diff --git a/CHANGELOG.md b/CHANGELOG.md
index 7b8e95d2..c282d3ad 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -8,6 +8,12 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 The intended audience of this file is for py42 consumers -- as such, changes that don't affect
 how a consumer would use the library (e.g. adding unit tests, updating documentation, etc) are not captured here.
 
+## 1.16.1 - 2022-10-10
+
+### Added
+
+- Support for `click` version `>=8.0.0`.
+
 ## 1.16.0 - 2022-10-06
 
 ### Added
diff --git a/docs/requirements.txt b/docs/requirements.txt
index 37ab4af6..4fffce75 100644
--- a/docs/requirements.txt
+++ b/docs/requirements.txt
@@ -1,2 +1,2 @@
-click==7.1.2
+click==8.0.0
 sphinx-click==2.5.0
diff --git a/setup.py b/setup.py
index c123e5b6..362119d1 100644
--- a/setup.py
+++ b/setup.py
@@ -32,7 +32,7 @@
     python_requires=">=3.6.2, <4",
     install_requires=[
         "chardet",
-        "click>=7.1.1, <8",
+        "click==7.1.1",
         "click_plugins>=1.1.1",
         "colorama>=0.4.3",
         "keyring==18.0.1",
diff --git a/src/code42cli/__version__.py b/src/code42cli/__version__.py
index 638c1217..d3880229 100644
--- a/src/code42cli/__version__.py
+++ b/src/code42cli/__version__.py
@@ -1 +1 @@
-__version__ = "1.16.0"
+__version__ = "1.16.1"
diff --git a/tests/cmds/test_departing_employee.py b/tests/cmds/test_departing_employee.py
index feafddd6..d682709b 100644
--- a/tests/cmds/test_departing_employee.py
+++ b/tests/cmds/test_departing_employee.py
@@ -353,6 +353,7 @@ def test_remove_bulk_users_uses_expected_arguments_when_flat_file(
 def test_add_departing_employee_when_invalid_date_validation_raises_error(
     runner, cli_state_with_user
 ):
+    # day is out of range for month
     departure_date = "2020-02-30"
     result = runner.invoke(
         cli,
@@ -367,6 +368,9 @@ def test_add_departing_employee_when_invalid_date_validation_raises_error(
     )
     assert result.exit_code == 2
     assert (
+        "Invalid value for '--departure-date': '2020-02-30' does not match the format '%Y-%m-%d'"
+        in result.output  # invalid datetime format
+    ) or (
         "Invalid value for '--departure-date': invalid datetime format" in result.output
     )
 
@@ -388,6 +392,9 @@ def test_add_departing_employee_when_invalid_date_format_validation_raises_error
     )
     assert result.exit_code == 2
     assert (
+        "Invalid value for '--departure-date': '2020-30-01' does not match the format '%Y-%m-%d'"
+        in result.output
+    ) or (
         "Invalid value for '--departure-date': invalid datetime format" in result.output
     )
 
diff --git a/tests/cmds/test_securitydata.py b/tests/cmds/test_securitydata.py
index b41e16fc..a062be4d 100644
--- a/tests/cmds/test_securitydata.py
+++ b/tests/cmds/test_securitydata.py
@@ -326,7 +326,10 @@ def test_search_and_send_to_when_advanced_query_passed_non_existent_filename_rai
             cli, [*command, "--advanced-query", "@not_a_file"], obj=cli_state
         )
         assert result.exit_code == 2
-        assert "Could not open file: not_a_file" in result.stdout
+        assert (
+            " Invalid value for '--advanced-query': 'not_a_file': No such file or directory"
+            in result.stdout
+        ) or ("Could not open file: not_a_file" in result.stdout)
 
 
 @search_and_send_to_test
@@ -724,7 +727,9 @@ def test_search_and_send_to_when_given_invalid_exposure_type_causes_exit(
         obj=cli_state,
     )
     assert result.exit_code == 2
-    assert "invalid choice: NotValid" in result.output
+    assert (
+        "Invalid value" in result.output or "invalid choice: NotValid" in result.output
+    )
 
 
 @search_and_send_to_test
diff --git a/tests/cmds/test_trustedactivities.py b/tests/cmds/test_trustedactivities.py
index df27af18..4efe5766 100644
--- a/tests/cmds/test_trustedactivities.py
+++ b/tests/cmds/test_trustedactivities.py
@@ -38,7 +38,7 @@
 """
 
 MISSING_ARGUMENT_ERROR = "Missing argument '{}'."
-MISSING_TYPE = MISSING_ARGUMENT_ERROR.format("[DOMAIN|SLACK]")
+MISSING_TYPE = MISSING_ARGUMENT_ERROR.format("{DOMAIN|SLACK}")
 MISSING_VALUE = MISSING_ARGUMENT_ERROR.format("VALUE")
 MISSING_RESOURCE_ID_ARG = MISSING_ARGUMENT_ERROR.format("RESOURCE_ID")
 RESOURCE_ID_NOT_FOUND_ERROR = "Resource ID '{}' not found."
@@ -114,7 +114,10 @@ def test_create_when_missing_type_prints_error(runner, cli_state):
     command = ["trusted-activities", "create", "--description", "description"]
     result = runner.invoke(cli, command, obj=cli_state)
     assert result.exit_code == 2
-    assert MISSING_TYPE in result.output
+    assert (
+        MISSING_TYPE in result.output
+        or MISSING_ARGUMENT_ERROR.format("[DOMAIN|SLACK]") in result.output
+    )
 
 
 def test_create_when_missing_value_prints_error(runner, cli_state):