diff --git a/.github/workflows/dockerize_telemetry_server.yml b/.github/workflows/dockerize_telemetry_server.yml
new file mode 100644
index 00000000..ae50db4b
--- /dev/null
+++ b/.github/workflows/dockerize_telemetry_server.yml
@@ -0,0 +1,45 @@
+name: dockerize telemetry server
+
+on:
+  push:
+    branches:
+      - master
+    paths:
+      - src/telemetry/**
+      - .github/workflows/dockerize_telemetry_server.yml
+  pull_request:
+    branches:
+      - master
+    paths:
+      - src/telemetry/**
+      - .github/workflows/dockerize_telemetry_server.yml
+  workflow_dispatch:
+
+env:
+  DOCKER_IMAGE_TAG: ${{ github.ref == 'refs/heads/master' && 'latest' || github.event.pull_request.number }}
+
+jobs:
+  build:
+    name: Build Docker Image, Push to Container Registry
+    runs-on: ubuntu-latest
+    steps:
+      - name: Checkout Code
+        uses: actions/checkout@v3
+
+      - name: Set up Docker Buildx
+        uses: docker/setup-buildx-action@v2
+
+      - name: Login to GitHub Container Registry
+        uses: docker/login-action@v2
+        with:
+          registry: ghcr.io
+          username: ${{ github.repository_owner }}
+          password: ${{ secrets.PAT }}
+
+      - name: 📦 Build and Push Docker Image
+        uses: docker/build-push-action@v2
+        with:
+          context: src/telemetry
+          file: src/telemetry/Dockerfile
+          push: true
+          tags: ghcr.io/${{ github.repository }}-telemetry:${{ env.DOCKER_IMAGE_TAG }}
diff --git a/src/khoj/configure.py b/src/khoj/configure.py
index c6c9e308..448c8bde 100644
--- a/src/khoj/configure.py
+++ b/src/khoj/configure.py
@@ -3,6 +3,7 @@ import sys
 import logging
 import json
 from enum import Enum
+import requests
 
 # External Packages
 import schedule
@@ -62,7 +63,7 @@ def configure_routes(app):
     app.include_router(web_client)
 
 
-@schedule.repeat(schedule.every(1).hour)
+@schedule.repeat(schedule.every(61).minutes)
 def update_search_index():
     state.search_index_lock.acquire()
     state.model = configure_search(state.model, state.config, regenerate=False)
@@ -189,7 +190,7 @@ def configure_conversation_processor(conversation_processor_config):
     return conversation_processor
 
 
-@schedule.repeat(schedule.every(15).minutes)
+@schedule.repeat(schedule.every(17).minutes)
 def save_chat_session():
     # No need to create empty log file
     if not (
@@ -223,3 +224,19 @@ def save_chat_session():
 
     state.processor_config.conversation.chat_session = None
     logger.info("📩 Saved current chat session to conversation logs")
+
+
+@schedule.repeat(schedule.every(59).minutes)
+def upload_telemetry():
+    if not state.config.app.should_log_telemetry or not state.telemetry:
+        message = "📡 No telemetry to upload" if not state.telemetry else "📡 Telemetry logging disabled"
+        logger.debug(message)
+        return
+
+    try:
+        logger.debug(f"📡 Upload usage telemetry to {constants.telemetry_server}:\n{state.telemetry}")
+        requests.post(constants.telemetry_server, json=state.telemetry)
+    except Exception as e:
+        logger.error(f"📡 Error uploading telemetry: {e}")
+    else:
+        state.telemetry = []
diff --git a/src/khoj/routers/api.py b/src/khoj/routers/api.py
index 6aa72b38..0c7f278f 100644
--- a/src/khoj/routers/api.py
+++ b/src/khoj/routers/api.py
@@ -14,7 +14,7 @@ from khoj.configure import configure_processor, configure_search
 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
+from khoj.utils.helpers import log_telemetry, timer
 from khoj.utils.rawconfig import FullConfig, SearchResponse
 from khoj.utils.state import SearchType
 from khoj.utils import state, constants
@@ -168,6 +168,11 @@ def search(
     # Cache results
     state.query_cache[query_cache_key] = results
 
+    # Only log telemetry if query is new and not a continuation of previous query
+    if state.previous_query is None or state.previous_query not in user_query:
+        state.telemetry += [log_telemetry(telemetry_type="api", api="search", app_config=state.config.app)]
+    state.previous_query = user_query
+
     return results
 
 
@@ -191,6 +196,8 @@ def update(t: Optional[SearchType] = None, force: Optional[bool] = False):
     else:
         logger.info("📬 Processor reconfigured via API")
 
+    state.telemetry += [log_telemetry(telemetry_type="api", api="update", app_config=state.config.app)]
+
     return {"status": "ok", "message": "khoj reloaded"}
 
 
@@ -251,4 +258,6 @@ def chat(q: Optional[str] = None):
         conversation_log=meta_log.get("chat", []),
     )
 
+    state.telemetry += [log_telemetry(telemetry_type="api", api="chat", app_config=state.config.app)]
+
     return {"status": status, "response": gpt_response, "context": compiled_references}
diff --git a/src/khoj/utils/constants.py b/src/khoj/utils/constants.py
index 71722c1a..aa10a4d3 100644
--- a/src/khoj/utils/constants.py
+++ b/src/khoj/utils/constants.py
@@ -3,6 +3,8 @@ from pathlib import Path
 app_root_directory = Path(__file__).parent.parent.parent
 web_directory = app_root_directory / "khoj/interface/web/"
 empty_escape_sequences = "\n|\r|\t| "
+app_env_filepath = "~/.khoj/env"
+telemetry_server = "https://khoj.beta.haletic.com/v1/telemetry"
 
 # default app config to use
 default_config = {
diff --git a/src/khoj/utils/helpers.py b/src/khoj/utils/helpers.py
index 521b7b65..e9581769 100644
--- a/src/khoj/utils/helpers.py
+++ b/src/khoj/utils/helpers.py
@@ -1,14 +1,22 @@
 # Standard Packages
 from __future__ import annotations  # to avoid quoting type hints
-import logging
-import sys
-import torch
 from collections import OrderedDict
+import datetime
 from importlib import import_module
-from os.path import join
+import logging
+from os import path
 from pathlib import Path
+import platform
+import requests
+import sys
 from time import perf_counter
+import torch
 from typing import Optional, Union, TYPE_CHECKING
+import uuid
+
+# Internal Packages
+from khoj.utils import constants
+
 
 if TYPE_CHECKING:
     # External Packages
@@ -16,6 +24,7 @@ if TYPE_CHECKING:
 
     # Internal Packages
     from khoj.utils.models import BaseEncoder
+    from khoj.utils.rawconfig import AppConfig
 
 
 def is_none_or_empty(item):
@@ -59,7 +68,7 @@ def load_model(model_name: str, model_type, model_dir=None, device: str = None)
     "Load model from disk or huggingface"
     # Construct model path
     logger = logging.getLogger(__name__)
-    model_path = join(model_dir, model_name.replace("/", "_")) if model_dir is not None else None
+    model_path = path.join(model_dir, model_name.replace("/", "_")) if model_dir is not None else None
 
     # Load model from model_path if it exists there
     model_type_class = get_class_by_name(model_type) if isinstance(model_type, str) else model_type
@@ -123,3 +132,61 @@ class LRU(OrderedDict):
         if len(self) > self.capacity:
             oldest = next(iter(self))
             del self[oldest]
+
+
+def get_server_id():
+    """Get, Generate Persistent, Random ID per server install.
+    Helps count distinct khoj servers deployed.
+    Maintains anonymity by using non-PII random id."""
+    # Expand path to the khoj env file. It contains persistent internal app data
+    app_env_filename = path.expanduser(constants.app_env_filepath)
+
+    # Check if the file exists
+    if path.exists(app_env_filename):
+        # Read the contents of the file
+        with open(app_env_filename, "r") as f:
+            contents = f.readlines()
+
+        # Extract the server_id from the contents
+        for line in contents:
+            key, value = line.strip().split("=")
+            if key.strip() == "server_id":
+                server_id = value.strip()
+                break
+        else:
+            # If server_id is not found, generate a new one
+            server_id = str(uuid.uuid4())
+
+    else:
+        # Generate a new server id
+        server_id = str(uuid.uuid4())
+
+        # Write the server_id to the file
+        with open(app_env_filename, "w") as f:
+            f.write("server_id=" + server_id + "\n")
+
+    return server_id
+
+
+def log_telemetry(telemetry_type: str, api: str = None, client: str = None, app_config: AppConfig = None):
+    """Log basic app usage telemetry like client, os, api called"""
+    # Do not log usage telemetry, if telemetry is disabled via app config
+    if not app_config or not app_config.should_log_telemetry:
+        return []
+
+    # Populate telemetry data to log
+    request_body = {
+        "telemetry_type": telemetry_type,
+        "server_id": get_server_id(),
+        "os": platform.system(),
+        "timestamp": datetime.datetime.now().strftime("%Y-%m-%d %H:%M:%S"),
+    }
+    if api:
+        # API endpoint on server called by client
+        request_body["api"] = api
+    if client:
+        # Client from which the API was called. E.g Emacs, Obsidian
+        request_body["client"] = client
+
+    # Log telemetry data to telemetry endpoint
+    return request_body
diff --git a/src/khoj/utils/rawconfig.py b/src/khoj/utils/rawconfig.py
index 51d64381..bc8ef78a 100644
--- a/src/khoj/utils/rawconfig.py
+++ b/src/khoj/utils/rawconfig.py
@@ -89,10 +89,15 @@ class ProcessorConfig(ConfigBase):
     conversation: Optional[ConversationProcessorConfig]
 
 
+class AppConfig(ConfigBase):
+    should_log_telemetry: bool
+
+
 class FullConfig(ConfigBase):
     content_type: Optional[ContentConfig]
     search_type: Optional[SearchConfig]
     processor: Optional[ProcessorConfig]
+    app: Optional[AppConfig] = AppConfig(should_log_telemetry=True)
 
 
 class SearchResponse(ConfigBase):
diff --git a/src/khoj/utils/state.py b/src/khoj/utils/state.py
index 7a38bfdf..a3368084 100644
--- a/src/khoj/utils/state.py
+++ b/src/khoj/utils/state.py
@@ -1,6 +1,6 @@
 # Standard Packages
 import threading
-from typing import List
+from typing import List, Dict
 from packaging import version
 
 # External Packages
@@ -25,6 +25,8 @@ cli_args: List[str] = None
 query_cache = LRU()
 search_index_lock = threading.Lock()
 SearchType = utils_config.SearchType
+telemetry: List[Dict[str, str]] = []
+previous_query: str = None
 
 if torch.cuda.is_available():
     # Use CUDA GPU
diff --git a/src/telemetry/Dockerfile b/src/telemetry/Dockerfile
new file mode 100644
index 00000000..049bd8e5
--- /dev/null
+++ b/src/telemetry/Dockerfile
@@ -0,0 +1,10 @@
+# Get Base Image
+FROM tiangolo/uvicorn-gunicorn:python3.11-slim
+LABEL org.opencontainers.image.source https://github.com/debanjum/khoj
+
+# Install Telemetry Server Dependencies
+COPY requirements.txt /tmp/requirements.txt
+RUN pip install --no-cache-dir -r /tmp/requirements.txt
+
+# Copy Application
+COPY telemetry.py /app/main.py
diff --git a/src/telemetry/requirements.txt b/src/telemetry/requirements.txt
new file mode 100644
index 00000000..405599c4
--- /dev/null
+++ b/src/telemetry/requirements.txt
@@ -0,0 +1,2 @@
+uvicorn
+fastapi
diff --git a/src/telemetry/telemetry.py b/src/telemetry/telemetry.py
new file mode 100644
index 00000000..2a96b237
--- /dev/null
+++ b/src/telemetry/telemetry.py
@@ -0,0 +1,65 @@
+# Standard Packages
+import argparse
+import logging
+from typing import Dict, List
+
+# External Packages
+from fastapi import FastAPI
+from fastapi import HTTPException
+import sqlite3
+import uvicorn
+
+
+# Initialize Global App Variables
+app = FastAPI()
+sqlfile = "khoj.sqlite"
+logger = logging.getLogger()
+logger.setLevel(logging.DEBUG)
+
+
+@app.post("/v1/telemetry")
+def v1_telemetry(telemetry_data: List[Dict[str, str]]):
+    # Throw exception if no telemetry data received in POST request body
+    if len(telemetry_data) == 0:
+        error_message = "Post body is empty. It should contain some telemetry data"
+        logger.error(error_message)
+        raise HTTPException(status_code=500, detail=error_message)
+
+    # Insert recieved telemetry data into SQLite db
+    logger.info(f"Insert row into telemetry table: {telemetry_data}")
+    with sqlite3.connect(sqlfile) as conn:
+        cur = conn.cursor()
+
+        # Create a table if it doesn't exist
+        cur.execute(
+            """CREATE TABLE IF NOT EXISTS usage (id INTEGER PRIMARY KEY, time TIMESTAMP, type TEXT, server_id TEXT, os TEXT, api TEXT, client TEXT)"""
+        )
+
+        # Log telemetry data
+        for item in telemetry_data:
+            cur.execute(
+                "INSERT INTO usage (time, type, server_id, os, api, client) VALUES (?, ?, ?, ?, ?, ?)",
+                (
+                    item["timestamp"],
+                    item["telemetry_type"],
+                    item["server_id"],
+                    item["os"],
+                    item.get("api"),
+                    item.get("client"),
+                ),
+            )
+        # Commit the changes
+        conn.commit()
+
+    return {"status": "ok", "message": "Logged usage telemetry"}
+
+
+if __name__ == "__main__":
+    # Setup Argument Parser
+    parser = argparse.ArgumentParser(description="Start Khoj Telemetry Server")
+    parser.add_argument("--host", default="127.0.0.1", type=str, help="I.P of telemetry server")
+    parser.add_argument("--port", "-p", default=80, type=int, help="Port of telemetry server")
+    args = parser.parse_args()
+
+    # Start Application Server
+    uvicorn.run(app, host=args.host, port=args.port, log_level="debug")