feat(observability): add OpenTelemetry request tracing

- Add opt-in OTLP/HTTP export with bounded background batching.
- Propagate W3C context and correlate wide events with response trace IDs.
- Update my_helpers for Convex child spans and native request IDs.
- Respect parent sampling and shut down the exporter off the event loop.
- Keep raw URLs, payloads and exception text out of spans.
- Cover worker isolation, retries, sampling, privacy and exporter lifecycle.
- Document collector configuration and bump NanoShare to 1.27.5.
- Refresh locked dependencies, including pytest and watchdog.
- Validate the changes with 293 passing tests.

README.md

@@ -15,6 +15,42 @@ Quart-based file sharing service with a desktop CLI and folder sync client.
   Python 3.14 imports these normally. Server registration imports remain eager;
   do not enable global lazy imports for the application.
 
+## OpenTelemetry request tracing
+Tracing follows the setup in **My Webside and API** and is disabled unless an
+OTLP endpoint is configured. Export uses OTLP/HTTP protobuf with a bounded
+background queue (2-second export timeout), not network I/O on the request path.
+
+Example environment variables (also usable with Docker):
+```dotenv
+OTEL_SERVICE_NAME=nanoshare
+OTEL_EXPORTER_OTLP_ENDPOINT=http://otel-collector:4318
+OTEL_TRACES_SAMPLER_ARG=0.1
+```
+
+| Variable | Purpose |
+| --- | --- |
+| `OTEL_EXPORTER_OTLP_ENDPOINT` | Collector base URL; exporter appends `/v1/traces`. |
+| `OTEL_EXPORTER_OTLP_TRACES_ENDPOINT` | Full trace URL; takes precedence over the base URL. |
+| `OTEL_SERVICE_NAME` | Service resource name; falls back to `SERVICE_NAME`, then `nanoshare`. |
+| `OTEL_TRACES_SAMPLER_ARG` | Root-request sampling ratio from `0` to `1`, default `0.1`. Valid parent sampling decisions are respected. |
+| `OTEL_EXPORTER_OTLP_HEADERS` | Optional exporter authentication headers; use environment secrets, never commit credentials. |
+| `OTEL_EXPORTER_OTLP_TRACES_HEADERS` | Optional trace-specific exporter headers. |
+
+HTTP server spans accept W3C `traceparent`/`tracestate`, return `X-Trace-ID`, and
+correlate existing wide-event logs through `trace_id` and `request.id`. Route
+names use templates rather than actual file IDs or paths. The existing
+`my_helpers` Convex worker instrumentation creates child client spans across
+worker/thread boundaries, propagates W3C context, and sends native
+`convex-request-id: otel-<trace-id>-<span-id>` headers without changing function
+arguments. Retries get distinct span/request IDs.
+
+Spans do **not** capture payloads, query strings, raw URLs, cookies, credentials,
+or exception text. WebSockets and ASGI lifespan messages pass through unchanged.
+This integration exports **traces only**, not OTel metrics or logs; existing
+wide-event logging remains independent. The SDK shuts down its exporter off the
+event loop during application shutdown. Configure the collector/network outside
+this project; no collector container is added here.
+
 ## Development and tests
 ```bash
 uv sync --locked

my_modules/app/setup.py

@@ -12,6 +12,7 @@ from my_modules.filecache import build_file_cache
 from my_modules.app.logger import logger
 from quart_common.web.request import TRUST_PROXY_HEADERS, TRUSTED_PROXY_IPS, TRUSTED_PROXY_CIDRS
 from quart_common.web.wide_event import register_wide_event_logging
+from my_modules.observability import register_request_tracing
 
 from my_helpers.db.convex.ConvexRuntime import ConvexRuntime
 from my_helpers.db.convex.ConvexWorkerPool import ConvexWorkerPool
@@ -30,6 +31,7 @@ app = Quart(__name__,
 )
 app.config['MAX_CONTENT_LENGTH'] = 1024 * 1024 * 1024
 register_wide_event_logging(app, logger)
+register_request_tracing(app)
 
 app.secret_key = SECRET_KEY
 

my_modules/observability.py

@@ -0,0 +1,102 @@
+"""HTTP request -> Convex client spans. No payload/header/URL capture."""
+import asyncio
+import os
+
+from opentelemetry import trace
+from opentelemetry.sdk.resources import Resource
+from opentelemetry.sdk.trace import TracerProvider
+from opentelemetry.sdk.trace.export import BatchSpanProcessor
+from opentelemetry.sdk.trace.sampling import ParentBased, TraceIdRatioBased
+from opentelemetry.trace import SpanKind, Status, StatusCode
+from opentelemetry.trace.propagation.tracecontext import TraceContextTextMapPropagator
+from quart import g, request
+
+_PROPAGATOR = TraceContextTextMapPropagator()
+
+class RequestTracingMiddleware:
+  def __init__(self, app, tracer):
+    self.app = app
+    self.tracer = tracer
+
+  async def __call__(self, scope, receive, send):
+    if scope["type"] != "http":
+      return await self.app(scope, receive, send)
+
+    carrier = {
+      key.decode("latin1"): value.decode("latin1")
+      for key, value in scope.get("headers", [])
+      if key.lower() in (b"traceparent", b"tracestate")
+    }
+    method = scope.get("method", "HTTP")
+    with self.tracer.start_as_current_span(
+      f"HTTP {method}",
+      context=_PROPAGATOR.extract(carrier),
+      kind=SpanKind.SERVER,
+      attributes={"http.request.method": method},
+      record_exception=False,
+      set_status_on_exception=False,
+    ) as span:
+      async def traced_send(message):
+        if message["type"] == "http.response.start":
+          status = message["status"]
+          span.set_attribute("http.response.status_code", status)
+          if status >= 500:
+            span.set_status(Status(StatusCode.ERROR))
+          trace_id = f"{span.get_span_context().trace_id:032x}"
+          headers = [(k, v) for k, v in message.get("headers", []) if k.lower() != b"x-trace-id"]
+          message = {**message, "headers": [*headers, (b"x-trace-id", trace_id.encode("ascii"))]}
+        await send(message)
+
+      try:
+        return await self.app(scope, receive, traced_send)
+      except BaseException as error:
+        span.set_attribute("error.type", type(error).__name__)
+        span.set_status(Status(StatusCode.ERROR))
+        raise
+
+def register_request_tracing(app, *, provider=None):
+  """Disabled without an OTLP endpoint. Inject a provider for isolated tests."""
+  if provider is None:
+    if not (os.getenv("OTEL_EXPORTER_OTLP_TRACES_ENDPOINT") or os.getenv("OTEL_EXPORTER_OTLP_ENDPOINT")):
+      return None
+    from opentelemetry.exporter.otlp.proto.http.trace_exporter import OTLPSpanExporter
+
+    sample_rate = float(os.getenv("OTEL_TRACES_SAMPLER_ARG", "0.1"))
+    if not 0 <= sample_rate <= 1:
+      raise ValueError("OTEL_TRACES_SAMPLER_ARG must be between 0 and 1")
+    provider = TracerProvider(
+      resource=Resource.create({"service.name": os.getenv("OTEL_SERVICE_NAME") or os.getenv("SERVICE_NAME", "nanoshare")}),
+      sampler=ParentBased(TraceIdRatioBased(sample_rate)),
+    )
+    provider.add_span_processor(BatchSpanProcessor(
+      OTLPSpanExporter(timeout=2),
+      max_queue_size=2048,
+      max_export_batch_size=256,
+      schedule_delay_millis=1000,
+    ))
+    trace.set_tracer_provider(provider)
+
+    @app.after_serving
+    async def shutdown_tracing():
+      # SDK uses a bounded background queue, never an export on the request path.
+      await asyncio.to_thread(provider.shutdown)
+
+  app.asgi_app = RequestTracingMiddleware(app.asgi_app, provider.get_tracer(__name__))
+
+  @app.before_request
+  async def correlate_request():
+    span = trace.get_current_span()
+    context = span.get_span_context()
+    event = getattr(g, "wide_event", None)
+    if event is not None and context.is_valid:
+      event["trace_id"] = f"{context.trace_id:032x}"
+      request_id = event.get("request_id")
+      if request_id:
+        span.set_attribute("request.id", request_id)
+    # Only the route template, not the raw path, query string or user values.
+    if request.url_rule is not None:
+      route = request.url_rule.rule
+      span.update_name(f"{request.method} {route}")
+      span.set_attribute("http.route", route)
+
+  return provider

pyproject.toml

@@ -1,6 +1,6 @@
 [project]
 name = "nanoshare"
-version = "1.27.4"
+version = "1.27.5"
 description = "Add your description here"
 readme = "README.md"
 requires-python = ">=3.15"
@@ -12,6 +12,8 @@ dependencies = [
     "httpx>=0.28.1",
     "hypercorn>=0.18.0",
     "joserfc>=1.6.5",
+    "opentelemetry-exporter-otlp-proto-http>=1.45.1",
+    "opentelemetry-sdk>=1.45.1",
     "python-dotenv>=1.2.2",
     "quart>=0.20.0",
     "quart-flask-patch>=0.3.1",

tests/test_request_tracing.py

@@ -0,0 +1,182 @@
+import asyncio
+
+import httpx
+from opentelemetry.sdk.resources import Resource
+from opentelemetry.sdk.trace import TracerProvider
+from opentelemetry.sdk.trace.export import SimpleSpanProcessor
+from opentelemetry.sdk.trace.export.in_memory_span_exporter import InMemorySpanExporter
+from opentelemetry.trace import SpanKind, StatusCode
+from quart import Quart, g
+
+from my_helpers.db.convex.ConvexJob import ConvexJob
+from my_helpers.db.convex.ConvexWorkerPool import ConvexWorkerPool
+from my_helpers.db.convex import telemetry
+from my_modules.observability import register_request_tracing
+
+def tracing_provider(monkeypatch):
+  exporter = InMemorySpanExporter()
+  provider = TracerProvider(resource=Resource.create({"service.name": "test-api"}))
+  provider.add_span_processor(SimpleSpanProcessor(exporter))
+  monkeypatch.setattr(telemetry, "_TRACER", provider.get_tracer("convex-test"))
+  return provider, exporter
+
+def response(value=None, *, error=None):
+  body = {"status": "success", "value": value}
+  if error:
+    body = {"status": "error", "errorMessage": error}
+  return httpx.Response(200, json=body, request=httpx.Request("POST", "https://convex.example.com/api/query"))
+
+def test_tracing_is_disabled_without_endpoint(monkeypatch):
+  monkeypatch.delenv("OTEL_EXPORTER_OTLP_ENDPOINT", raising=False)
+  monkeypatch.delenv("OTEL_EXPORTER_OTLP_TRACES_ENDPOINT", raising=False)
+  app = Quart(__name__)
+  original = app.asgi_app
+  assert register_request_tracing(app) is None
+  assert app.asgi_app == original
+
+def test_request_to_worker_to_convex_keeps_trace_and_payload_private(monkeypatch):
+  provider, exporter = tracing_provider(monkeypatch)
+  captured = []
+  events = []
+
+  def post(url, *, json, headers, timeout):
+    captured.append({"json": json, "headers": headers})
+    return response({"ok": True})
+
+  monkeypatch.setattr(httpx, "post", post)
+
+  async def run():
+    app = Quart(__name__)
+    pool = ConvexWorkerPool("https://convex.example.com", workers=1)
+
+    @app.before_request
+    async def wide_event():
+      g.wide_event = {"request_id": "req-test"}
+
+    register_request_tracing(app, provider=provider)
+
+    @app.get("/items/<item_id>")
+    async def items(item_id):
+      await pool.submit(ConvexJob("job", "query", "items", "get", {"secret": "never-export"}), timeout=2)
+      events.append(dict(g.wide_event))
+      return {"ok": True}
+
+    await pool.start(health_log_interval=0)
+    try:
+      result = await app.test_client().get(
+        "/items/private-value?token=never-export",
+        headers={"traceparent": "00-11111111111111111111111111111111-2222222222222222-01"},
+      )
+      assert result.status_code == 200
+      assert result.headers["x-trace-id"] == "1" * 32
+    finally:
+      await pool.stop()
+
+  asyncio.run(run())
+  spans = exporter.get_finished_spans()
+  server = next(s for s in spans if s.kind == SpanKind.SERVER)
+  client = next(s for s in spans if s.kind == SpanKind.CLIENT)
+  assert server.name == "GET /items/<item_id>"
+  assert server.parent.span_id == int("2" * 16, 16)
+  assert client.parent.span_id == server.context.span_id
+  assert client.context.trace_id == server.context.trace_id == int("1" * 32, 16)
+  native_id = f"otel-{'1' * 32}-{client.context.span_id:016x}"
+  assert captured[0]["headers"]["convex-request-id"] == native_id
+  assert captured[0]["headers"]["traceparent"] == f"00-{'1' * 32}-{client.context.span_id:016x}-01"
+  assert client.attributes["convex.request_id"] == native_id
+  assert captured[0]["json"]["args"] == {"secret": "never-export"}
+  assert events[0]["trace_id"] == "1" * 32
+  exported = " ".join(str((s.name, dict(s.attributes), s.events, s.status.description)) for s in spans)
+  assert "never-export" not in exported
+  assert "private-value" not in exported
+  assert "token=" not in exported
+  provider.shutdown()
+
+def test_concurrent_requests_do_not_inherit_worker_or_other_request_context(monkeypatch):
+  provider, exporter = tracing_provider(monkeypatch)
+  captured = []
+
+  def post(url, *, json, headers, timeout):
+    captured.append((json["args"]["request"], headers["convex-request-id"]))
+    return response(None)
+
+  monkeypatch.setattr(httpx, "post", post)
+
+  async def run():
+    app = Quart(__name__)
+    register_request_tracing(app, provider=provider)
+    pool = ConvexWorkerPool("https://convex.example.com", workers=1)
+
+    @app.get("/query/<key>")
+    async def query(key):
+      await pool.submit(ConvexJob(key, "query", "items", "get", {"request": key}), timeout=2)
+      return "ok"
+
+    await pool.start(health_log_interval=0)
+    try:
+      await asyncio.gather(*[
+        app.test_client().get(f"/query/{key}", headers={"traceparent": f"00-{key * 32}-{'3' * 16}-01"})
+        for key in ["a", "b"]
+      ])
+    finally:
+      await pool.stop()
+
+  asyncio.run(run())
+  assert len(captured) == 2
+  for key, native_id in captured:
+    assert native_id.startswith(f"otel-{key * 32}-")
+  servers = {s.context.trace_id: s for s in exporter.get_finished_spans() if s.kind == SpanKind.SERVER}
+  for span in exporter.get_finished_spans():
+    if span.kind == SpanKind.CLIENT:
+      assert span.parent.span_id == servers[span.context.trace_id].context.span_id
+  provider.shutdown()
+
+def test_retry_attempts_get_unique_ids_and_do_not_export_exception_text(monkeypatch):
+  provider, exporter = tracing_provider(monkeypatch)
+  calls = []
+
+  def post(url, *, json, headers, timeout):
+    calls.append(headers["convex-request-id"])
+    if len(calls) == 1:
+      return response(error="credential=never-export")
+    return response("ok")
+
+  monkeypatch.setattr(httpx, "post", post)
+
+  async def run():
+    pool = ConvexWorkerPool("https://convex.example.com", max_retries=1, retry_backoff_secs=0)
+    await pool.start(health_log_interval=0)
+    try:
+      with provider.get_tracer("test").start_as_current_span("request"):
+        assert await pool.submit(ConvexJob("id", "query", "items", "get", {}), timeout=2) == "ok"
+    finally:
+      await pool.stop()
+
+  asyncio.run(run())
+  clients = [s for s in exporter.get_finished_spans() if s.kind == SpanKind.CLIENT]
+  assert len(clients) == 2
+  assert calls[0] != calls[1]
+  assert clients[0].context.trace_id == clients[1].context.trace_id
+  assert clients[0].status.status_code == StatusCode.ERROR
+  assert clients[0].attributes["error.type"] == "ConvexExecutionError"
+  assert clients[0].events == ()
+  assert clients[0].status.description is None
+  provider.shutdown()
+
+def test_invalid_incoming_traceparent_is_not_used(monkeypatch):
+  provider, exporter = tracing_provider(monkeypatch)
+
+  async def run():
+    app = Quart(__name__)
+    register_request_tracing(app, provider=provider)
+
+    @app.get("/")
+    async def home():
+      return "ok"
+
+    result = await app.test_client().get("/", headers={"traceparent": f"00-{'0' * 32}-{'0' * 16}-01"})
+    assert int(result.headers["x-trace-id"], 16) != 0
+
+  asyncio.run(run())
+  assert exporter.get_finished_spans()[0].parent is None
+  provider.shutdown()

tests/test_tracing_configuration.py

@@ -0,0 +1,171 @@
+"""Exporter configuration, sampling and ASGI lifecycle regression tests."""
+import asyncio
+
+import pytest
+from opentelemetry.sdk.trace import TracerProvider
+from opentelemetry.sdk.trace.export import SimpleSpanProcessor
+from opentelemetry.sdk.trace.export.in_memory_span_exporter import InMemorySpanExporter
+from opentelemetry.sdk.trace.sampling import ParentBased, TraceIdRatioBased
+from opentelemetry.trace import StatusCode
+from quart import Quart, g
+
+from my_modules.observability import RequestTracingMiddleware, register_request_tracing
+from quart_common.web.wide_event import register_wide_event_logging
+
+@pytest.mark.parametrize("rate", ["-0.1", "1.1", "nan", "invalid"])
+def test_invalid_sample_ratio_rejected(monkeypatch, rate):
+  monkeypatch.setenv("OTEL_EXPORTER_OTLP_ENDPOINT", "http://collector.example:4318")
+  monkeypatch.setenv("OTEL_TRACES_SAMPLER_ARG", rate)
+  with pytest.raises(ValueError):
+    register_request_tracing(Quart(__name__))
+
+@pytest.mark.parametrize("service,legacy,expected", [
+  (None, None, "nanoshare"),
+  (None, "legacy-name", "legacy-name"),
+  ("otel-name", "legacy-name", "otel-name"),
+])
+def test_exporter_configuration_and_shutdown(monkeypatch, service, legacy, expected):
+  from opentelemetry.exporter.otlp.proto.http import trace_exporter
+  from my_modules import observability
+
+  monkeypatch.setenv("OTEL_EXPORTER_OTLP_TRACES_ENDPOINT", "http://collector.example:4318/v1/traces")
+  monkeypatch.setenv("OTEL_TRACES_SAMPLER_ARG", "0.25")
+  for key, value in [("OTEL_SERVICE_NAME", service), ("SERVICE_NAME", legacy)]:
+    if value is None:
+      monkeypatch.delenv(key, raising=False)
+    else:
+      monkeypatch.setenv(key, value)
+  exporter = InMemorySpanExporter()
+  timeouts = []
+
+  def make_exporter(**kwargs):
+    timeouts.append(kwargs["timeout"])
+    return exporter
+
+  providers = []
+  monkeypatch.setattr(trace_exporter, "OTLPSpanExporter", make_exporter)
+  monkeypatch.setattr(observability.trace, "set_tracer_provider", providers.append)
+  app = Quart(__name__)
+  provider = register_request_tracing(app)
+  try:
+    assert providers == [provider]
+    assert provider.resource.attributes["service.name"] == expected
+    assert provider.sampler._root.rate == 0.25
+    assert timeouts == [2]
+    shutdowns = []
+    monkeypatch.setattr(provider, "shutdown", lambda: shutdowns.append(True))
+    asyncio.run(app.after_serving_funcs[0]())
+    assert shutdowns == [True]
+  finally:
+    # Restore the real shutdown before releasing the batch processor thread.
+    monkeypatch.undo()
+    provider.shutdown()
+
+def test_wide_event_and_response_use_the_active_trace(monkeypatch):
+  monkeypatch.setenv("WIDE_EVENT_LOGGING", "true")
+  monkeypatch.setenv("WIDE_EVENT_SAMPLE_RATE", "1")
+  provider = TracerProvider()
+  exporter = InMemorySpanExporter()
+  provider.add_span_processor(SimpleSpanProcessor(exporter))
+  events = []
+
+  class Logger:
+    async def info(self, message):
+      events.append(message)
+
+    error = info
+    warning = info
+
+  async def run():
+    app = Quart(__name__)
+    register_wide_event_logging(app, Logger())
+    register_request_tracing(app, provider=provider)
+
+    @app.get("/files/<file_id>")
+    async def download(file_id):
+      return {"trace_id": g.wide_event["trace_id"]}
+
+    result = await app.test_client().get("/files/private-id", headers={"X-Trace-ID": "untrusted-id"})
+    trace_id = (await result.get_json())["trace_id"]
+    assert result.headers["X-Trace-ID"] == trace_id
+    assert len(trace_id) == 32
+    assert result.headers["X-Request-ID"]
+    return trace_id
+
+  try:
+    trace_id = asyncio.run(run())
+    assert events
+    assert trace_id in events[0]
+    span = exporter.get_finished_spans()[0]
+    assert span.attributes["request.id"]
+    assert span.name == "GET /files/<file_id>"
+  finally:
+    provider.shutdown()
+
+@pytest.mark.parametrize("parent_sampled,expected_count", [(False, 0), (True, 1)])
+def test_upstream_sampling_is_respected(parent_sampled, expected_count):
+  provider = TracerProvider(sampler=ParentBased(TraceIdRatioBased(1 if not parent_sampled else 0)))
+  exporter = InMemorySpanExporter()
+  provider.add_span_processor(SimpleSpanProcessor(exporter))
+
+  async def run():
+    app = Quart(__name__)
+    register_request_tracing(app, provider=provider)
+
+    @app.get("/")
+    async def home():
+      return "ok"
+
+    flag = "01" if parent_sampled else "00"
+    result = await app.test_client().get("/", headers={"traceparent": f"00-{'1' * 32}-{'2' * 16}-{flag}"})
+    assert result.headers["X-Trace-ID"] == "1" * 32
+
+  try:
+    asyncio.run(run())
+    assert len(exporter.get_finished_spans()) == expected_count
+  finally:
+    provider.shutdown()
+
+def test_asgi_error_does_not_export_exception_text():
+  provider = TracerProvider()
+  exporter = InMemorySpanExporter()
+  provider.add_span_processor(SimpleSpanProcessor(exporter))
+
+  async def broken(scope, receive, send):
+    raise RuntimeError("credential=never-export")
+
+  async def run():
+    middleware = RequestTracingMiddleware(broken, provider.get_tracer("test"))
+    with pytest.raises(RuntimeError):
+      await middleware({"type": "http", "method": "GET"}, None, None)
+
+  try:
+    asyncio.run(run())
+    span = exporter.get_finished_spans()[0]
+    assert span.status.status_code == StatusCode.ERROR
+    assert span.attributes["error.type"] == "RuntimeError"
+    assert span.events == ()
+    assert span.status.description is None
+  finally:
+    provider.shutdown()
+
+def test_non_http_scopes_pass_through():
+  provider = TracerProvider()
+  exporter = InMemorySpanExporter()
+  provider.add_span_processor(SimpleSpanProcessor(exporter))
+  seen = []
+
+  async def app(scope, receive, send):
+    seen.append(scope)
+
+  async def run():
+    middleware = RequestTracingMiddleware(app, provider.get_tracer("test"))
+    for kind in ("websocket", "lifespan"):
+      await middleware({"type": kind}, None, None)
+
+  try:
+    asyncio.run(run())
+    assert [scope["type"] for scope in seen] == ["websocket", "lifespan"]
+    assert not exporter.get_finished_spans()
+  finally:
+    provider.shutdown()

uv.lock

@@ -324,14 +324,14 @@ wheels = [
 
 [[package]]
 name = "deprecated"
-version = "3.0.0"
+version = "3.0.1"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "wrapt" },
 ]
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