diff --git a/opentelemetry-api/src/opentelemetry/trace/__init__.py b/opentelemetry-api/src/opentelemetry/trace/__init__.py
index fac9f55da74..fff5d556b92 100644
--- a/opentelemetry-api/src/opentelemetry/trace/__init__.py
+++ b/opentelemetry-api/src/opentelemetry/trace/__init__.py
@@ -245,13 +245,9 @@ def __exit__(
         exc_type: typing.Optional[typing.Type[BaseException]],
         exc_val: typing.Optional[BaseException],
         exc_tb: typing.Optional[python_types.TracebackType],
-    ) -> typing.Optional[bool]:
-        """Ends context manager and calls `end` on the `Span`.
-
-        Returns False.
-        """
+    ) -> None:
+        """Ends context manager and calls `end` on the `Span`."""
         self.end()
-        return False
 
 
 class TraceOptions(int):
diff --git a/opentelemetry-api/tests/distributedcontext/test_distributed_context.py b/opentelemetry-api/tests/distributedcontext/test_distributed_context.py
index 67a60048399..c730603b162 100644
--- a/opentelemetry-api/tests/distributedcontext/test_distributed_context.py
+++ b/opentelemetry-api/tests/distributedcontext/test_distributed_context.py
@@ -99,6 +99,14 @@ def test_get_current_context(self):
         self.assertIsNone(self.manager.get_current_context())
 
     def test_use_context(self):
-        expected = object()
+        expected = distributedcontext.DistributedContext(
+            (
+                distributedcontext.Entry(
+                    distributedcontext.EntryMetadata(0),
+                    distributedcontext.EntryKey("0"),
+                    distributedcontext.EntryValue(""),
+                ),
+            )
+        )
         with self.manager.use_context(expected) as output:
             self.assertIs(output, expected)
diff --git a/opentelemetry-api/tests/metrics/test_metrics.py b/opentelemetry-api/tests/metrics/test_metrics.py
index 14667f62eaa..97ac92fcdef 100644
--- a/opentelemetry-api/tests/metrics/test_metrics.py
+++ b/opentelemetry-api/tests/metrics/test_metrics.py
@@ -24,7 +24,7 @@ def setUp(self):
 
     def test_record_batch(self):
         counter = metrics.Counter()
-        self.meter.record_batch(("values"), ((counter, 1)))
+        self.meter.record_batch(("values"), ((counter, 1),))
 
     def test_create_metric(self):
         metric = self.meter.create_metric("", "", "", float, metrics.Counter)
diff --git a/opentelemetry-api/tests/test_loader.py b/opentelemetry-api/tests/test_loader.py
index 942479ab7dc..970b6159630 100644
--- a/opentelemetry-api/tests/test_loader.py
+++ b/opentelemetry-api/tests/test_loader.py
@@ -16,6 +16,7 @@
 import sys
 import unittest
 from importlib import reload
+from typing import Any, Callable
 
 from opentelemetry import trace
 from opentelemetry.util import loader
@@ -59,7 +60,7 @@ def test_preferred_impl(self):
 
     # NOTE: We use do_* + *_<arg> methods because subtest wouldn't run setUp,
     # which we require here.
-    def do_test_preferred_impl(self, setter):
+    def do_test_preferred_impl(self, setter: Callable[[Any], Any]) -> None:
         setter(get_opentelemetry_implementation)
         tracer = trace.tracer()
         self.assertIs(tracer, DUMMY_TRACER)
@@ -81,7 +82,7 @@ def test_try_set_again(self):
             )
         self.assertIn("already loaded", str(einfo.exception))
 
-    def do_test_get_envvar(self, envvar_suffix):
+    def do_test_get_envvar(self, envvar_suffix: str) -> None:
         global DUMMY_TRACER  # pylint:disable=global-statement
 
         # Test is not runnable with this!
diff --git a/tox.ini b/tox.ini
index 0db2364f197..19816d3d9c1 100644
--- a/tox.ini
+++ b/tox.ini
@@ -14,7 +14,7 @@ python =
 
 [testenv]
 deps =
-  mypy,mypyinstalled: mypy~=0.711
+  mypy,mypyinstalled: mypy~=0.740
 
 setenv =
   mypy: MYPYPATH={toxinidir}/opentelemetry-api/src/