backend/danswer/connectors/interfaces.py
index dd109c55e..13857c833 100644
--- a/backend/danswer/connectors/interfaces.py
+++ b/backend/danswer/connectors/interfaces.py
@@ -15,6 +15,24 @@ class BaseConnector(abc.ABC):
     def load_credentials(self, credentials: dict[str, Any]) -> dict[str, Any] | None:
         raise NotImplementedError
 
+    @staticmethod
+    def parse_metadata(metadata: dict[str, Any]) -> list[str]:
+        """Parse the metadata for a document/chunk into a string to pass to Generative AI as additional context"""
+        custom_parser_req_msg = (
+            "Specific metadata parsing required, connector has not implemented it."
+        )
+        metadata_lines = []
+        for metadata_key, metadata_value in metadata.items():
+            if isinstance(metadata_value, str):
+                metadata_lines.append(f"{metadata_key}: {metadata_value}")
+            elif isinstance(metadata_value, list):
+                if not all([isinstance(val, str) for val in metadata_value]):
+                    raise RuntimeError(custom_parser_req_msg)
+                metadata_lines.append(f'{metadata_key}: {", ".join(metadata_value)}')
+            else:
+                raise RuntimeError(custom_parser_req_msg)
+        return metadata_lines
+
 
 # Large set update or reindex, generally pulling a complete state or from a savestate file
 class LoadConnector(BaseConnector):
diff --git a/backend/danswer/connectors/web/connector.py b/backend/danswer/connectors/web/connector.py
index 73088bb66..f388ae149 100644
--- a/backend/danswer/connectors/web/connector.py
+++ b/backend/danswer/connectors/web/connector.py
@@ -1,4 +1,5 @@
 import io
+from datetime import datetime
 from typing import Any
 from typing import cast
 from urllib.parse import urljoin
@@ -82,6 +83,8 @@ class WebConnector(LoadConnector):
             logger.info(f"Indexing {current_url}")
 
             try:
+                current_visit_time = datetime.now().strftime("%B %d, %Y, %H:%M:%S")
+
                 if restart_playwright:
                     playwright = sync_playwright().start()
                     browser = playwright.chromium.launch(headless=True)
@@ -102,7 +105,7 @@ class WebConnector(LoadConnector):
                             sections=[Section(link=current_url, text=page_text)],
                             source=DocumentSource.WEB,
                             semantic_identifier=current_url.split(".")[-1],
-                            metadata={},
+                            metadata={"Time Visited": current_visit_time},
                         )
                     )
                     continue
diff --git a/backend/danswer/datastores/qdrant/indexing.py b/backend/danswer/datastores/qdrant/indexing.py
index 38fd2f61f..a72dc06dd 100644
--- a/backend/danswer/datastores/qdrant/indexing.py
+++ b/backend/danswer/datastores/qdrant/indexing.py
@@ -1,3 +1,4 @@
+import json
 from functools import partial
 from uuid import UUID
 
@@ -8,6 +9,7 @@ from danswer.configs.constants import BLURB
 from danswer.configs.constants import CHUNK_ID
 from danswer.configs.constants import CONTENT
 from danswer.configs.constants import DOCUMENT_ID
+from danswer.configs.constants import METADATA
 from danswer.configs.constants import PUBLIC_DOC_PAT
 from danswer.configs.constants import SECTION_CONTINUATION
 from danswer.configs.constants import SEMANTIC_IDENTIFIER
@@ -23,7 +25,6 @@ from qdrant_client import QdrantClient
 from qdrant_client.http import models
 from qdrant_client.http.exceptions import ResponseHandlingException
 from qdrant_client.http.models.models import UpdateResult
-from qdrant_client.http.models.models import UpdateStatus
 from qdrant_client.models import CollectionsResponse
 from qdrant_client.models import Distance
 from qdrant_client.models import PointStruct
@@ -71,7 +72,7 @@ def get_qdrant_document_whitelists(
 def delete_qdrant_doc_chunks(
     document_id: str, collection_name: str, q_client: QdrantClient
 ) -> bool:
-    res = q_client.delete(
+    q_client.delete(
         collection_name=collection_name,
         points_selector=models.FilterSelector(
             filter=models.Filter(
@@ -136,6 +137,7 @@ def index_qdrant_chunks(
                         SECTION_CONTINUATION: chunk.section_continuation,
                         ALLOWED_USERS: doc_user_map[document.id][ALLOWED_USERS],
                         ALLOWED_GROUPS: doc_user_map[document.id][ALLOWED_GROUPS],
+                        METADATA: json.dumps(document.metadata),
                     },
                     vector=embedding,
                 )
diff --git a/backend/danswer/datastores/typesense/store.py b/backend/danswer/datastores/typesense/store.py
index ee5fc81e4..0ccd9bc01 100644
--- a/backend/danswer/datastores/typesense/store.py
+++ b/backend/danswer/datastores/typesense/store.py
@@ -14,6 +14,7 @@ from danswer.configs.constants import BLURB
 from danswer.configs.constants import CHUNK_ID
 from danswer.configs.constants import CONTENT
 from danswer.configs.constants import DOCUMENT_ID
+from danswer.configs.constants import METADATA
 from danswer.configs.constants import PUBLIC_DOC_PAT
 from danswer.configs.constants import SECTION_CONTINUATION
 from danswer.configs.constants import SEMANTIC_IDENTIFIER
@@ -62,6 +63,7 @@ def create_typesense_collection(
             {"name": SECTION_CONTINUATION, "type": "bool"},
             {"name": ALLOWED_USERS, "type": "string[]"},
             {"name": ALLOWED_GROUPS, "type": "string[]"},
+            {"name": METADATA, "type": "string"},
         ],
     }
     ts_client.collections.create(collection_schema)
@@ -139,6 +141,7 @@ def index_typesense_chunks(
                 SECTION_CONTINUATION: chunk.section_continuation,
                 ALLOWED_USERS: doc_user_map[document.id][ALLOWED_USERS],
                 ALLOWED_GROUPS: doc_user_map[document.id][ALLOWED_GROUPS],
+                METADATA: json.dumps(document.metadata),
             }
         )
 
diff --git a/backend/danswer/direct_qa/llm.py b/backend/danswer/direct_qa/llm.py
index 1e7db8d3f..1bab41edb 100644
--- a/backend/danswer/direct_qa/llm.py
+++ b/backend/danswer/direct_qa/llm.py
@@ -16,6 +16,7 @@ from typing import Union
 import openai
 import regex
 from danswer.chunking.models import InferenceChunk
+from danswer.configs.app_configs import INCLUDE_METADATA
 from danswer.configs.app_configs import OPENAI_API_KEY
 from danswer.configs.app_configs import QUOTE_ALLOWED_ERROR_PERCENT
 from danswer.configs.constants import BLURB
@@ -32,7 +33,6 @@ from danswer.direct_qa.qa_prompts import get_chat_reflexion_msg
 from danswer.direct_qa.qa_prompts import json_chat_processor
 from danswer.direct_qa.qa_prompts import json_processor
 from danswer.direct_qa.qa_prompts import QUOTE_PAT
-from danswer.direct_qa.qa_prompts import UNCERTAINTY_PAT
 from danswer.dynamic_configs import get_dynamic_config_store
 from danswer.utils.logging import setup_logger
 from danswer.utils.text_processing import clean_model_quote
@@ -250,24 +250,29 @@ class OpenAIQAModel(QAModel):
 class OpenAICompletionQA(OpenAIQAModel):
     def __init__(
         self,
-        prompt_processor: Callable[[str, list[str]], str] = json_processor,
+        prompt_processor: Callable[
+            [str, list[InferenceChunk], bool], str
+        ] = json_processor,
         model_version: str = OPENAI_MODEL_VERSION,
         max_output_tokens: int = OPENAI_MAX_OUTPUT_TOKENS,
         api_key: str | None = None,
         timeout: int | None = None,
+        include_metadata: bool = INCLUDE_METADATA,
     ) -> None:
         self.prompt_processor = prompt_processor
         self.model_version = model_version
         self.max_output_tokens = max_output_tokens
         self.api_key = api_key or get_openai_api_key()
         self.timeout = timeout
+        self.include_metadata = include_metadata
 
     @log_function_time()
     def answer_question(
         self, query: str, context_docs: list[InferenceChunk]
     ) -> tuple[str | None, dict[str, dict[str, str | int | None]] | None]:
-        top_contents = [ranked_chunk.content for ranked_chunk in context_docs]
-        filled_prompt = self.prompt_processor(query, top_contents)
+        filled_prompt = self.prompt_processor(
+            query, context_docs, self.include_metadata
+        )
         logger.debug(filled_prompt)
 
         openai_call = _handle_openai_exceptions_wrapper(
@@ -293,8 +298,9 @@ class OpenAICompletionQA(OpenAIQAModel):
     def answer_question_stream(
         self, query: str, context_docs: list[InferenceChunk]
     ) -> Generator[dict[str, Any] | None, None, None]:
-        top_contents = [ranked_chunk.content for ranked_chunk in context_docs]
-        filled_prompt = self.prompt_processor(query, top_contents)
+        filled_prompt = self.prompt_processor(
+            query, context_docs, self.include_metadata
+        )
         logger.debug(filled_prompt)
 
         openai_call = _handle_openai_exceptions_wrapper(
@@ -353,13 +359,14 @@ class OpenAIChatCompletionQA(OpenAIQAModel):
     def __init__(
         self,
         prompt_processor: Callable[
-            [str, list[str]], list[dict[str, str]]
+            [str, list[InferenceChunk], bool], list[dict[str, str]]
         ] = json_chat_processor,
         model_version: str = OPENAI_MODEL_VERSION,
         max_output_tokens: int = OPENAI_MAX_OUTPUT_TOKENS,
         timeout: int | None = None,
         reflexion_try_count: int = 0,
         api_key: str | None = None,
+        include_metadata: bool = INCLUDE_METADATA,
     ) -> None:
         self.prompt_processor = prompt_processor
         self.model_version = model_version
@@ -367,13 +374,15 @@ class OpenAIChatCompletionQA(OpenAIQAModel):
         self.reflexion_try_count = reflexion_try_count
         self.api_key = api_key or get_openai_api_key()
         self.timeout = timeout
+        self.include_metadata = include_metadata
 
     @log_function_time()
     def answer_question(
-        self, query: str, context_docs: list[InferenceChunk]
+        self,
+        query: str,
+        context_docs: list[InferenceChunk],
     ) -> tuple[str | None, dict[str, dict[str, str | int | None]] | None]:
-        top_contents = [ranked_chunk.content for ranked_chunk in context_docs]
-        messages = self.prompt_processor(query, top_contents)
+        messages = self.prompt_processor(query, context_docs, self.include_metadata)
         logger.debug(messages)
         model_output = ""
         for _ in range(self.reflexion_try_count + 1):
@@ -407,8 +416,7 @@ class OpenAIChatCompletionQA(OpenAIQAModel):
     def answer_question_stream(
         self, query: str, context_docs: list[InferenceChunk]
     ) -> Generator[dict[str, Any] | None, None, None]:
-        top_contents = [ranked_chunk.content for ranked_chunk in context_docs]
-        messages = self.prompt_processor(query, top_contents)
+        messages = self.prompt_processor(query, context_docs, self.include_metadata)
         logger.debug(messages)
 
         openai_call = _handle_openai_exceptions_wrapper(
diff --git a/backend/danswer/direct_qa/qa_prompts.py b/backend/danswer/direct_qa/qa_prompts.py
index af170df10..f2a74d8cb 100644
--- a/backend/danswer/direct_qa/qa_prompts.py
+++ b/backend/danswer/direct_qa/qa_prompts.py
@@ -1,6 +1,13 @@
 import json
 
+from danswer.chunking.models import InferenceChunk
+from danswer.configs.constants import DocumentSource
+from danswer.connectors.factory import identify_connector_class
+
+
+GENERAL_SEP_PAT = "---\n"
 DOC_SEP_PAT = "---NEW DOCUMENT---"
+DOC_CONTENT_START_PAT = "DOCUMENT CONTENTS:\n"
 QUESTION_PAT = "Query:"
 ANSWER_PAT = "Answer:"
 UNCERTAINTY_PAT = "?"
@@ -9,7 +16,7 @@ QUOTE_PAT = "Quote:"
 BASE_PROMPT = (
     f"Answer the query based on provided documents and quote relevant sections. "
     f"Respond with a json containing a concise answer and up to three most relevant quotes from the documents. "
-    f"The quotes must be EXACT substrings from the documents.\n"
+    f"The quotes must be EXACT substrings from the documents."
 )
 
 
@@ -24,20 +31,122 @@ SAMPLE_JSON_RESPONSE = {
 }
 
 
-def json_processor(question: str, documents: list[str]) -> str:
+def add_metadata_section(
+    prompt_current: str,
+    chunk: InferenceChunk,
+    prepend_tab: bool = False,
+    include_sep: bool = False,
+) -> str:
+    """
+    Inserts a metadata section at the start of a document, providing additional context to the upcoming document.
+
+    Parameters:
+    prompt_current (str): The existing content of the prompt so far with.
+    chunk (InferenceChunk): An object that contains the document's source type and metadata information to be added.
+    prepend_tab (bool, optional): If set to True, a tab character is added at the start of each line in the metadata
+            section for consistent spacing for LLM.
+    include_sep (bool, optional): If set to True, includes default section separator pattern at the end of the metadata
+            section.
+
+    Returns:
+    str: The prompt with the newly added metadata section.
+    """
+
+    def _prepend(s: str, ppt: bool) -> str:
+        return "\t" + s if ppt else s
+
+    prompt_current += _prepend(f"DOCUMENT SOURCE: {chunk.source_type}\n", prepend_tab)
+    if chunk.metadata:
+        prompt_current += _prepend(f"METADATA:\n", prepend_tab)
+        connector_class = identify_connector_class(DocumentSource(chunk.source_type))
+        for metadata_line in connector_class.parse_metadata(chunk.metadata):
+            prompt_current += _prepend(f"\t{metadata_line}\n", prepend_tab)
+    prompt_current += _prepend(DOC_CONTENT_START_PAT, prepend_tab)
+    if include_sep:
+        prompt_current += GENERAL_SEP_PAT
+    return prompt_current
+
+
+def json_processor(
+    question: str,
+    chunks: list[InferenceChunk],
+    include_metadata: bool = False,
+    include_sep: bool = True,
+) -> str:
     prompt = (
         BASE_PROMPT + f"Sample response:\n{json.dumps(SAMPLE_JSON_RESPONSE)}\n\n"
         f'Each context document below is prefixed with "{DOC_SEP_PAT}".\n\n'
     )
 
-    for document in documents:
-        prompt += f"\n{DOC_SEP_PAT}\n{document}"
+    for chunk in chunks:
+        prompt += f"\n\n{DOC_SEP_PAT}\n"
+        if include_metadata:
+            prompt = add_metadata_section(
+                prompt, chunk, prepend_tab=False, include_sep=include_sep
+            )
+
+        prompt += chunk.content
 
     prompt += "\n\n---\n\n"
     prompt += f"{QUESTION_PAT}\n{question}\n"
     return prompt
 
 
+def json_chat_processor(
+    question: str,
+    chunks: list[InferenceChunk],
+    include_metadata: bool = False,
+    include_sep: bool = False,
+) -> list[dict[str, str]]:
+    metadata_prompt_section = "with metadata and contents " if include_metadata else ""
+    intro_msg = (
+        f"You are a Question Answering assistant that answers queries based on the provided most relevant documents.\n"
+        f'Start by reading the following documents {metadata_prompt_section}and responding with "Acknowledged".'
+    )
+
+    complete_answer_not_found_response = (
+        '{"answer": "' + UNCERTAINTY_PAT + '", "quotes": []}'
+    )
+    task_msg = (
+        "Now answer the next user query based on documents above and quote relevant sections.\n"
+        "Respond with a JSON containing the answer and up to three most relevant quotes from the documents.\n"
+        "All quotes MUST be EXACT substrings from provided documents.\n"
+        "Your responses should be informative and concise.\n"
+        "You MUST prioritize information from provided documents over internal knowledge.\n"
+        "If the query cannot be answered based on the documents, respond with "
+        f"{complete_answer_not_found_response}\n"
+        "If the query requires aggregating the number of documents, respond with "
+        '{"answer": "Aggregations not supported", "quotes": []}\n'
+        f"Sample response:\n{json.dumps(SAMPLE_JSON_RESPONSE)}"
+    )
+    messages = [{"role": "system", "content": intro_msg}]
+
+    for chunk in chunks:
+        full_context = ""
+        if include_metadata:
+            full_context = add_metadata_section(
+                full_context, chunk, prepend_tab=False, include_sep=include_sep
+            )
+        full_context += chunk.content
+        messages.extend(
+            [
+                {
+                    "role": "user",
+                    "content": full_context,
+                },
+                {"role": "assistant", "content": "Acknowledged"},
+            ]
+        )
+    messages.append({"role": "system", "content": task_msg})
+
+    messages.append({"role": "user", "content": f"{QUESTION_PAT}\n{question}\n"})
+
+    return messages
+
+
+# EVERYTHING BELOW IS DEPRECATED, kept around as reference, may use again in future
+
+
 # Chain of Thought approach works however has higher token cost (more expensive) and is slower.
 # Should use this one if users ask questions that require logical reasoning.
 def json_cot_variant_processor(question: str, documents: list[str]) -> str:
@@ -100,46 +209,6 @@ def freeform_processor(question: str, documents: list[str]) -> str:
     return prompt
 
 
-def json_chat_processor(question: str, documents: list[str]) -> list[dict[str, str]]:
-    intro_msg = (
-        "You are a Question Answering assistant that answers queries based on provided documents.\n"
-        'Start by reading the following documents and responding with "Acknowledged".'
-    )
-
-    complete_answer_not_found_response = (
-        '{"answer": "' + UNCERTAINTY_PAT + '", "quotes": []}'
-    )
-    task_msg = (
-        "Now answer the next user query based on documents above and quote relevant sections.\n"
-        "Respond with a JSON containing the answer and up to three most relevant quotes from the documents.\n"
-        "All quotes MUST be EXACT substrings from provided documents.\n"
-        "Your responses should be informative and concise.\n"
-        "You MUST prioritize information from provided documents over internal knowledge.\n"
-        "If the query cannot be answered based on the documents, respond with "
-        f"{complete_answer_not_found_response}\n"
-        "If the query requires aggregating whole documents, respond with "
-        '{"answer": "Aggregations not supported", "quotes": []}\n'
-        f"Sample response:\n{json.dumps(SAMPLE_JSON_RESPONSE)}"
-    )
-    messages = [{"role": "system", "content": intro_msg}]
-
-    for document in documents:
-        messages.extend(
-            [
-                {
-                    "role": "user",
-                    "content": document,
-                },
-                {"role": "assistant", "content": "Acknowledged"},
-            ]
-        )
-    messages.append({"role": "system", "content": task_msg})
-
-    messages.append({"role": "user", "content": f"{QUESTION_PAT}\n{question}\n"})
-
-    return messages
-
-
 def freeform_chat_processor(
     question: str, documents: list[str]
 ) -> list[dict[str, str]]:
diff --git a/backend/tests/unit/qa_service/direct_qa/test_question_answer.py b/backend/tests/unit/qa_service/direct_qa/test_question_answer.py
index 06ffb41eb..0249c82b4 100644
--- a/backend/tests/unit/qa_service/direct_qa/test_question_answer.py
+++ b/backend/tests/unit/qa_service/direct_qa/test_question_answer.py
@@ -112,6 +112,7 @@ class TestQAPostprocessing(unittest.TestCase):
             blurb="anything",
             semantic_identifier="anything",
             section_continuation=False,
+            metadata={},
         )
         test_chunk_1 = InferenceChunk(
             document_id="test doc 1",
@@ -122,6 +123,7 @@ class TestQAPostprocessing(unittest.TestCase):
             blurb="whatever",
             semantic_identifier="whatever",
             section_continuation=False,
+            metadata={},
         )
 
         test_quotes = [