diff --git a/pyproject.toml b/pyproject.toml
index 2665ed1e..bd1f9fd2 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -45,6 +45,7 @@ structlog = "^23.2.0"
 plotly = "^5.18.0"
 clipboard = "^0.0.4"
 curlify = "^2.2.1"
+typer = "^0.9.0"
 
 
 [tool.poetry.group.dev.dependencies]
diff --git a/run_skyvern.sh b/run_skyvern.sh
index 2f1a0cdc..6c88ea37 100755
--- a/run_skyvern.sh
+++ b/run_skyvern.sh
@@ -7,4 +7,5 @@ if [ ! -f .env ]; then
   echo "Please add your api keys to the .env file."
 fi
 source "$(poetry env info --path)/bin/activate"
+python scripts/tracking.py skyvern-oss-run-server
 poetry run python -m skyvern.forge
diff --git a/run_ui.sh b/run_ui.sh
index 8d83413a..7205296d 100755
--- a/run_ui.sh
+++ b/run_ui.sh
@@ -1,2 +1,3 @@
 source "$(poetry env info --path)/bin/activate"
+python scripts/tracking.py skyvern-oss-run-ui
 streamlit run streamlit_app/visualizer/streamlit.py
\ No newline at end of file
diff --git a/scripts/tracking.py b/scripts/tracking.py
new file mode 100644
index 00000000..3d900019
--- /dev/null
+++ b/scripts/tracking.py
@@ -0,0 +1,69 @@
+# -*- coding: utf-8 -*-
+import importlib.metadata
+import platform
+from typing import Any, Dict
+
+import typer
+from posthog import Posthog
+
+from skyvern.forge.sdk.settings_manager import SettingsManager
+
+posthog = Posthog(
+    "phc_bVT2ugnZhMHRWqMvSRHPdeTjaPxQqT3QSsI3r5FlQR5",
+    host="https://app.posthog.com",
+    disable_geoip=False,
+)
+
+DISTINCT_ID = "oss"
+
+
+def get_oss_version() -> str:
+    try:
+        return importlib.metadata.version("skyvern")
+    except Exception:
+        return "unknown"
+
+
+def analytics_metadata() -> Dict[str, Any]:
+    return {
+        "os": platform.system().lower(),
+        "oss_version": get_oss_version(),
+        "machine": platform.machine(),
+        "platform": platform.platform(),
+        "python_version": platform.python_version(),
+        "environment": SettingsManager.get_settings().ENV,
+    }
+
+
+def capture(
+    event: str,
+    data: dict[str, Any] | None = None,
+) -> None:
+    # If telemetry is disabled, don't send any data
+    if not SettingsManager.get_settings().SKYVERN_TELEMETRY:
+        return
+
+    payload: dict[str, Any] = data or {}
+    try:
+        posthog.capture(distinct_id=DISTINCT_ID, event=event, properties=payload)
+    except Exception as e:
+        payload.update(
+            {
+                "capture_error": str(e),
+            }
+        )
+        posthog.capture(
+            distinct_id=DISTINCT_ID,
+            event="failure",
+            properties=payload,
+        )
+
+
+# This is the main function that will be called by the typer CLI. This is separate from capture because typer
+# doesn't support dict type input arguments.
+def capture_simple(event: str) -> None:
+    capture(event)
+
+
+if __name__ == "__main__":
+    typer.run(capture_simple)
diff --git a/setup.sh b/setup.sh
index 2c8ab756..5628cd75 100755
--- a/setup.sh
+++ b/setup.sh
@@ -1,5 +1,12 @@
 #!/bin/bash
 
+# Call function to send telemetry event
+log_event() {
+    if [ -n $1 ]; then
+        python scripts/tracking.py $1
+    fi
+}
+
 # Function to check if a command exists
 command_exists() {
     command -v "$1" &> /dev/null
@@ -35,6 +42,7 @@ activate_poetry_env() {
 }
 
 install_dependencies_after_poetry_env() {
+    echo "Installing playwright dependencies..."
     playwright install
 }
 
@@ -100,6 +108,7 @@ main() {
     install_dependencies_after_poetry_env
     run_alembic_upgrade
     create_organization
+    log_event "skyvern-oss-setup-complete"
     echo "Setup completed successfully."
 }
 
diff --git a/skyvern/config.py b/skyvern/config.py
index b973c946..ad3fed10 100644
--- a/skyvern/config.py
+++ b/skyvern/config.py
@@ -40,7 +40,7 @@ class Settings(BaseSettings):
     # Artifact storage settings
     ARTIFACT_STORAGE_PATH: str = f"{SKYVERN_DIR}/artifacts"
 
-    ASYNC_ENABLED: bool = False
+    SKYVERN_TELEMETRY: bool = True
 
     def is_cloud_environment(self) -> bool:
         """
diff --git a/skyvern/forge/agent.py b/skyvern/forge/agent.py
index 413daf0b..4ce882ad 100644
--- a/skyvern/forge/agent.py
+++ b/skyvern/forge/agent.py
@@ -8,6 +8,7 @@ import requests
 import structlog
 from playwright._impl._errors import TargetClosedError
 
+from scripts import tracking
 from skyvern.exceptions import (
     BrowserStateMissingPage,
     FailedToSendWebhook,
@@ -194,6 +195,7 @@ class ForgeAgent(Agent):
             await self.validate_step_execution(task, step)
             step, browser_state, detailed_output = await self._initialize_execution_state(task, step, workflow_run)
             step, detailed_output = await self.agent_step(task, step, browser_state, organization=organization)
+            tracking.capture("skyvern-oss-agent-step-status", {"status": step.status})
             retry = False
 
             # If the step failed, mark the step as failed and retry
@@ -661,6 +663,18 @@ class ForgeAgent(Agent):
         """
         send the task response to the webhook callback url
         """
+        # refresh the task from the db to get the latest status
+        try:
+            refreshed_task = await app.DATABASE.get_task(task_id=task.task_id, organization_id=task.organization_id)
+            if not refreshed_task:
+                LOG.error("Failed to get task from db when sending task response")
+                raise TaskNotFound(task_id=task.task_id)
+        except Exception as e:
+            LOG.error("Failed to get task from db when sending task response", task_id=task.task_id, error=e)
+            raise TaskNotFound(task_id=task.task_id) from e
+        task = refreshed_task
+        # log the task status as an event
+        tracking.capture("skyvern-oss-agent-task-status", {"status": task.status})
         # Take one last screenshot and create an artifact before closing the browser to see the final state
         browser_state: BrowserState = await app.BROWSER_MANAGER.get_or_create_for_task(task)
         page = await browser_state.get_or_create_page()
diff --git a/skyvern/forge/sdk/routes/agent_protocol.py b/skyvern/forge/sdk/routes/agent_protocol.py
index 6bca5fdd..7f751223 100644
--- a/skyvern/forge/sdk/routes/agent_protocol.py
+++ b/skyvern/forge/sdk/routes/agent_protocol.py
@@ -5,6 +5,7 @@ from fastapi import APIRouter, BackgroundTasks, Depends, Header, HTTPException,
 from fastapi.responses import ORJSONResponse
 from pydantic import BaseModel
 
+from scripts import tracking
 from skyvern.exceptions import StepNotFound
 from skyvern.forge import app
 from skyvern.forge.sdk.artifact.models import Artifact, ArtifactType
@@ -31,6 +32,7 @@ async def webhook(
     x_skyvern_signature: Annotated[str | None, Header()] = None,
     x_skyvern_timestamp: Annotated[str | None, Header()] = None,
 ) -> Response:
+    tracking.capture("skyvern-oss-agent-webhook-received")
     payload = await request.body()
 
     if not x_skyvern_signature or not x_skyvern_timestamp:
@@ -75,6 +77,7 @@ async def create_agent_task(
     x_api_key: Annotated[str | None, Header()] = None,
     x_max_steps_override: Annotated[int | None, Header()] = None,
 ) -> CreateTaskResponse:
+    tracking.capture("skyvern-oss-agent-task-create", data={"url": task.url})
     agent = request["agent"]
 
     created_task = await agent.create_task(task, current_org.organization_id)
@@ -108,6 +111,7 @@ async def execute_agent_task_step(
     step_id: str | None = None,
     current_org: Organization = Depends(org_auth_service.get_current_org),
 ) -> Response:
+    tracking.capture("skyvern-oss-agent-task-step-execute")
     agent = request["agent"]
     task = await app.DATABASE.get_task(task_id, organization_id=current_org.organization_id)
     if not task:
@@ -166,6 +170,7 @@ async def get_task(
     task_id: str,
     current_org: Organization = Depends(org_auth_service.get_current_org),
 ) -> TaskResponse:
+    tracking.capture("skyvern-oss-agent-task-get")
     request["agent"]
     task_obj = await app.DATABASE.get_task(task_id, organization_id=current_org.organization_id)
     if not task_obj:
@@ -229,6 +234,7 @@ async def retry_webhook(
     current_org: Organization = Depends(org_auth_service.get_current_org),
     x_api_key: Annotated[str | None, Header()] = None,
 ) -> TaskResponse:
+    tracking.capture("skyvern-oss-agent-task-retry-webhook")
     agent = request["agent"]
     task_obj = await agent.db.get_task(task_id, organization_id=current_org.organization_id)
     if not task_obj:
@@ -262,6 +268,7 @@ async def get_task_internal(
     :return: List of tasks with pagination without steps populated. Steps can be populated by calling the
         get_agent_task endpoint.
     """
+    tracking.capture("skyvern-oss-agent-task-get-internal")
     task = await app.DATABASE.get_task(task_id, organization_id=current_org.organization_id)
     if not task:
         raise HTTPException(
@@ -286,6 +293,7 @@ async def get_agent_tasks(
     :return: List of tasks with pagination without steps populated. Steps can be populated by calling the
         get_agent_task endpoint.
     """
+    tracking.capture("skyvern-oss-agent-tasks-get")
     request["agent"]
     tasks = await app.DATABASE.get_tasks(page, page_size, organization_id=current_org.organization_id)
     return ORJSONResponse([task.to_task_response().model_dump() for task in tasks])
@@ -306,6 +314,7 @@ async def get_agent_tasks_internal(
     :return: List of tasks with pagination without steps populated. Steps can be populated by calling the
         get_agent_task endpoint.
     """
+    tracking.capture("skyvern-oss-agent-tasks-get-internal")
     request["agent"]
     tasks = await app.DATABASE.get_tasks(page, page_size, organization_id=current_org.organization_id)
     return ORJSONResponse([task.model_dump() for task in tasks])
@@ -323,6 +332,7 @@ async def get_agent_task_steps(
     :param task_id:
     :return: List of steps for a task with pagination.
     """
+    tracking.capture("skyvern-oss-agent-task-steps-get")
     request["agent"]
     steps = await app.DATABASE.get_task_steps(task_id, organization_id=current_org.organization_id)
     return ORJSONResponse([step.model_dump() for step in steps])
@@ -342,6 +352,7 @@ async def get_agent_task_step_artifacts(
     :param step_id:
     :return: List of artifacts for a list of steps.
     """
+    tracking.capture("skyvern-oss-agent-task-step-artifacts-get")
     request["agent"]
     artifacts = await app.DATABASE.get_artifacts_for_task_step(
         task_id,
@@ -364,6 +375,7 @@ async def get_task_actions(
     task_id: str,
     current_org: Organization = Depends(org_auth_service.get_current_org),
 ) -> list[ActionResultTmp]:
+    tracking.capture("skyvern-oss-agent-task-actions-get")
     request["agent"]
     steps = await app.DATABASE.get_task_step_models(task_id, organization_id=current_org.organization_id)
     results: list[ActionResultTmp] = []
@@ -385,6 +397,7 @@ async def execute_workflow(
     x_api_key: Annotated[str | None, Header()] = None,
     x_max_steps_override: Annotated[int | None, Header()] = None,
 ) -> RunWorkflowResponse:
+    tracking.capture("skyvern-oss-agent-workflow-execute")
     LOG.info(
         f"Running workflow {workflow_id}",
         workflow_id=workflow_id,
@@ -421,6 +434,7 @@ async def get_workflow_run(
     workflow_run_id: str,
     current_org: Organization = Depends(org_auth_service.get_current_org),
 ) -> WorkflowRunStatusResponse:
+    tracking.capture("skyvern-oss-agent-workflow-run-get")
     request["agent"]
     return await app.WORKFLOW_SERVICE.build_workflow_run_status_response(
         workflow_id=workflow_id, workflow_run_id=workflow_run_id, organization_id=current_org.organization_id
diff --git a/skyvern/forge/sdk/workflow/service.py b/skyvern/forge/sdk/workflow/service.py
index 0b0971c0..9c5fc218 100644
--- a/skyvern/forge/sdk/workflow/service.py
+++ b/skyvern/forge/sdk/workflow/service.py
@@ -6,6 +6,7 @@ from datetime import datetime
 import requests
 import structlog
 
+from scripts import tracking
 from skyvern.exceptions import (
     FailedToSendWebhook,
     MissingValueForParameter,
@@ -374,6 +375,7 @@ class WorkflowService:
         api_key: str | None = None,
         close_browser_on_completion: bool = True,
     ) -> None:
+        tracking.capture("skyvern-oss-agent-workflow-status", {"status": workflow_run.status})
         browser_state = await app.BROWSER_MANAGER.cleanup_for_workflow_run(
             workflow_run.workflow_run_id, close_browser_on_completion
         )